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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.

176 properties
Brewster Guide

Brewster vacation rentals that sleep 15
Brewster
ID 39666
7 BR
8 baths
Sleeps 15
Unique Retreat: Historic Charm, Luxury and Comfort for all!
Unique Retreat: Historic Charm, Luxury and Comfort for all!
Distance to beach: 0.9 mi to Paine's Creek
7 reviews
Off Season:
 $900/night
 $6,300/wk
4
Brewster
ID 18622
5 BR
3 baths
Sleeps 15
Brewster Summer Cottage
Brewster Summer Cottage
Distance to beach: 0.1 miles, 2 minute walk
5.04 reviews
Summer:
 $5,100 - $6,250/wk
Off Season:
 $200 - $600/night
 $3,000 - $5,695/wk
2
Brewster
ID 22699
5 BR
2 baths
Sleeps 15
Brewster Home w/Water Views & Easy Walk to Private Beach
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:
 $5,100 - $6,250/wk
Off Season:
 $200 - $600/night
 $3,000 - $5,695/wk

Brewster vacation rentals that sleep 14
Brewster
ID 39089
6 BR
3 baths
Sleeps 14
Bayview Home: Walk to Association Pond and CCRT!
Bayview Home: Walk to Association Pond and CCRT!
Distance to beach: Walk to Assoc. Pond, 1.7 mi to Linnell Landing
5.05 reviews
Summer:
 $5,400/wk
Off Season:
 $600 - $700/night
 $4,500 - $5,400/wk
3
Brewster
ID 37986
5 BR
4 ½ baths
Sleeps 14
Golden Hour Hideaway - Exclusive Dual-Home Waterfront Estate
Golden Hour Hideaway - Exclusive Dual-Home Waterfront Estate
Distance to beach: Waterfront access to Upper Mill Pond
Off Season:
 $424 - $621/night
 $2,600 - $3,947/wk

Brewster vacation rentals that sleep 13
Brewster
ID 27171
6 BR
2 baths
Sleeps 13
Tidewinds: 6 Bedroom Home
Tidewinds: 6 Bedroom Home
Distance to beach: Directly on Sunset Beach
3 reviews
4
Brewster
ID 36424
5 BR
3 baths
Sleeps 13
Spacious Brewster retreat heated pool open until Oct 1, a/c
Spacious Brewster retreat heated pool open until Oct 1, a/c
Distance to beach: 2.7 mi to Paine's Creek
5.020 reviews
Summer:
 $7,000 - $9,750/wk
Off Season:
 $550 - $860/night
 $4,000 - $6,000/wk
 $18,000 - $20,000/mo
4

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
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:
 $6,500 - $6,600/wk
Off Season:
 $6,300/wk
2
Brewster
ID 23093
5 BR
3 baths
Sleeps 12
Beautiful Family Compound located in the Heart of Brewster
Beautiful Family Compound located in the Heart of Brewster
Distance to beach: 5/10 of a mile to Bay beach. Point of Rocks Beach
4.621 reviews
Summer:
 $3,500 - $4,000/wk
Off Season:
 $2,000 - $3,000/wk
 $2,000/mo
2
Brewster
ID 34024
5 BR
3 baths
Sleeps 12
Spacious home with private pond beach, steps from rail trail
Spacious home with private pond beach, steps from rail trail
Distance to beach: Private beach directly on Sheep Pond
5.07 reviews
Off Season:
 $5,500 - $8,000/wk
2
Brewster
ID 38238
5 BR
3 ½ baths
Sleeps 12
*New Listing* Hawk's Nest - only minutes to two state parks!
*New Listing* Hawk's Nest - only minutes to two state parks!
Distance to beach:
5.01 review
Summer:
 $4,894 - $7,894/wk
Off Season:
 $2,494 - $5,094/wk
Brewster
ID 40808
5 BR
2 baths
Sleeps 12
Expansive 5BR Custom Home - Short Stroll to Mants Beach (218
Expansive 5BR Custom Home - Short Stroll to Mants Beach (218
Distance to beach: 0.2 mi to Robbin's Hill Beach
Summer:
 $5,249 - $5,256/wk
Off Season:
 $499/night
 $3,513 - $5,123/wk
Brewster
ID 37613
5 BR
3 ½ baths
Sleeps 12
Luxurious Brewster Rental Property is a True Beachfront Gem
Luxurious Brewster Rental Property is a True Beachfront Gem
Distance to beach: Beachfront
Off Season:
 $6,950 - $10,000/wk
Brewster
ID 31318
4 BR
2 ½ baths
Sleeps 12
Spacious 4BR/3BA home only 4/10 mile to Ellis Landing Beach
Spacious 4BR/3BA home only 4/10 mile to Ellis Landing Beach
Distance to beach: 0.4 mi to Ellis Landing Beach
Summer:
 $6,500/wk
Off Season:
 $600 - $714/night
 $4,200 - $6,500/wk
Brewster
ID 33519
4 BR
3 baths
Sleeps 12
Renovated Brewster Beach House + Cottage Near Bay Beaches
Renovated Brewster Beach House + Cottage Near Bay Beaches
Distance to beach: 8/10 mi to Point of Rocks Beach
5.010 reviews
Summer:
 $6,500 - $7,000/wk
 $25,000 - $35,000/mo
Off Season:
 $350 - $750/night
 $4,500 - $6,500/wk
 $3,500 - $30,000/mo
7

