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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.

205 properties

Brewster Guide

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:
$5,400/wk

Off Season:
$600 - $700/night
$4,500 - $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

Summer:
$6,021 - $7,574/wk

Off Season:
$3,895 - $6,021/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:
$5,695 - $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:
$339 - $755/night
$2,375 - $4,347/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:
$1,734 - $2,722/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 vacation rentals that sleep 12

Brewster Dennis town line

ID 19604

5 BR

4 baths

Sleeps 12

Beautiful Home Close to Beaches, Sesuit Harbor & Golf

Distance to beach: 1.1 Miles Sea Street (East Dennis) and 1.1 miles to Dennis beaches and Sesuit Harbor

5.09 reviews

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

Off Season:
$400 - $600/night
$3,600 - $4,900/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 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

5.06 reviews

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

Off Season:
$5,500 - $8,000/wk
$10,000/mo

Brewster

ID 36424

5 BR

3 baths

Sleeps 12

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:
$6,850 - $8,750/wk

Off Season:
$500 - $825/night
$4,000 - $5,650/wk
$15,000 - $28,000/mo

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 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:
$3,794 - $7,694/wk

Off Season:
$299 - $542/night
$1,994 - $3,044/wk

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 34697

5 BR

6 baths

Sleeps 12

Impeccable 5 BR Custom Home - Short stroll to Mant's Landing

Distance to beach: 1/10 mi to Robbin's Hill Beach and Mants Beach

Summer:
$10,500/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

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 vacation rentals that sleep 11

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
$4,600 - $6,000/wk

Off Season:
$250 - $500/night
$2,000 - $4,200/wk
$3,500/mo

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

4.916 reviews

OWNER SPECIAL:

Summer 2025. Only a few weeks left. Make an offer (a reasonable one, of course.).

Summer:
$4,500 - $7,700/wk

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

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:
$4,997 - $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:
$3,400 - $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:
$3,800 - $4,000/wk

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

Brewster

ID 23161

4 BR

2 baths

Sleeps 10

Charming 4 Bedroom Home near Breakwater Beach

Distance to beach: Less than 1 mile to Breakwater Beach

Summer:
$2,200 - $2,500/wk
$7,000 - $8,000/mo

Off Season:
$1,300 - $2,400/wk
$4,000 - $7,500/mo

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

5.015 reviews

Summer:
$3,800 - $4,600/wk

Off Season:
$2,500 - $3,800/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 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 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

Off Season:
$1,250 - $3,000/wk
$2,500 - $4,000/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

Summer:
$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
$2,600 - $3,800/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

5.05 reviews

Summer:
$5,500/wk

Off Season:
$2,995 - $5,500/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:
$2,275 - $4,000/wk

Off Season:
$325/night
$2,275/wk

Brewster

ID 38279

4 BR

2 baths

Sleeps 10

4 BD/2BA - A Stone's Throw from the Picturesque Cape Cod Bay

Distance to beach: 0.4 mi to Saints Landing

OWNER SPECIAL:

$100 Restaurant Gift Card! March Madness Promotion!

Summer:
$4,735/wk

Off Season:
$2,882 - $4,335/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:
$2,414 - $3,434/wk

Off Season:
$209 - $345/night
$1,615 - $2,210/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:

Spend the first official week of summer in Brewster! Week of 6/21 reduced by $200 to $4000.

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

Off Season:
$365 - $475/night
$2,300 - $3,000/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

"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

OWNER SPECIAL:

Save! Monthly Rental over 31 days - No State & Local Tax!

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

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

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

4.916 reviews

OWNER SPECIAL:

Two prime weeks for Summer 2025 are still available! Winter Seasonal Rental for 2025-26 open.

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

Off Season:
$250 - $300/night
$1,000 - $3,300/wk
$1,800 - $2,500/mo

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

ID 36670

3 BR

3 baths

Sleeps 10

Tranquil Bayside Oasis 3 BD Close to Beach - Sleeps 10!

