Bedrooms

Clear

Done

Filters

Price

WAny

per nightAny

Weeks to Search

Sep 17

Sep 24

Oct 1

Oct 8

Sleeps

Lower Cape Cod Vacation Rentals

Brewster Vacation Rentals

Brewster is home to the Cape Museum of Natural History, which offers nature and marine exhibits, guided field walks, classes, and self-guided trails through 80 acres of marshland, forest, and ponds.

202 properties

Brewster Guide

A fee-based feature highlighting availability within the next 4 weeks.

Brewster vacation rentals that sleep 16

Brewster

ID 39089

6 BR

3 baths

Sleeps 16

Bayview Home: Walk to Association Pond and CCRT!

Distance to beach: Walk to Assoc. Pond, 1.7 mi to Linnell Landing

5.03 reviews

Summer:
$4,900 - $5,400/wk

Off Season:
$600 - $700/night
$4,900 - $5,400/wk

Brewster

ID 36866

4 BR

2 ½ baths

Sleeps 16

Sunny, Breezy, Vacation Home Private Pool! 1.9 Mile Beach!

Distance to beach: 1.9 mi to Linnell Landing

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$4,676 - $7,263/wk

Off Season:
$3,895 - $5,504/wk

Brewster vacation rentals that sleep 15

Brewster

ID 39666

7 BR

8 baths

Sleeps 15

Unique Retreat: Historic Charm, Luxury and Comfort for all!

Distance to beach: 0.9 mi to Paine's Creek

7 reviews

Summer:
$900 - $1,400/night
$6,300 - $12,600/wk

Off Season:
$900/night
$6,300/wk

Brewster

ID 18622

5 BR

3 baths

Sleeps 15

Brewster Summer Cottage

Distance to beach: 0.1 miles, 2 minute walk

5.04 reviews

Summer:
$4,000 - $6,000/wk

Off Season:
$200 - $600/night
$4,195 - $4,950/wk

Brewster

ID 22699

5 BR

2 baths

Sleeps 15

Brewster Home w/Water Views & Easy Walk to Private Beach

Distance to beach: private beach; less than 1/10th of a mile

5.03 reviews

Summer:
$4,950 - $6,000/wk

Off Season:
$200 - $600/night
$2,000 - $4,950/wk

Brewster vacation rentals that sleep 14

Brewster

ID 37986

5 BR

4 ½ baths

Sleeps 14

Golden Hour Hideaway - Exclusive Dual-Home Waterfront Estate

Distance to beach: Waterfront access to Upper Mill Pond

Summer:
$5,027 - $7,917/wk

Off Season:
$424 - $621/night
$2,566 - $3,947/wk

Brewster

ID 36673

4 BR

4 ½ baths

Sleeps 14

*New Listing 2023* Tall Oaks Oasis

Distance to beach: 2.5 Miles Flax Pond and 2.5 Miles Point of Rocks Beach

Summer:
$3,102 - $5,458/wk

Off Season:
$1,494 - $2,494/wk

Brewster vacation rentals that sleep 13

Brewster

ID 27171

6 BR

2 baths

Sleeps 13

Tidewinds: 6 Bedroom Home

Distance to beach: Directly on Sunset Beach

3 reviews

Summer:
$9,100/wk

Brewster

ID 36424

5 BR

3 baths

Sleeps 13

Spacious Brewster retreat heated pool open until Oct 1, a/c

Distance to beach: 2.7 mi to Paine's Creek

5.018 reviews

Summer:
$6,950 - $9,450/wk
$20,000/mo

Off Season:
$550 - $750/night
$4,000 - $6,500/wk
$18,000 - $25,000/mo

Brewster vacation rentals that sleep 12

Brewster

ID 17325

5 BR

4 baths

Sleeps 12

Waterfront Renovated 5-bedroom A/C Home on Upper Mill Pond

Distance to beach: 1 MILE Paine's Creek and directly on Upper Mill Pond

4.922 reviews

Summer:
$6,200 - $6,600/wk

Off Season:
$6,200/wk

Brewster

ID 34024

5 BR

3 baths

Sleeps 12

Spacious home with private pond beach, steps from rail trail

Distance to beach: Private beach directly on Sheep Pond

5.07 reviews

Summer:
$8,000/wk

Off Season:
$5,500 - $8,000/wk

Brewster

ID 38238

5 BR

3 ½ baths

Sleeps 12

*New Listing* Hawk's Nest - only minutes to two state parks!

Distance to beach:

5.01 review

Summer:
$3,200 - $7,494/wk

Off Season:
$1,694 - $2,894/wk

Brewster

ID 23093

5 BR

3 baths

Sleeps 12

Beautiful Family Compound located in the Heart of Brewster

Distance to beach: 5/10 of a mile to Bay beach. Point of Rocks Beach

4.620 reviews

Summer:
$3,000 - $3,800/wk

Off Season:
$2,900 - $3,500/wk

Brewster

ID 37613

5 BR

3 ½ baths

Sleeps 12

Luxurious Brewster Rental Property is a True Beachfront Gem

Distance to beach: Beachfront

Summer:
$10,000 - $12,000/wk

Off Season:
$6,950 - $10,000/wk

Brewster

ID 40543

4 BR

4 baths

Sleeps 12

Expansive Home With Gorgeous Bay Views! (1052)

Distance to beach: 0.1 mi to Paine's Creek

Summer:
$10,353/wk

Off Season:
$10,353/wk

Brewster

ID 5524

4 BR

3 baths

Sleeps 12

Fantastic Home on Sheep & Long Pond - Large inground pool

Distance to beach: 1/10 to Sheep Pond, 3/10 to Long Pond, 2.5 Ocean

Summer:
$3,500 - $4,000/wk

Off Season:
$3,500/wk

Brewster

ID 31318

4 BR

2 ½ baths

Sleeps 12

Spacious 4BR/3BA home only 4/10 mile to Ellis Landing Beach

Distance to beach: 0.4 mi to Ellis Landing Beach

Summer:
$6,300/wk

Off Season:
$600/night
$4,200/wk

Brewster vacation rentals that sleep 11

Brewster

ID 36452

4 BR

2 baths

Sleeps 11

Midcentury on the Millpond - Wonderful Pond Front Property

Distance to beach: 2.1 mi to Paine's Creek

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$3,078 - $4,045/wk

Off Season:
$2,755 - $3,185/wk

Brewster

ID 38671

4 BR

2 baths

Sleeps 11

Charming Cape - Steps to Greenland Pond!

Distance to beach: 4 mi to Breakwater Beach and 3/10 mi to Greenland Pond; 6/10 mi to Long Pond

1 review

Summer:
$500 - $850/night
$2,600 - $6,000/wk

Off Season:
$250 - $500/night
$2,000 - $4,200/wk

Brewster vacation rentals that sleep 10

Brewster

ID 9406

5 BR

2 baths

Sleeps 10

Private 5 BR mini-estate for your family's dream vacation

Distance to beach: 1.4 miles to Crosby Landing

4.917 reviews

OWNER SPECIAL:

Ready to book for 2026? 20% discount from posted rates,.

Summer:
$4,000 - $9,000/wk

Off Season:
$600/night
$3,500 - $4,995/wk

Brewster

ID 29544

5 BR

3 baths

Sleeps 10

Quiet and Private Home, Central Air, Outdoor Stone Patio

Distance to beach: 1/4 mile Long Pond Beach

4.916 reviews

Summer:
$5,000 - $5,600/wk

Off Season:
$4,000 - $5,600/wk

Brewster

ID 36106

5 BR

3 baths

Sleeps 10

Stars Align Near Pleasant Bay

Distance to beach: 2 Jackknife Harbor Beach and 0.3 Pleasant Rd Beach

5.01 review

Summer:
$699/night
$3,100 - $3,850/wk

Off Season:
$459 - $599/night
$2,600 - $3,850/wk

Brewster

ID 38377

5 BR

4 ½ baths

Sleeps 10

Bayside Bliss - Luxury Waterfront Home

Distance to beach: 1.2 mi to Ellis Landing Beach

Summer:
$9,697 - $16,597/wk

Off Season:
$4,850 - $9,597/wk

The Brewster Salt House

ID 39722

5 BR

2 ½ baths

Sleeps 10

The Brewster Salt House - 5 Bedrooms with Pool

Distance to beach: 1.5 miles Sea Street (East Dennis) and easy bike ride

Summer:
$10,500/wk

Off Season:
$1,000 - $1,200/night
$7,000 - $10,500/wk

Brewster

ID 15471

4 BR

3 baths

Sleeps 10

Charming Home on Lower Mill Pond in West Brewster

Distance to beach: 2 miles to Brewster bayside beaches

5.019 reviews

Summer:
$3,200 - $3,800/wk

Off Season:
$2,500 - $3,200/wk

Brewster

ID 19037

4 BR

2 baths

Sleeps 10

1/10 of a mile to Saints Landing Beach!

Distance to beach: 2 1/2 minute (pretty) walk from house to beach

4.52 reviews

Summer:
$3,500 - $4,000/wk

Off Season:
$2,600 - $2,800/wk

Brewster

ID 23594

4 BR

4 baths

Sleeps 10

Linnell Landing, 2 Master Suites & Steps to Private Beach

Distance to beach: 1/10 mile to a private community Bay beach

5.07 reviews

Summer:
$7,875/wk

Off Season:
$857 - $1,125/night
$5,000 - $7,875/wk

Brewster

ID 16642

4 BR

2 baths

Sleeps 10

A/C, Hot tub, Walk to Sheep's Pond, WIFI, Open concept, Fun

Distance to beach: .2 tenths Sheep Pond and 2.5 miles Breakwater Beach

5.016 reviews

Summer:
$3,500 - $4,600/wk

Off Season:
$2,500 - $3,500/wk

In The Heart of Brewster

ID 31250

4 BR

2 baths

Sleeps 10

Minutes to beach & town in beautiful Brewster.

Distance to beach: 8/10 mile Breakwater Beach

4.88 reviews

Summer:
$3,950 - $4,300/wk

Off Season:
$400 - $550/night
$2,850 - $3,950/wk

Brewster

ID 33835

4 BR

3 ½ baths

Sleeps 10

Gorgeous 4 Bedroom, 3.5 Bath Home w/AC in Brewster

Distance to beach: 4 miles to Paine's Creek

5.04 reviews

Summer:
$3,000 - $4,500/wk
$10,000 - $12,000/mo

Off Season:
$2,000 - $3,500/wk
$3,000 - $10,000/mo

Brewster

ID 34925

4 BR

3 baths

Sleeps 10

Antique Cape Cod Charm in Brewster <1 mile to beach

Distance to beach: 8/10 mi to Saints Landing and 1 mile Paine's Creek

5.02 reviews

LAST MINUTE ALERT 7/12 - 7/19

OWNER SPECIAL:

Cape Cod Family Fun - Price Just Dropped to $4500 for the week!

Summer:
$4,500 - $5,250/wk

Off Season:
$5,250/wk

Brewster

ID 34736

4 BR

2 ½ baths

Sleeps 10

New Listing Brewster 4 BR Waterfront Home on Private Beach

Distance to beach: Short path down hill to private sm. sandy beach on Upper Mill Pond and 1.6 mi to Paine's Creek

5.01 review

OWNER SPECIAL:

A 7 + day to Two Week August rental 8/16 - 30 is preferred, ask about our discount!

Summer:
$3,000 - $3,500/wk

Brewster

ID 30493

4 BR

2 baths

Sleeps 10

Sheep's Pond, AC Mini Splits, Hammock, Yard, outside shower

Distance to beach: 2 miles Breakwater Beach and 2 tenths or 5 minute walk to Sheep's Pond

5.013 reviews

Summer:
$3,500 - $4,600/wk

Off Season:
$400 - $600/night
$2,100 - $3,500/wk

Brewster

ID 37490

4 BR

2 baths

Sleeps 10

Owl Pond Retreat! Swim, bike & hike at your doorstep

Distance to beach: Owl Pond 100 ft;Crosby Landing 1.8,Nauset 4.8

5.07 reviews

Summer:
$1,850 - $4,000/wk

Off Season:
$250/night
$1,500 - $4,000/wk

Brewster

ID 36050

4 BR

3 baths

Sleeps 10

Pet Friendly 4 Bedroom Home with Hot Tub

Distance to beach: 2.4 mi to Ellis Landing Beach

Summer:
$3,700 - $4,000/wk

Off Season:
$325/night
$3,100/wk

Brewster

ID 39742

4 BR

2 baths

Sleeps 10

2025 Shady Pines - Tranquil 4BR Retreat Near Seymour Pond

Distance to beach: 1.3 mi to Sheep Pond

Summer:
$1,900 - $3,434/wk

Off Season:
$209 - $345/night
$1,300 - $2,125/wk

Brewster

ID 39859

4 BR

3 ½ baths

Sleeps 10

Large Family Home w/ Spacious Yard - Walk to Nickerson Park

Distance to beach: 1.0 Cliff Pond and 2.8 to Linnell Landing Beach

OWNER SPECIAL:

Week of 8/16 reduced by $400 to $3800. New A/C mini splits in house!

Summer:
$3,800 - $4,200/wk

Off Season:
$355 - $465/night
$2,200 - $3,000/wk

Brewster

ID 32386

4 BR

3 baths

Sleeps 10

Spacious Brewster Cape w/ Pond Access, Kayak, SUPs, Bikes

Distance to beach: 0.1 Sheep Pond and 3.3 Breakwater Beach

5.027 reviews

Summer:
$3,500 - $4,600/wk

Off Season:
$450/night
$3,000/wk

Brewster

ID 31457

4 BR

3 baths

Sleeps 10

Pets Considered! Minutes From Crosby Landing

Distance to beach: less than 1/2 mile to Crosby Landing

Summer:
$4,914 - $5,460/wk

Off Season:
$3,195 - $4,677/wk

Brewster

ID 38425

4 BR

2 baths

Sleeps 10

Stroll to Paines Creek Beach with Breathtaking Bay views

Distance to beach: 1/10 mi to Private Beach & Paine's Creek

5.06 reviews

Summer:
$5,500/wk

Off Season:
$2,995 - $5,500/wk

Brewster

ID 31348

3 BR

1 ½ bath

Sleeps 10

Charming Cottage and Glamping Bunkhouse Steps From The Beach

Distance to beach: 2/10 mile Paine's Creek and Easy walk to Mant's Landing from Paine's Creek

4.917 reviews

OWNER SPECIAL:

Week of July 5-12 discounted! Fall/Winter rental inquiries for 2025-26 open.

Summer:
$1,900 - $3,300/wk

Off Season:
$1,000 - $3,300/wk
$2,000 - $2,500/mo

Brewster

ID 40017

3 BR

2 baths

Sleeps 10

Cape Retreat+Water Views - Pet Friendly!

Distance to beach: 3/10 mi to Greenland Pond; 6/10 mi to Long Pond

Off Season:
$275 - $500/night
$2,000 - $4,000/wk
$3,000 - $4,000/mo

"Sea Pines"

ID 19762

3 BR

2 baths

Sleeps 10

Brewster's Best Private Bay Beach Getaway - monthly rentals

Distance to beach: 2/10 mile to private Sea Pines beach

5.01 review

Summer:
$5,000/wk
$18,500/mo

Off Season:
$4,000 - $5,000/wk
$16,000 - $18,500/mo

Brewster

ID 22720

3 BR

3 ½ baths

Sleeps 10

Luxury near Paine's Creek Beach

Distance to beach: 1/2 mile to Paine's Creek Beach.

5.010 reviews

Summer:
$3,900/wk

Off Season:
$500/night
$3,000 - $3,900/wk

Brewster

ID 34366

3 BR

3 baths

Sleeps 10

Waterfront 3 Bedroom with A/C - WIFI on Upper Mill Pond

Distance to beach: Directly on Upper Mill Pond Upper Mill Pond

5.021 reviews

Summer:
$4,000 - $5,700/wk
$25,000/mo

Off Season:
$3,000 - $5,700/wk
$10,000/mo

Brewster vacation rentals that sleep 9

Brewster

ID 39995

4 BR

3 baths

Sleeps 9

Beachfront Home Offering Direct Access to Your Own Private B

Distance to beach: 108 ft to Robbin's Hill Beach

Summer:
$858/night
$6,006/wk

Off Season:
$729 - $829/night
$5,103 - $5,803/wk

Brewster

ID 40299

4 BR

2 ½ baths

Sleeps 9

Pool, Hot Tub Serene Private Back Yard 1/4 Mile to Ellis Lan

Distance to beach: 0.3 mi to Ellis Landing Beach

Summer:
$1,299/night
$9,093 - $9,450/wk

Off Season:
$9,450/wk

Brewster on Orleans border

ID 26127

4 BR

2 ½ baths

Sleeps 9

Walk to Park Ponds & Beach, Bike to Bay Beach! Gorgeous Home

Distance to beach: 1 mile to Crosby Landing and walk to St Park beach

5.020 reviews

Summer:
$3,700 - $4,000/wk

Off Season:
$550/night
$3,200 - $4,000/wk

Brewster

ID 5843

3 BR

2 baths

Sleeps 9

The Mink Shell - 5 Min Walk to TWO Bay Beaches!!