Distance to beach: 0.9 mi to Breakwater Beach and .04 Mi to King's Grant Private Beach

Summer:
$5,090/wk

Off Season:
$3,959 - $5,090/wk

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
$1,600 - $4,000/wk
$3,000 - $4,000/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 vacation rentals that sleep 9

Brewster

ID 39995

5 BR

3 baths

Sleeps 9

Beachfront Home Offering Access to Your Own Private Beach

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

Summer:
$6,000/wk

Off Season:
$5,100 - $5,500/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 38959

4 BR

2 ½ baths

Sleeps 9

Beach & Recharge: Hot Tub, EV & Fire Pit

Distance to beach: 8.0 mi to Nauset Beach and 3.0 mi to Ellis Landing Beach

5.03 reviews

Summer:
$4,193/wk

Off Season:
$400 - $500/night
$3,493 - $4,200/wk

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:
$3,200 - $3,600/wk

Off Season:
$290 - $395/night
$3,200 - $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

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

OWNER SPECIAL:

$150 Restaurant Gift Card and up to $500 off remaing weeks!

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:
$2,775 - $3,075/wk

Off Season:
$240 - $360/night
$1,575 - $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:
$2,200 - $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:
$3,500 - $5,500/wk

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

Off Season:
$3,000/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 - $4,200/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:
$3,600 - $4,600/wk

Off Season:
$350 - $600/night
$2,200 - $3,600/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:
$3,500 - $3,900/wk

Off Season:
$300 - $3,500/wk
$300 - $5,000/mo

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

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:
$1,800 - $2,400/wk

Brewster

ID 33965

4 BR

2 baths

Sleeps 8

Beautiful - June available, July 13 - 20 - great location

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

5.02 reviews

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

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

OWNER SPECIAL:

2 prime weeks still available- 6/28-7/5 and 7/12-7/19. $200 off each week.

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:
$3,300 - $3,500/wk

Off Season:
$275 - $350/night
$2,000 - $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:
$3,300 - $4,000/wk

Off Season:
$375 - $450/night
$2,200 - $4,000/wk

Brewster

ID 37490

4 BR

2 baths

Sleeps 8

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

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

5.05 reviews

OWNER SPECIAL:

6 night special! July 5 - 11, $3500.

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

Off Season:
$250 - $350/night
$1,100 - $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:
$4,500/wk

Off Season:
$3,400 - $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:
$2,695 - $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

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

Off Season:
$2,000 - $3,600/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 38577

4 BR

2 baths

Sleeps 8

BTULL - Pet Friendly near Paines Creek Beach!

Distance to beach: 0.8 mi to Paine's Creek

Summer:
$3,399 - $3,699/wk

Off Season:
$2,999 - $3,699/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!

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:
$2,970 - $5,214/wk

Off Season:
$256 - $424/night
$1,946 - $2,714/wk

Brewster

ID 40072

4 BR

4 baths

Sleeps 8

Truly Steps to Association Beach - Brewster Beauty

Distance to beach: Kings Grant Beach

Summer:
$4,950/wk

Off Season:
$4,000 - $4,500/wk

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 5843

3 BR

2 baths

Sleeps 8

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 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

4.919 reviews

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

Off Season:
$250 - $350/night
$1,100 - $1,800/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
$5,000 - $5,500/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

4.98 reviews

Summer:
$3,850 - $4,590/wk

Off Season:
$2,250 - $3,995/wk
$2,850 - $4,200/mo

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

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

5.031 reviews

OWNER SPECIAL:

Only 1 July week left! 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 - $6,000/wk
$1,000 - $20,000/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

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

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

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

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

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 35380

3 BR

2 baths

Sleeps 8

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

Distance to beach: 0.8 mi to Breakwater Beach

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

OWNER SPECIAL:

Price reduced first two weeks in June...

Summer:
$2,025 - $3,425/wk

Off Season:
$1,795 - $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

Off Season:
$206 - $320/night
$2,174 - $3,034/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:

$100 Restaurant Gift card ! Price Improvement!

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

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

Brewster

ID 37326

3 BR

3 baths

Sleeps 8

Luxurious Beachfront Townhome in Ocean Edge Resort!

Distance to beach: 50 yards to Private Beach in Brewster.

Summer:
$10,700/wk

Off Season:
$7,483 - $10,700/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

Off Season:
$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

Summer:
$3,024 - $4,099/wk

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

Brewster

ID 39181

3 BR

2 baths

Sleeps 8

Brewster Home Near Rail Trail & Bay 1055

Distance to beach: .3 to Blueberry Pond

Summer:
$365/night
$2,093 - $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

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

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

Brewster

ID 39925

3 BR

2 baths

Sleeps 8

Lovely Cape 2/10 Mile to Beach on Lake

Distance to beach: .2 mile Sheep Pond

Summer:
$2,650 - $2,850/wk

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

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 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:
$2,600 - $3,000/wk

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

Off Season:
$2,000 - $2,200/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

OWNER SPECIAL:

SPECIAL - Week of Aug 23 - $4,000!