Distance to beach: +/- 400 yards Saints Landing and 2/10 of a mile to Saints Landing & Manse Beaches

4.111 reviews

Summer:
$2,950 - $3,200/wk
$3,000 - $12,500/mo

Off Season:
$400 - $800/night
$1,300 - $2,900/wk
$1,000 - $5,500/mo

Brewster

ID 26386

3 BR

2 ½ baths

Sleeps 9

Serenity & charm with AC & private beach access

Distance to beach: 4/10 mile to private association beach

4.85 reviews

Summer:
$3,500 - $3,600/wk

Off Season:
$3,500/wk

Brewster

ID 36297

3 BR

2 ½ baths

Sleeps 9

Spacious home; close to four bay beaches

Distance to beach: 0.7 mi to Saints Landing and 1 mi to Robbin's Hill Beach

5.05 reviews

OWNER SPECIAL:

Now available in September!

Summer:
$2,900 - $3,400/wk

Off Season:
$2,500 - $3,400/wk

(BR0767)

ID 35708

3 BR

2 baths

Sleeps 9

Nautical Dream Home! 2/10 mile to Mant's Landing Beach!

Distance to beach: 0.2 mi to Saints Landing

Summer:
$3,632 - $5,392/wk

Off Season:
$214 - $429/night
$2,541 - $3,839/wk

Brewster

ID 38124

3 BR

2 ½ baths

Sleeps 9

Quiet Cape Retreat with AC; Walk to Rail Trail and Nickerson

Distance to beach: 1.3 mi to Linnell Landing and 1.8 mi to Crosby Landing

5.06 reviews

Summer:
$2,460 - $3,075/wk

Off Season:
$250 - $360/night
$1,580 - $2,675/wk

Brewster vacation rentals that sleep 8

Brewster

ID 9876

5 BR

4 ½ baths

Sleeps 8

Luxurious New Home in Brewster with in-ground pool!

Distance to beach: 1.5 miles to Crosby Landing, Linnell Landing

5.014 reviews

Summer:
$8,100 - $9,000/wk

Off Season:
$7,200 - $9,000/wk

Brewster

ID 9331

4 BR

2 baths

Sleeps 8

Newly Renovated Home, Close to Beach, Ponds and Bike Trail

Distance to beach: 3/10 m-Cliff Pond; 2.3 mi-Linnell Landing beach

5.01 review

Summer:
$2,600 - $2,725/wk

Off Season:
$2,600/wk

Brewster

ID 16812

4 BR

1 bath

Sleeps 8

Bayfront Beach Cottage

Distance to beach: Private beach on the Bay (the Brewster Flats).

1 review

Summer:
$3,224 - $4,792/wk

Off Season:
$3,162 - $4,792/wk

Brewster

ID 19423

4 BR

3 baths

Sleeps 8

Family Friendly Home at Cobbs Pond/Cape Cod Bay in Brewster

Distance to beach: 100 yards Breakwater Beach and 15ft to freshwater swimming and 1/10 mile to beach

4.914 reviews

Summer:
$4,500 - $5,500/wk

Off Season:
$250 - $300/night
$2,100 - $4,000/wk
$3,000 - $4,500/mo

Brewster

ID 23161

4 BR

2 baths

Sleeps 8

Charming 4 Bedroom Home near Breakwater Beach

Distance to beach: Less than 1 mile to Breakwater Beach

LAST MINUTE ALERT 7/19 - 7/26

OWNER SPECIAL:

Price reduced by $500. New price $2,000.

Summer:
$2,000 - $2,500/wk
$7,000 - $8,000/mo

Off Season:
$1,600 - $2,400/wk
$4,000 - $7,500/mo

Brewster

ID 25726

4 BR

2 baths

Sleeps 8

Waterview home steps to a private sandy beach on Long Pond

Distance to beach: 67 Steps to a Private Beach on Long Pond.

4.818 reviews

Summer:
$2,500 - $3,500/wk

Off Season:
$2,500/wk

Sea Pines

ID 27199

4 BR

4 ½ baths

Sleeps 8

200 Steps to our Private Beach. Lots of room & Central AC!

Distance to beach: 1/10 mile to private association Sea Pines Beach

5.023 reviews

Summer:
$4,300 - $5,300/wk

Off Season:
$400 - $450/night
$3,200 - $3,600/wk
$7,000 - $10,000/mo

Brewster

ID 27647

4 BR

2 ½ baths

Sleeps 8

Luxury Rental at Crosby Landing

Distance to beach: 1 mile to Crosby Landing

Summer:
$5,950/wk

Off Season:
$5,950/wk

Brewster

ID 31031

4 BR

2 baths

Sleeps 8

Updated, Comfortable and Family Friendly with Full AC

Distance to beach: 3.6 miles to Linnell Landing

5.03 reviews

Summer:
$400 - $650/night
$2,400 - $4,600/wk

Off Season:
$2,000 - $3,500/wk

Brewster

ID 16742

4 BR

2 baths

Sleeps 8

A Piece of Paradise Wth a Private Association Beach

Distance to beach: 3 minute walk

4.01 review

Summer:
$3,900/wk

Off Season:
$3,500/wk
$3,000/mo

Brewster

ID 32760

4 BR

2 ½ baths

Sleeps 8

Lovely 4 BR Cottage - Near Nickerson Park and Bay Beaches

Distance to beach: 1.7 miles to Crosby Landing and 4.9 Nauset Beach

5.03 reviews

Summer:
$2,000 - $2,500/wk

Off Season:
$1,700 - $2,400/wk

Brewster

ID 33965

4 BR

2 baths

Sleeps 8

Beautiful - August 2 -9 available - great location

Distance to beach: 2.5 mi to Linnell Landing and a short walk or drive to a small swimming beach at

5.03 reviews

Summer:
$3,850 - $5,200/wk

Off Season:
$3,500 - $3,850/wk

Brewster

ID 34341

4 BR

2 ½ baths

Sleeps 8

Newly renovated, 2 minute walk to freshwater pond.

Distance to beach: walk to pond, Mayflower 6 mi, Paine's Creek 4 mi

4.817 reviews

Summer:
$3,000 - $4,200/wk

Off Season:
$350 - $375/night
$2,000 - $3,000/wk

Brewster

ID 27544

4 BR

2 ½ baths

Sleeps 8

Spacious Home less than 1/10 mile to private assn. beach

Distance to beach: 1/10 mile to Grandfathers Beach

Summer:
$2,793/wk

Off Season:
$1,900/wk

Upper Mill Pond

ID 35648

4 BR

2 baths

Sleeps 8

4 Bedroom House w/ Deeded Rights to Upper Mill Pond

Distance to beach: 100 yds to Upper Mill Pond

5.01 review

Summer:
$3,500/wk

Off Season:
$275 - $350/night
$2,300 - $3,300/wk

Brewster

ID 36763

4 BR

2 baths

Sleeps 8

Hawks Nest with Private Path to Beach

Distance to beach: 3/10 mi to Linnell Landing and 1/4 mi to Spruce Hill Beach via walking path

5.05 reviews

Summer:
$4,000 - $4,500/wk

Off Season:
$350 - $475/night
$2,200 - $4,000/wk

Brewster

ID 37988

4 BR

2 baths

Sleeps 8

Access to Upper Mill Pond-Kayaks, Canoe, SUP's Included

Distance to beach: 600ft to Upper Mill Pond; 1mi Paine's Creek Beach

5.02 reviews

Summer:
$2,800 - $3,500/wk

Off Season:
$300 - $400/night
$1,800 - $2,800/wk
$2,500 - $3,000/mo

Brewster

ID 38243

4 BR

3 baths

Sleeps 8

This Spacious Open Concept Home in Punkhorn Parklands

Distance to beach: 0.8 mi to Upper Mill Pond

Summer:
$3,900 - $4,500/wk

Off Season:
$2,600 - $3,950/wk

Brewster

ID 38589

4 BR

2 ½ baths

Sleeps 8

Modern Home - Private Lake Access - Rail Trail

Distance to beach: 1 block to Seymour Pond

5.01 review

Summer:
$2,975 - $3,780/wk

Off Season:
$300 - $425/night
$2,450 - $3,675/wk

East Dennis/West Brewster

ID 39366

4 BR

2 ½ baths

Sleeps 8

Hidden Gem Amidst Asian Gardens w/ Waterfall & Frog Pond

Distance to beach: 1.5 miles Cold Storage Beach

5.04 reviews

OWNER SPECIAL:

Owner Special: Week of September 6-13 Reduced by $500 to $3100.

Summer:
$3,600 - $3,900/wk

Off Season:
$2,500 - $3,100/wk

Brewster

ID 39362

4 BR

2 baths

Sleeps 8

Great Location! Peaceful Retreat, Close to Beach

Distance to beach: 0.7 mi to Little Pleasant Bay Beach

5.02 reviews

Summer:
$3,200 - $3,500/wk

Off Season:
$250 - $450/night
$2,000 - $3,200/wk

Brewster

ID 39651

4 BR

1 ½ bath

Sleeps 8

My Fathers Dragon - Close to the Beach!

Distance to beach: Sea Pines Private Association Beach!

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$4,190 - $4,943/wk

Off Season:
$400 - $475/night
$2,793 - $3,330/wk

Brewster

ID 39646

4 BR

3 ½ baths

Sleeps 8

**New 2025** Sparrow's Nest - Serene Brewster Retreat

Distance to beach: 2.6 mi to Linnell Landing

Summer:
$2,094 - $5,214/wk

Off Season:
$278 - $354/night
$1,400 - $2,474/wk

Brewster

ID 40072

4 BR

4 baths

Sleeps 8

Truly Steps to Association Beach - Brewster Beauty

Distance to beach: Kings Grant Beach

5.02 reviews

OWNER SPECIAL:

Great reduction on remaining weeks ... rent 32 days & NO taxes too.

Summer:
$4,600 - $4,950/wk

Off Season:
$4,000 - $4,400/wk

Brewster

ID 40271

4 BR

2 baths

Sleeps 8

Spacious Home With Private Yard Close to Beach Abutting Cons

Distance to beach: 0.6 mi to Saints Landing

Summer:
$550/night
$3,850/wk

Off Season:
$450 - $525/night
$3,150 - $3,675/wk

Brewster

ID 31725

4 BR

2 baths

Sleeps 8

Walk to beach/shops from coveted Paine's Creek neighborhood

Distance to beach: 1/2 mile Paine's Creek

5.03 reviews

Summer:
$3,200 - $4,200/wk

Off Season:
$2,700 - $3,800/wk
$3,500 - $4,000/mo

Chatham/Orleans

ID 23538

4 BR

3 ½ baths

Sleeps 8

Luxurious Dream Home Just a Walk from Pleasant Bay Beach

Distance to beach: 6/10 mile to Pleasant Bay Beach

5.01 review

Summer:
$4,400/wk

Off Season:
$3,600/wk

Brewster

ID 20786

3 BR

2 ½ baths

Sleeps 8

Private Brewster/South Orleans Cape

Distance to beach: 1 mile Pleasant Rd Beach and Less than one mile to Pleasant Bay beaches

4.920 reviews

Summer:
$2,000 - $2,200/wk

Off Season:
$300 - $350/night
$1,100 - $1,300/wk

Brewster

ID 22099

3 BR

2 baths

Sleeps 8

Great Location!! Close to Rail Trail Bike Trail

Distance to beach: 2.0 miles Point of Rocks Beach and 2.4 miles Ellis Landing Beach

4.923 reviews

Summer:
$2,500/wk

Off Season:
$2,500/wk

Brewster Historic District

ID 19248

3 BR

1 ½ bath

Sleeps 8

Brewster Cottage, Walk to Bay Beach, Cape House

Distance to beach: 4/10 Paine's Creek and 4/10 mile to Paine's Creek Beach

5.015 reviews

Summer:
$4,500 - $5,500/wk

Off Season:
$3,200 - $4,500/wk
$5,500 - $7,500/mo

Brewster

ID 12683

3 BR

2 baths

Sleeps 8

Beautiful Bayside Home Short Walk to Crosby Landing Beach

Distance to beach: 3 miles Coastguard Beach and 0-.1 Crosby Landing

4.99 reviews

Summer:
$3,850 - $4,925/wk

Off Season:
$1,500 - $4,750/wk
$3,200 - $4,500/mo

Brewster

ID 33328

3 BR

2 baths

Sleeps 8

Luxury Waterfront Oasis on Private Sunset Beach

Distance to beach: Waterfront on private, white sandy Sunset Beach

5.033 reviews

LAST MINUTE ALERT 7/19 - 7/26

OWNER SPECIAL:

New, even lower pricing! Directly on the Bay, best private beach, A/C, Gourmet kitchen, gas Weber.

Summer:
$8,000 - $12,000/wk
$1,000 - $40,000/mo

Off Season:
$2,000 - $5,000/wk
$1,000 - $12,000/mo

Brewster

ID 34964

3 BR

2 baths

Sleeps 8

Serene Pondfront Retreat with Central AC

Distance to beach: 1.2 mile walk to Cliff Pond and 1.8 miles to Linnell Landing

4.52 reviews

OWNER SPECIAL:

Discounted weeks still available for June, July & August--grab 'em while you can!

Summer:
$2,950 - $4,500/wk

Off Season:
$2,000 - $3,500/wk

Brewster

ID 35519

3 BR

2 baths

Sleeps 8

Cape Cod Salt Box/Short Walk to Paines Creek Beach

Distance to beach: .9 mi to Paine's Creek

5.04 reviews

Summer:
$3,000/wk

Off Season:
$3,000/wk

Brewster

ID 35378

3 BR

3 baths

Sleeps 8

Beautiful, Light & Bright Home in Brewster Near Beaches!

Distance to beach: 0.8 mi to Ellis Landing Beach and 0.4 to Blueberry Pond

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$4,253 - $5,220/wk

Off Season:
$430 - $593/night
$3,014 - $4,145/wk

Brewster

ID 35380

3 BR

2 baths

Sleeps 8

Tranquil Blueberry Acres, .5 mi. to Breakwater Beach!

Distance to beach: 0.8 mi to Breakwater Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,868 - $3,728/wk

Off Season:
$2,167 - $2,761/wk

Brewster

ID 36935

3 BR

2 baths

Sleeps 8

Cozy Cottage Short Walk to Sheep Pond & Cape Cod Rail Trail

Distance to beach: 1/10 of a mile Sheep Pond

5.08 reviews

Summer:
$3,425/wk

Off Season:
$2,025 - $3,425/wk

Brewster

ID 35409

3 BR

3 baths

Sleeps 8

Spacious Home w/ Central A/C near Linnell Landing!

Distance to beach: 2.1 mi to Wixon Memorial

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$3,780 - $4,855/wk

Off Season:
$378 - $540/night
$2,649 - $3,780/wk

Brewster

ID 29956

3 BR

3 baths

Sleeps 8

Pond Front With Views - Expansive Deck, Central A/C

Distance to beach: on Sol's Pond

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$4,148 - $5,330/wk

Off Season:
$3,017 - $3,933/wk

Brewster

ID 38539

3 BR

2 ½ baths

Sleeps 8

Brand New Home w/ Trails to Nickerson Park

Distance to beach: 2 mi to Crosby Landing and Walk to Nickerson State Park Ponds & Owl Pond

5.01 review

Summer:
$3,200 - $3,850/wk

Off Season:
$463/night
$2,500 - $3,200/wk

Brewster

ID 37733

3 BR

2 baths

Sleeps 8

Blueberry Pond

Distance to beach: .5 mi First Light Beach and private neighborhood access to Blueberry Pond

Summer:
$3,200/wk

Brewster

ID 39653

3 BR

2 baths

Sleeps 8

Time Will Tell - Single-Level Remodeled Residence!

Distance to beach: 3.5 Breakwater Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$3,024 - $3,884/wk

Off Season:
$2,216 - $2,809/wk

Brewster

ID 39181

3 BR

2 baths

Sleeps 8

Brewster Home in Convenient Location (1055)

Distance to beach: 1.6 mi to Linnell Landing and .3 to Blueberry Pond

Summer:
$365/night
$2,555/wk

Off Season:
$299/night
$2,093/wk

Brewster

ID 39888

3 BR

1 ½ bath

Sleeps 8

**New Listing** Blue Sheep Cottage w/ Private Beach Access

Distance to beach: 1/2 mi to Sheep Pond and 5 min drive to bay beaches

5.02 reviews

OWNER SPECIAL:

Labor Day Weekend/September Special - 15% off any stay 3 nights or longer.