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

Off Season:
$500 - $575/night
$3,500 - $4,000/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 - $9,000/mo

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 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:
$2,184 - $3,000/wk

Off Season:
$165 - $185/night
$1,120 - $2,800/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, 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:
$3,800 - $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

4.84 reviews

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

Off Season:
$275 - $450/night
$1,500 - $2,900/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:
$3,400/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

5.011 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:
$7,500 - $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

Summer:
$3,800 - $6,500/wk

Off Season:
$1,600 - $3,800/wk
$4,000/mo

Brewster

ID 39587

3 BR

2 baths

Sleeps 7

Private Beach - 3 Beds, 2 Baths

Distance to beach: 30 Yards to private Bay beach

Summer:
$3,800 - $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

Summer:
$2,900 - $6,200/wk

Off Season:
$2,200 - $3,500/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:
$2,800/wk

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

5.015 reviews

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

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

Brewster, Ocean Edge

ID 36951

2 BR

2 baths

Sleeps 7

Slice of Heaven in Ocean Edge near Lynx Tavern and Pools

Distance to beach: 2.1 mi to Ellis Landing Beach

Summer:
$3,093 - $3,630/wk

Off Season:
$2,018 - $3,093/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
$8,000/mo

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

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

Off Season:
$3,000 - $3,300/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

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

4.734 reviews

OWNER SPECIAL:

Save $200 in June! Beat the crowds! Weeks 6/14,6/21.

Summer:
$1,600 - $2,400/wk

Off Season:
$195 - $250/night
$1,600 - $2,000/wk
$1,850/mo

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:
$3,000 - $4,900/wk

Off Season:
$700 - $800/night
$1,800 - $4,500/wk

Brewster

ID 22498

3 BR

2 baths

Sleeps 6

''Sweet to Sea''

Distance to beach: 1 mile Linnell Landing and 6 miles Nauset Beach

4.914 reviews

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

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

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:
$2,200 - $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

OWNER SPECIAL:

Summer 2025 is filling up! Best private beach, A/C, 2024 renovation, outdoor shower, Weber.

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

Off Season:
$1,500 - $4,000/wk
$1,000 - $9,000/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
$800 - $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

4.819 reviews

Summer:
$3,300/wk

Off Season:
$245 - $260/night
$1,500 - $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:
$700 - $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:
$3,300/wk

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

Off Season:
$250 - $350/night
$2,000 - $2,100/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

5.01 review

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

Off Season:
$200 - $800/night
$2,500 - $3,800/wk

Brewster

ID 38149

3 BR

1 bath

Sleeps 6

Close to Bay AC Private Wooded Lot/Family Friendly/Fire Pit

Distance to beach: 0.9 mi to Saints Landing

5.03 reviews

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

Off Season:
$257 - $425/night
$2,000 - $3,100/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:

$100 Restaurant Gift card!

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

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

Brewster, Ocean Edge Resort

ID 36871

3 BR

2 ½ baths

Sleeps 6

Wonderful Patio Home in Ocean Edge with Pool access!(SU0053)

Distance to beach: 1.2 mi to Ellis Landing Beach

Summer:
$3,165 - $3,810/wk

Off Season:
$1,927 - $2,843/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

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 38647

3 BR

1 bath

Sleeps 6

Cape Style Cottage - Close to Sheep Pond & Rail Trail!

Distance to beach: 1.3 mi to Breakwater Beach

Summer:
$1,983 - $2,359/wk

Off Season:
$1,389 - $1,822/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 35500

3 BR

2 baths

Sleeps 6

The Bees Nest - 300 Yards to Private Beach

Distance to beach: 300 Yards to Private Neighborhood Bay Beach; .9 mi

5.03 reviews

OWNER SPECIAL:

Walk to Beach & Bike Trail! One July Week Left! Won't Last!