Summer:
$2,200 - $2,800/wk

Off Season:
$200 - $315/night
$1,400 - $2,200/wk

Brewster

ID 39728

3 BR

2 baths

Sleeps 8

Brewster Hideaway - Private Setting with Wooded Trails

Distance to beach: 1.6 mi to Sheep Pond and 3 mi to Breakwater Beach

Summer:
$2,700/wk

Off Season:
$250 - $300/night
$2,700/wk

Brewster

ID 40197

3 BR

2 baths

Sleeps 8

Private Retreat on 2 Acres; Walk/Bike to 3 Brewster Beaches

Distance to beach: 0.9 mi to Saints Landing

1 review

Summer:
$3,000 - $3,600/wk
$12,000 - $14,000/mo

Off Season:
$320 - $450/night
$2,100 - $3,500/wk
$8,000 - $12,000/mo

Brewster

ID 40445

3 BR

2 baths

Sleeps 8

Seymour Sunshine - Walk to Seymour Pond in Brewster, MA

Distance to beach: 0.8 mi to Sheep Pond

Summer:
$1,900 - $2,950/wk

Off Season:
$1,500 - $1,900/wk

Brewster

ID 19532

3 BR

3 baths

Sleeps 8

Decorator's Home on pond, & 2/10 mi. to private bay beach

Distance to beach: 2/10 mi to private bch,4/10 mi to Breakwater Bch

4.918 reviews

Summer:
$4,300/wk

Off Season:
$4,300/wk

Brewster

ID 20190

3 BR

2 baths

Sleeps 8

Bayside House, Brewster/Orleans, 3 BR, 2 Bath, Central AC

Distance to beach: 1.5 miles to Crosby Landing

5.06 reviews

Summer:
$2,800/wk

Off Season:
$1,600 - $2,800/wk

Brewster

ID 13717

3 BR

2 baths

Sleeps 8

Pets Considered! Just Steps Away From Cape Cod Bay!

Distance to beach: 1/10 miles to Ellis Landing Beach

4 reviews

Summer:
$6,300/wk

Off Season:
$4,680/wk

At Greenland Pond

ID 35643

3 BR

2 baths

Sleeps 8

Renovated Coastal Farmhouse at Greenland Pond

Distance to beach: Greenland Pond - 2/10 of mile

5.06 reviews

Summer:
$6,800/wk

Off Season:
$3,000 - $6,800/wk
$4,000 - $6,000/mo

Brewster

ID 36629

3 BR

2 ½ baths

Sleeps 8

Secluded Luxury Cape, Close to Beaches

Distance to beach: 1.2 mi to Linnell Landing

5.03 reviews

Summer:
$6,800 - $7,200/wk

Off Season:
$5,800 - $6,800/wk

Brewster

ID 37351

3 BR

2 baths

Sleeps 8

Coolwing Home

Distance to beach: 1.1. mi to Crosby Landing and 1/2 mi to Flax Pond

5.06 reviews

Off Season:
$1,700 - $2,000/wk

6A Brewster

ID 34801

2 BR

2 baths

Sleeps 8

Comfy Cape House

Distance to beach: 1.9 mi to Paine's Creek

4.810 reviews

Summer:
$2,200 - $3,000/wk

Off Season:
$2,000 - $2,400/wk

Brewster vacation rentals that sleep 7

The Highlands on Seymours Pond

ID 21981

4 BR

2 baths

Sleeps 7

4 Bdrm Home with HEATED Private POOL & Pond BEACH

Distance to beach: 3.2 Miles Breakwater Beach and 4/10 mile to Seymour Pond Beach

4.915 reviews

Summer:
$3,000 - $3,650/wk

Off Season:
$3,000/wk

Brewster

ID 15379

4 BR

2 ½ baths

Sleeps 7

Walk to Beach ~ Cape Cod Bay ~ Beautiful, Newer Home

Distance to beach: Short 3 minute walk Saints Landing and Less than 2/10 mile

5.02 reviews

Summer:
$3,500 - $5,500/wk
$20,000/mo

Off Season:
$500 - $575/night
$3,500 - $4,000/wk

Brewster

ID 8567

3 BR

2 baths

Sleeps 7

Ideal Location! Relaxing Setting, Stroll to Bayside Beach

Distance to beach: 4/10 mile to Pineland Park private bayside beach

5.014 reviews

Summer:
$2,500 - $2,800/wk

Off Season:
$300/night
$1,800 - $2,600/wk

Brewster

ID 17579

3 BR

2 ½ baths

Sleeps 7

Waterfront home with gorgeous views, stairs to private dock!

Distance to beach: Pond beach 5 min walk. Bay beaches 10 min drive

5.032 reviews

Summer:
$5,400 - $5,700/wk

Brewster

ID 17733

3 BR

1 bath

Sleeps 7

Come stay at the Lucky Lobster!

Distance to beach: 1/4 mile walk to Cahoon Beach, Long Pond, Harwich

5.03 reviews

Summer:
$2,400/wk
$8,000 - $9,000/mo

Off Season:
$1,800 - $2,400/wk
$3,000 - $7,000/mo

Brewster

ID 34031

3 BR

2 baths

Sleeps 7

Shop, Swim, Bike, Hike, 3Bed/2FullBath/AC!

Distance to beach: 1.2 mi to Breakwater Beach and 1.3 Sheep Pond

4.919 reviews

Summer:
$2,900 - $3,000/wk

Off Season:
$165 - $180/night
$1,120 - $2,184/wk

Brewster, Ocean Edge Bayside

ID 35545

3 BR

2 baths

Sleeps 7

Ocean Edge Bayside Townhouse; Walk to Beach, Pool and Tennis

Distance to beach: 2/10 mile to Ocean Edge Private Beach

5.04 reviews

Summer:
$4,500 - $5,100/wk

Off Season:
$3,000 - $4,200/wk

Brewster

ID 36282

3 BR

1 ½ bath

Sleeps 7

Charming Brewster farmhouse - ''Vermont by the Sea''

Distance to beach: 1.3 mi to Breakwater Beach and 1.5 mi to Sheep Pond

5.06 reviews

Summer:
$2,350 - $2,800/wk

Off Season:
$1,900 - $2,800/wk

Brewster

ID 36696

3 BR

1 ½ bath

Sleeps 7

Cozy Cottage Walk to Linnell Landing Beach

Distance to beach: 3/10 mi to Linnell Landing

4.97 reviews

Summer:
$3,900 - $4,400/wk

Off Season:
$275 - $450/night
$1,500 - $2,800/wk

Brewster

ID 33022

3 BR

2 baths

Sleeps 7

Walk to Sheep Pond - MInutes to Brewster Bay Beaches

Distance to beach: 3/10 mile to Sheep Pond

5.03 reviews

Summer:
$3,200 - $3,400/wk

Off Season:
$1,900 - $3,400/wk

Brewster

ID 37021

3 BR

2 baths

Sleeps 7

Distinctive 3 Bedroom With Expansive Screened Porch

Distance to beach: 1.7 mi to Breakwater Beach and 1.9 mi to Saints Landing

5.013 reviews

Summer:
$2,300 - $2,800/wk

Off Season:
$2,200 - $2,400/wk

Brewster

ID 37756

3 BR

2 baths

Sleeps 7

Waterfront 3BR/2BA beach house

Distance to beach: 0.2 mi to Saints Landing

Summer:
$7,000 - $8,000/wk

Off Season:
$3,000 - $8,000/wk

Windward Cottage

ID 39445

3 BR

2 baths

Sleeps 7

Steps from Linnell Landing Beach

Distance to beach: 30 Yards to private Bay beach

5.02 reviews

OWNER SPECIAL:

Snap up a discounted week in this 3 bedroom unit 30 yards from Brewster Cape Cod Bay private beach!

Summer:
$4,900 - $6,500/wk

Off Season:
$1,600 - $3,800/wk

Brewster

ID 39587

3 BR

2 baths

Sleeps 7

Private Beach - 3 Beds, 2 Baths

Distance to beach: 30 Yards to private Bay beach

5.01 review

Summer:
$4,900 - $6,500/wk

Off Season:
$1,600 - $3,800/wk

Brewster

ID 39733

3 BR

2 baths

Sleeps 7

Steps from Private Cape Cod Bay Beach

Distance to beach: 33 Yards to Private Bay Beach

5.01 review

OWNER SPECIAL:

Snap up a discounted week in this 3 bedroom unit 65 yards from Brewster Cape Cod Bay private beach!

Summer:
$4,000 - $6,200/wk

Off Season:
$2,200 - $3,500/wk

Brewster

ID 40588

3 BR

1 bath

Sleeps 7

Nostalgic Brewster Cottage 1/4 mi. to Ellis Landing Beach

Distance to beach: 1/4 miles Ellis Landing Beach

Summer:
$2,400/wk

Off Season:
$300/night
$1,200 - $2,000/wk

East Brewster

ID 27770

3 BR

2 baths

Sleeps 7

Pristine Ranch w/AC in E.Brewster Steps from the CCRT

Distance to beach: 1.4 miles to Crosby Landing

5.04 reviews

Summer:
$2,400 - $2,600/wk

Off Season:
$2,000 - $2,600/wk

Brewster

ID 34438

3 BR

2 baths

Sleeps 7

The Turquoise Rooster:AC, Walk to Private Beach. Use of Pool

Distance to beach: 0.2 mile to private beach

5.05 reviews

Summer:
$4,900 - $6,300/wk

Off Season:
$650 - $950/night
$4,900 - $6,300/wk

Brewster

ID 24051

2 BR

2 baths

Sleeps 7

Spacious House - Great Location - Quick Walk to the Beach

Distance to beach: 2/10 Saints Landing

5.016 reviews

Summer:
$3,500 - $3,900/wk

Off Season:
$400 - $500/night
$2,500 - $3,500/wk

Brewster vacation rentals that sleep 6

East Brewster

ID 12150

3 BR

1 ½ bath

Sleeps 6

Birdwatcher's Delight

Distance to beach: 2 miles to Linnell Landing and 1.4 miles (walk or bike) to Cliff Pond

4.846 reviews

Summer:
$2,500/wk
$7,000 - $8,000/mo

Off Season:
$1,800 - $2,500/wk
$4,500 - $8,000/mo

Brewster

ID 5320

3 BR

2 baths

Sleeps 6

Deeded Rights to Brewster's Best Beach on Cape Cod Bay

Distance to beach: Less than 600 yards to Association 1200 foot beach

4.513 reviews

LAST MINUTE ALERT 7/12 - 7/19 and 7/19 - 7/26

OWNER SPECIAL:

Due to a last minute cancelation, weeks of 7/12 and 7/19 available at a $500 reduction.

Summer:
$3,500 - $4,000/wk

Off Season:
$3,100 - $3,300/wk

Brewster

ID 12130

3 BR

1 bath

Sleeps 6

Charming Cottage, Walk/Cycle to Beach/Shops/Cafes

Distance to beach: .7 mile Point of Rocks Beach and 2 miles Paine's Creek

4.735 reviews

OWNER SPECIAL:

Week of Aug 23 or Aug 30 Save $300! $1800 per week.

Summer:
$1,400 - $2,400/wk

Off Season:
$900 - $1,800/wk

Brewster

ID 22761

3 BR

1 bath

Sleeps 6

Quaint Cottage Directly on Cape Cod Bay

Distance to beach: Beachfront on Brewster Dunes

5.02 reviews

Summer:
$4,600 - $4,900/wk

Off Season:
$700 - $800/night
$2,500 - $4,000/wk

Brewster, North of 6A

ID 16316

3 BR

1 ½ bath

Sleeps 6

Pilgrim Pines Beach House

Distance to beach: 200 yards to large private Pilgrim Pines Beach

Summer:
$2,800/wk

Off Season:
$2,450 - $2,900/wk

Brewster

ID 25395

3 BR

1 bath

Sleeps 6

Bayfront Cottage on Private Beach

Distance to beach: On a private Bay beach (the Brewster Flats).

5.02 reviews

Summer:
$4,792/wk

Off Season:
$3,162 - $4,792/wk

Brewster

ID 25423

3 BR

1 ½ bath

Sleeps 6

Newly Renovated Home Steps from Private Sunset Beach

Distance to beach: 40 steps to private, white sandy Sunset Beach

5.039 reviews

LAST MINUTE ALERT 7/19 - 7/26

OWNER SPECIAL:

New, lower price for week of 7/19! Best private beach, A/C, 2024 renovation, outdoor shower, Weber.

Summer:
$4,500 - $6,500/wk
$1,000 - $20,000/mo

Off Season:
$1,500 - $3,000/wk
$1,000 - $6,000/mo

Brewster

ID 21623

3 BR

1 ½ bath

Sleeps 6

3 Bedroom, 1 1/2 Bath Ranch House

Distance to beach: 1/2 mile Long Pond and 2 miles Breakwater Beach

4.921 reviews

Summer:
$1,400 - $1,475/wk

Off Season:
$150 - $175/night
$850 - $1,475/wk
$2,700 - $3,500/mo

Brewster (Blueberry Pond)

ID 33279

3 BR

2 baths

Sleeps 6

Brewster Mountain Retreat (Blueberry Pond)

Distance to beach: 1.6 mi to Linnell Landing and < 1/2 mile to private Blueberry Pond Beach

4.920 reviews

Summer:
$3,300/wk

Off Season:
$260/night
$1,700 - $3,300/wk

Pineland Park

ID 33831

3 BR

1 bath

Sleeps 6

Newly updated 3 BR w/AC. Short walk to private Bayside Beach

Distance to beach: 2/10 mile to private association beach

5.04 reviews

Summer:
$3,000 - $3,500/wk

Off Season:
$1,500 - $3,500/wk

Brewster

ID 34624

3 BR

3 baths

Sleeps 6

Escape to the Cape

Distance to beach: 1.8 miles to drive or 20 minute walk to Cold Storage Beach and 1.7 miles Paine's Creek

5.01 review

Summer:
$3,300 - $3,600/wk

Off Season:
$400 - $700/night
$2,000 - $3,500/wk

Brewster

ID 34769

3 BR

2 baths

Sleeps 6

Charming Brewster Cottage near Seymour Pond and Bike Path

Distance to beach: Less than 3/10 mile to Seymour Pond

5.012 reviews

Summer:
$3,000 - $3,600/wk

Off Season:
$350 - $500/night
$1,800 - $3,000/wk

Brewster

ID 35460

3 BR

1 bath

Sleeps 6

Serene Seclusion in Brewster

Distance to beach: 1.3 miles Sheep Pond and 3.3 miles Point of Rocks Beach

5 reviews

Summer:
$2,000/wk

Off Season:
$275 - $300/night
$1,800 - $2,000/wk

Ocean Edge

ID 36741

3 BR

2 baths

Sleeps 6

Spacious Ocean Edge Condo Just Steps from Rail Trail!

Distance to beach: 1.1 mi to Ellis Landing Beach

5.03 reviews

Summer:
$2,800/wk

Off Season:
$2,000 - $2,400/wk

Brewster

ID 37063

3 BR

2 ½ baths

Sleeps 6

Bike Trail, Big Yard, AC, Near Bike Path and Nickerson

Distance to beach: 1.7 mi to Linnell Landing

Summer:
$2,100 - $2,500/wk

Off Season:
$250 - $350/night
$2,000/wk

Brewster

ID 36174

3 BR

2 ½ baths

Sleeps 6

Cozy Brewster Home Near Breakwater Beach

Distance to beach: 0.7 mi to Breakwater Beach

Summer:
$1,800 - $1,900/wk

Off Season:
$1,425 - $1,800/wk

Brewster

ID 37826

3 BR

2 baths

Sleeps 6

Long Pond Lakefront - Beach In Your Backyard!

Distance to beach: Private Beach on Long Pond Long Pond

5.01 review

Summer:
$350 - $4,500/night
$2,400 - $3,900/wk

Off Season:
$200 - $800/night
$2,400 - $3,000/wk

Brewster

ID 38149

3 BR

1 bath

Sleeps 6

Last Minute Opening July 10th-15th Brewster By The Bay w AC

Distance to beach: 0.9 mi to Saints Landing

5.03 reviews

Summer:
$399 - $420/night
$3,000 - $3,200/wk

Off Season:
$299 - $420/night
$2,100 - $3,000/wk

Brewster

ID 35499

3 BR

2 baths

Sleeps 6

Brewster Village Retreat Close To Breakwater Beach (BR0717)

Distance to beach: 1.6 mi to Breakwater Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,478 - $2,908/wk

Off Season:
$1,618 - $2,370/wk

Brewster

ID 39000

3 BR

2 baths

Sleeps 6

Remodeled Home Close to Sesuit Harbor

Distance to beach: 3 mi to Upper Mill Pond

5.03 reviews

Summer:
$1,650 - $2,400/wk

Off Season:
$1,650/wk

Sears Point Community

ID 34150

3 BR

2 baths

Sleeps 6

Cowgirl in the Sand/Walk to Private Bch/Access Tennis & Pool

Distance to beach: 200 yds - Cape Cod Bay and Private Community Beach

Summer:
$3,500 - $4,200/wk

Off Season:
$2,500 - $3,500/wk

Brewster

ID 35537

3 BR

2 baths

Sleeps 6

Quiet Setting in Brewster

Distance to beach: 2.8 mi to Ellis Landing Beach

Summer:
$2,400/wk

Off Season:
$2,200/wk

Brewster

ID 32621

3 BR

2 baths

Sleeps 6

Walking distance to Point of Rocks Beach

Distance to beach: 7/10 mile to Point of Rocks Beach

7 reviews

Summer:
$2,800 - $3,000/wk

Off Season:
$225 - $400/night
$1,750 - $2,800/wk

Brewster

ID 39628

3 BR

1 ½ bath

Sleeps 6

Peaceful and Charming Home in the Heart of Brewster!