Summer:
$3,800 - $4,000/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

Summer:
$2,300 - $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:
$2,506 - $4,180/wk

Off Season:
$237 - $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:
$2,722 - $4,630/wk

Off Season:
$250 - $456/night
$1,750 - $2,650/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

OWNER SPECIAL:

New Listing! Weekly Rate plus tax with no Additional Fees! Book now!

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

Off Season:
$250 - $350/night
$2,200 - $2,600/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

OWNER SPECIAL:

$100 Restaurant Gift Card!

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

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

Summer:
$3,465 - $3,605/wk

Off Season:
$2,450 - $2,650/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

Off Season:
$3,000 - $3,100/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:
$2,350 - $2,900/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:
$2,400 - $2,800/wk

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

Sheep Pond Estates, Brewster

ID 37957

2 BR

2 baths

Sleeps 6

Newly Renovated Coveted Sheep Pond Estates/Walk to Pond

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

5.07 reviews

OWNER SPECIAL:

$500 OFF when you book 2 wks in June! Well behaved dogs welcome! Private Access to sheep pond.

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

Off Season:
$350/night
$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

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

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

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

Brewster, Ocean Edge

ID 37546

2 BR

2 baths

Sleeps 6

Golf & Pool Privileges in The Villages at Ocean Edge!

Distance to beach: 2.3 Miles Ellis Landing Beach

Summer:
$2,608 - $3,253/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

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

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

Brewster

ID 39518

2 BR

2 baths

Sleeps 6

Private Ocean Edge 2 bedroom 2 bathroom condo

Distance to beach: 1.8 mi to Linnell Landing

Summer:
$2,500/wk

Off Season:
$250 - $275/night
$1,800/wk
$1,500 - $2,000/mo

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

OWNER SPECIAL:

$100 Restaurant Gift card!

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:

$75 Restaurant Gift card for a limited time! $200 OFF ADVERTISED RATES!

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

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

Ocean Edge Resort, Brewster

ID 40036

2 BR

2 baths

Sleeps 6

Howland Circle at Ocean Edge - BNEHJ

Distance to beach: 2.1 mi to Ellis Landing Beach

Summer:
$1,899 - $2,399/wk

Off Season:
$1,250 - $2,099/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

OWNER SPECIAL:

$75 Restaurant Gift Card! $150 off advertised rates!

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

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

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

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

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

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

Brewster vacation rentals that sleep 5

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

OWNER SPECIAL:

New listing Special! 5 stars. Steps to Quiet private Beach. Great Views.

Summer:
$4,980 - $5,299/wk

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

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

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 34639

2 BR

2 baths

Sleeps 5

Quintessential Cape w/AC - Walk to General Store & Ice Cream

Distance to beach: 7/10 mi to Breakwater Beach

5.03 reviews

Summer:
$350 - $525/night
$4,000/wk
$12,000 - $15,000/mo

Off Season:
$200 - $400/night
$2,000/wk
$2,200 - $12,000/mo

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

5.03 reviews

Summer:
$3,400 - $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

5.01 review

Summer:
$4,000 - $5,800/wk

Off Season:
$1,400 - $4,000/wk

Sea Pines

ID 38746

2 BR

2 baths

Sleeps 5

Spacious Condo with Water Views and Amenities at Sea Pines!

Distance to beach: 1.3 mi to Ellis Landing Beach

OWNER SPECIAL:

$75 Restaurant Gift! Xplorie package up to $390 value!

Summer:
$4,163/wk

Off Season:
$4,163/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:
$1,345 - $1,750/wk

Off Season:
$760 - $1,120/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 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 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:
$1,990/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

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

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

Off Season:
$350/night
$1,000 - $2,800/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

OWNER SPECIAL:

$75 Restaurant Gift Card! March Madness Promotion!

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

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

Brewster

ID 40237

2 BR

2 baths

Sleeps 4

Vacation Bliss at Ocean Edge RPAM108

Distance to beach: 1.6 mi to Ellis Landing Beach

Summer:
$172/night
$1,204 - $2,205/wk

Off Season:
$172 - $243/night
$1,204 - $1,701/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:
$3,802 - $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

5.04 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 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:
$2,200 - $2,500/wk

Off Season:
$200 - $270/night
$1,200 - $2,500/wk
$1,500 - $3,000/mo

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

OWNER SPECIAL:

$75 Restaurant Gift Card and $140 to $210 off all remaing weeks!

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:
$2,100 - $2,400/wk
$9,000 - $10,000/mo

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