Distance to beach: 2.1 mi to Wixon Memorial and 3 miles to Linnell Landing

5.02 reviews

Summer:
$2,100 - $2,500/wk

Off Season:
$200 - $250/night
$1,500 - $2,300/wk

Brewster

ID 39725

3 BR

2 baths

Sleeps 6

New 2025 - Beachcombers Retreat - 3BR Near Point Rocks Beach

Distance to beach: 0.8 mi to Point of Rocks Beach

Summer:
$2,250 - $4,180/wk

Off Season:
$236 - $358/night
$550 - $2,470/wk

Brewster

ID 39744

3 BR

2 baths

Sleeps 6

2025 Seaside Breeze - Walk to Saint's Landing Beach

Distance to beach: 0.3 mi to Saints Landing

Summer:
$2,450 - $4,630/wk

Off Season:
$236 - $456/night
$1,650 - $2,150/wk

Brewster

ID 39868

3 BR

1 ½ bath

Sleeps 6

Charming Retreat-Walk to Beach, General Store & Bike Trail

Distance to beach: 0.5 mi to Point of Rocks Beach

5.03 reviews

Summer:
$2,500 - $2,900/wk

Off Season:
$250 - $350/night
$2,200 - $2,500/wk

Brewster

ID 40128

3 BR

2 baths

Sleeps 6

Charming Brewster Home, Perfect Blend of Coastal & Modern!

Distance to beach: 2.0 mi to Crosby Landing

Summer:
$3,043 - $3,580/wk

Off Season:
$2,127 - $2,828/wk

Brewster

ID 40118

3 BR

2 baths

Sleeps 6

Woodchip - Bike Trail Access, Tennis/Pickleball & AC!

Distance to beach: 1.6 mi to Crosby Landing and 2.0 Skaket Beach

4 reviews

OWNER SPECIAL:

SUMMER SPECIAL - 1 NIGHT FREE IF BOOK ONE WEEK; 2 nights free for two weeks.

Summer:
$3,000 - $3,605/wk

Off Season:
$2,650/wk

Brewster

ID 40180

3 BR

2 baths

Sleeps 6

Stones Throw from Beautiful Bay Beach

Distance to beach: 0.2 mi to Linnell Landing

Summer:
$3,100/wk

Off Season:
$1,200 - $3,100/wk

Brewster

ID 40591

3 BR

1 bath

Sleeps 6

Brewster Bay Getaway; Walk to Private & Public Beaches

Distance to beach: 0.2 mi to Point of Rocks Beach and .2 miles to the Private Neighborhood Beach

11 reviews

OWNER SPECIAL:

Ideal Beach Vacation! Walk to Private & Town Beaches; Close to Town. PRICE DROP for August weeks.

Summer:
$3,350 - $3,500/wk
$11,000 - $13,000/mo

Off Season:
$350 - $400/night
$3,350 - $3,500/wk

Brewster

ID 19784

3 BR

1 ½ bath

Sleeps 6

Cheerful Cottage On Pond w Water View, 5 Min Walk Bay Beach

Distance to beach: Private Breakwater Acres Bayside Beach )

5.018 reviews

Summer:
$3,000 - $3,300/wk

Off Season:
$142 - $400/night
$900 - $3,200/wk

Brewster

ID 22399

3 BR

2 baths

Sleeps 6

Quiet, Cozy Retreat on Cape Cod Bay

Distance to beach: Brewster: 3 miles Paine's Creek and Dennis: Sesuit Beach 1.5 mi.

4.910 reviews

Summer:
$1,800 - $1,950/wk

Off Season:
$1,800 - $1,950/wk

Brewster, MA

ID 21492

3 BR

2 baths

Sleeps 6

Charming 3 bedroom ranch - Walk to Saints Beach

Distance to beach: 3/10 mi to Saints Beach, 5/10 mi to Mants Beach

5.07 reviews

Summer:
$3,400/wk

Off Season:
$3,100 - $3,400/wk

Brewster

ID 24986

3 BR

2 ½ baths

Sleeps 6

Brewster Home on Quiet Cul-de-Sac near Seymour Pond

Distance to beach: 1/4 mile to Seymour Pond, Freshwater pond

4.919 reviews

Summer:
$1,700 - $2,000/wk

Off Season:
$400 - $500/night
$1,700 - $1,800/wk

Brewster Flats off Lower Rd- R

ID 35349

3 BR

2 baths

Sleeps 6

3 BR Home - Stroll to the Brewster Bay Flats

Distance to beach: 5/10 mile to Saints Landing and 5/10 mile to Robbin's Hill Beach

Summer:
$4,200/wk

Off Season:
$3,500 - $4,200/wk

Brewster

ID 36349

3 BR

1 bath

Sleeps 6

Crosby Beach Ranch Steps to the Beach

Distance to beach: Steps to Quiet section near Crosby Landing Beach

Summer:
$3,600/wk

Off Season:
$2,300/wk

Brewster

ID 28547

2 BR

1 bath

Sleeps 6

Gorgeous Lower Rd. Cottage On 6 Acres. Walk to Beach&6A!

Distance to beach: half mile Saints Landing and 1/2 Mile to Saints Landing Beach

5.09 reviews

Summer:
$1,905 - $2,010/wk

Off Season:
$1,000 - $1,905/wk

Brewster

ID 33260

2 BR

1 bath

Sleeps 6

Seaside Serenity: Classic Cape Cottage Right Near the Beach!

Distance to beach: 2/10 mile to Ellis Landing Beach

4.97 reviews

Summer:
$1,700 - $2,400/wk

Off Season:
$275 - $300/night
$1,600 - $2,100/wk

On private road in downtown B

ID 35163

2 BR

1 bath

Sleeps 6

Peaceful Cottage on Private Road

Distance to beach: 1.0 mi to Ellis Landing Beach

5.02 reviews

Summer:
$2,500 - $2,700/wk

Off Season:
$2,200 - $2,700/wk

Sheep Pond Estates, Brewster

ID 37957

2 BR

2 baths

Sleeps 6

PET FRIENDLY! Newly Renovated ~ Coveted Sheep Pond Estates!

Distance to beach: 1/2 mile to Sheep Pond and 2 miles Crosby Landing

5.09 reviews

Summer:
$2,500 - $3,000/wk

Off Season:
$1,000 - $2,800/wk

Brewster

ID 35425

2 BR

1 ½ bath

Sleeps 6

Great Location Near Brewster Flats and Cold Storage

Distance to beach: 1.2 mi to Paine's Creek and 1.5 mi to Breakwater Beach

5.02 reviews

Summer:
$2,400 - $2,600/wk
$11,000 - $12,000/mo

Off Season:
$225/night
$2,200 - $2,600/wk
$8,000 - $11,000/mo

Brewster, Ocean Edge

ID 36876

2 BR

2 baths

Sleeps 6

Light & Bright Townhome! New Furniture & Pool Access!

Distance to beach: 2.1 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$3,233 - $3,770/wk

Off Season:
$370 - $462/night
$2,589 - $3,233/wk

Ocean Edge

ID 35711

2 BR

2 baths

Sleeps 6

Howland Village Townhouse - Beautifully Decorated!

Distance to beach: 2.1 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$3,092 - $3,307/wk

Off Season:
$1,369 - $2,608/wk

Brewster

ID 38886

2 BR

1 bath

Sleeps 6

Little Red Cottage by the Bay/Walk to Brewster Flats

Distance to beach: 1/10 Ellis Landing Beach

2 reviews

Summer:
$2,660/wk

Off Season:
$2,660/wk

Ocean Edge, Brewster

ID 37547

2 BR

2 baths

Sleeps 6

Spacious Ocean Edge Townhome in The Villages at Ocean Edge!

Distance to beach: 2.3 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,608 - $3,038/wk

Off Season:
$1,584 - $2,500/wk

Brewster, Ocean Edge

ID 38202

2 BR

2 baths

Sleeps 6

Light and bright 1st floor Condo in Ocean Edge Resort!

Distance to beach: 2.0 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,060 - $2,920/wk

Off Season:
$195 - $325/night
$1,359 - $2,275/wk

Brewster

ID 39650

2 BR

1 ½ bath

Sleeps 6

Icing on the Cape - Private Association Beach Access!

Distance to beach: Sea Pines Private Association Beach

Summer:
$3,115 - $3,545/wk

Off Season:
$315 - $400/night
$2,199 - $2,793/wk

Ocean Edge

ID 39758

2 BR

2 baths

Sleeps 6

Nautical Themed Light & Bright Ocean Edge Unit!

Distance to beach: 2.2 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,725 - $3,263/wk

Off Season:
$1,809 - $2,733/wk

Brewster

ID 40127

2 BR

2 baths

Sleeps 6

Elegant Home in Brewster! Access to use Ocean Edge Amenities

Distance to beach: 3.6 Breakwater Beach

Summer:
$3,243 - $3,888/wk

Off Season:
$2,112 - $3,135/wk

Ocean Edge Resort

ID 40339

2 BR

2 baths

Sleeps 6

Escape to this spacious 2-bed, 2-bath Ocean Edge townhome!

Distance to beach: 2.1 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,124 - $2,930/wk

Off Season:
$1,800 - $2,285/wk

Brewster, Ocean Edge

ID 38739

2 BR

2 baths

Sleeps 6

Escape to the Cape in Comfort at this Seaside-Charmed Condo!

Distance to beach: 2.0 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Off Season:
$1,075 - $1,398/wk

Brewster

ID 29650

1 BR

1 bath

Sleeps 6

Water Views and Dock on Sheep Pond with A/C!

Distance to beach: On Sheep Pond

1 review

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,129 - $2,344/wk

Off Season:
$1,589 - $2,075/wk

Brewster vacation rentals that sleep 5

Brewster

ID 25929

3 BR

1 bath

Sleeps 5

Private Cottage in Sheep Pond Estates

Distance to beach: 500 yards Sheep Pond and Walk 500 yards to Sheep Pond, Private Beach

5.07 reviews

Summer:
$1,600 - $1,700/wk

Off Season:
$1,400 - $1,700/wk

Brewster on the beach

ID 39920

3 BR

1 ½ bath

Sleeps 5

New! Fab Bay View Steps to Huge Private Beach. 5 star rated

Distance to beach: 0.1mi to Robbin's Hill Beach and Across the yard and down steps to your own beach

5.01 review

Summer:
$4,899 - $5,299/wk

Off Season:
$2,703 - $5,099/wk

Brewster

ID 2674

2 BR

1 ½ bath

Sleeps 5

Quaint home in Pilgrim Pines with private Cape Cod Bay beach

Distance to beach: 1/10th mile to private association bay beach

Summer:
$2,550/wk

Off Season:
$2,200 - $2,450/wk

Brewster

ID 36936

2 BR

1 bath

Sleeps 5

Newly Renovated: Walk to Beautiful Linnell Landing Beach

Distance to beach: 4/10 mi to Linnell Landing

5.05 reviews

OWNER SPECIAL:

Last minute cancellation. Was $4100; now $3100. Grab this updated 2 bedroom cottage by the Bay.

Summer:
$2,900 - $4,150/wk

Off Season:
$275 - $395/night
$1,200 - $3,200/wk

Brewster

ID 38392

2 BR

1 ½ bath

Sleeps 5

Stunning Sunsets - Steps from Beach

Distance to beach: 30 ft to Linnell Landing and 30 Feet to Private Bay Beach

5.03 reviews

Summer:
$5,600 - $5,800/wk

Off Season:
$1,400 - $3,500/wk

Ocean Edge

ID 39126

2 BR

2 baths

Sleeps 5

Beautiful and Spacious Ocean Edge Townhome!

Distance to beach: 2.2 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,015 - $2,122/wk

Off Season:
$1,540 - $2,015/wk

Brewster vacation rentals that sleep 4

Brewster

ID 30314

2 BR

1 bath

Sleeps 4

Bluebird Cottage - 5 mins to Breakwater Beach and Bike Trail

Distance to beach: Breakwater Beach 1.1 miles

5.01 review

Summer:
$1,200 - $1,750/wk

Off Season:
$760 - $1,120/wk

Brewster Beach

ID 34652

2 BR

1 bath

Sleeps 4

Beachfront! Cute Cottage w/ AC on a huge Private Beach!

Distance to beach: your private beach is just out your door. Beautif

5.01 review

OWNER SPECIAL:

Beach Front. Best view onCape!

Summer:
$3,731 - $4,752/wk

Off Season:
$2,709 - $4,514/wk

Brewster

ID 34718

2 BR

1 bath

Sleeps 4

Private Beach Wifi Bay view

Distance to beach: On a Private beach. 1 min walk to beach stairs

Summer:
$4,215 - $4,852/wk

Off Season:
$2,464 - $4,752/wk

Brewster beachfront

ID 30177

2 BR

1 bath

Sleeps 4

Private Beachfront sunset cottage on bluff . Bay views

Distance to beach: On a 360 ft gorgeous Safe Private Beach

5.05 reviews

OWNER SPECIAL:

Best bay views on Cape! Elopement packages.

Summer:
$4,259 - $5,199/wk

Off Season:
$2,703 - $5,023/wk

Brewster

ID 32586

2 BR

1 bath

Sleeps 4

Short walk to Private Beach! Sunday-Sunday Rental

Distance to beach: Short walk to private association beach

Summer:
$1,790 - $1,990/wk

Ocean Edge

ID 35649

2 BR

2 baths

Sleeps 4

Updated With AC, King Bed, Pool Passes

Distance to beach: 2.0 mi to Ellis Landing Beach

10 reviews

Summer:
$500 - $900/night
$4,650/wk

Off Season:
$4,650/wk

West Brewster-North of 6A

ID 36330

2 BR

1 bath

Sleeps 4

Charming Beach Cottage Retreat - Walk to Paines Creek Beach

Distance to beach: 4/10 mi to Paine's Creek

4.77 reviews

Summer:
$2,350/wk

Off Season:
$2,000 - $2,350/wk

Brewster

ID 35687

2 BR

2 baths

Sleeps 4

Ocean Edge Paradise in Brewster!

Distance to beach: 1.1 mi to Ellis Landing Beach

Summer:
$1,800/wk

Brewster, Ocean Edge

ID 38252

2 BR

2 baths

Sleeps 4

Wonderful 1st Floor Eaton Condo located in Ocean Edge Resort

Distance to beach: 1.9 mi to Ellis Landing Beach

OWNER SPECIAL:

Up to $597 in free activities powered by Xplorie!

Summer:
$2,091 - $2,413/wk

Off Season:
$1,282 - $2,091/wk

Brewster

ID 39291

2 BR

1 bath

Sleeps 4

Classic Brewster Bay Cottage with Deeded access to the Bay

Distance to beach: 0.2 mi to Ellis Landing Beach and 0.2 to Private deeded access next to Ellis Landing

LAST MINUTE ALERT 7/12 - 7/19

OWNER SPECIAL:

SAVE $400 on all July weeks . $2800 down to $2400 for this Elis Landing deeded beach getaway! .

Summer:
$2,400 - $2,800/wk

Off Season:
$350/night
$1,500 - $2,600/wk

Brewster, Ocean Edge

ID 38296

2 BR

2 baths

Sleeps 4

Sunny & Comfortable End Unit in The Villages at Ocean Edge!

Distance to beach: 2.0 mi to Ellis Landing Beach

Summer:
$1,738 - $1,953/wk

Off Season:
$1,359 - $1,738/wk

Brewster

ID 33617

2 BR

1 ½ bath

Sleeps 4

Brewster Rail Trail Cottage 2 Bedrooms 1.5 Baths

Distance to beach: 1.0 mile to Linnell Landing and 1.2 miles to Flax Pond

5.03 reviews

Summer:
$2,100 - $2,300/wk
$8,800/mo

Off Season:
$2,100 - $2,200/wk
$8,000/mo

Brewster

ID 36769

1 BR

1 bath

Sleeps 4

The Roost with Private Path to Beach

Distance to beach: 4/10 mi to Linnell Landing and 1/4 mi to Spruce Hill Beach via walking path

5.07 reviews

Summer:
$2,100 - $2,500/wk

Off Season:
$200 - $250/night
$1,200 - $2,200/wk

Brewster

ID 37325

1 BR

1 ½ bath

Sleeps 4

Simplicity cottage. Beds Made. Pets Considered!

Distance to beach: 1.5 mi to Skaket Beach

Summer:
$2,300 - $2,408/wk

Off Season:
$1,814 - $2,300/wk

Brewster vacation rentals that sleep 3

Brewster

ID 35725

1 BR

1 bath

Sleeps 3

Brewster - ''Sunrise Cottage''

Distance to beach: 1.1 mi to Crosby Landing

Summer:
$1,600/wk

Off Season:
$125 - $143/night
$875 - $1,000/wk

Brewster vacation rentals that sleep 2

Brewster

ID 2932

1 BR

1 bath

Sleeps 2

Wright Studio by the Bay (Sunday to Sunday rental)

Distance to beach: half mile Ellis Landing Beach and less than 1/10 mile to private bay beach

4.913 reviews

Summer:
$1,400/wk

Off Season:
$150/night
$1,050/wk

Brewster

ID 37629

1 BR

1 bath

Sleeps 2

The Sandpiper, Newly Remodeled, with Path to Beach

Distance to beach: 0.3 mi to Linnell Landing and 0.3 to Spruce Beach

4.09 reviews

Summer:
$2,000 - $2,400/wk
$9,000 - $10,000/mo

Off Season:
$200 - $260/night
$1,200 - $2,200/wk
$1,500 - $7,000/mo