Brewster vacation rentals that sleep 11
Brewster
ID 38671
4 BR
2 baths
Sleeps 11
Charming Cape - Steps to Greenland Pond!
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
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
Private 5 BR mini-estate for your family's dream vacation
Distance to beach: 1.4 miles to Crosby Landing
4.917 reviews
Summer:
 $5,000 - $8,000/wk
Off Season:
 $600/night
 $3,500 - $5,000/wk
5
Brewster
ID 29544
5 BR
3 baths
Sleeps 10
Quiet and Private Home, Central Air, Outdoor Stone Patio
Quiet and Private Home, Central Air, Outdoor Stone Patio
Distance to beach: 1/4 mile Long Pond Beach
4.916 reviews
Summer:
 $5,600/wk
Off Season:
 $4,000 - $5,600/wk
3
Brewster
ID 36106
5 BR
3 baths
Sleeps 10
Stars Align Near Pleasant Bay
Stars Align Near Pleasant Bay
Distance to beach: 2 Jackknife Harbor Beach and 0.3 Pleasant Rd Beach
5.01 review
Summer:
 $3,900/wk
Off Season:
 $459 - $599/night
 $2,600 - $3,400/wk
Brewster
ID 38377
5 BR
4 ½ baths
Sleeps 10
Bayside Bliss - Luxury Waterfront Home
Bayside Bliss - Luxury Waterfront Home
Distance to beach: 1.2 mi to Ellis Landing Beach
Summer:
 $5,297 - $10,897/wk
Off Season:
 $4,850 - $6,797/wk
The Brewster Salt House
ID 39722
5 BR
2 ½ baths
Sleeps 10
The Brewster Salt House - 5 Bedrooms with Pool
The Brewster Salt House - 5 Bedrooms with Pool
Distance to beach: 1.5 miles Sea Street (East Dennis) and easy bike ride
Summer:
 $7,800 - $8,000/wk
Off Season:
 $1,000 - $1,200/night
 $7,000 - $9,500/wk
Brewster, The Highlands
ID 8727
4 BR
3 baths
Sleeps 10
Hydrangea House with Vegetable Garden Near Seymour Pond
Hydrangea House with Vegetable Garden Near Seymour Pond
Distance to beach: 2 miles Breakwater Beach and 1/2 mile to Seymour Pond
4.920 reviews
OWNER SPECIAL:
4th of July Special: July 1-10 for $5,400. That's 10 nights with one night free.
Summer:
 $4,200/wk
8
Brewster
ID 19037
4 BR
2 baths
Sleeps 10
1/10 of a mile to Saints Landing Beach!
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
Off Season:
 $2,600/wk
In The Heart of Brewster
ID 31250
4 BR
2 baths
Sleeps 10
Minutes to beach & town in beautiful Brewster.
Minutes to beach & town in beautiful Brewster.
Distance to beach: 8/10 mile Breakwater Beach
4.88 reviews
Off Season:
 $400 - $550/night
1
Brewster
ID 32386
4 BR
3 baths
Sleeps 10
Spacious Brewster Cape w/ Pond Access, Kayak, SUPs, Bikes
Spacious Brewster Cape w/ Pond Access, Kayak, SUPs, Bikes
Distance to beach: 0.1 Sheep Pond and 3.3 Breakwater Beach
5.029 reviews
Brewster
ID 31457
4 BR
3 baths
Sleeps 10
Pets Considered! Minutes From Crosby Landing
Pets Considered! Minutes From Crosby Landing
Distance to beach: less than 1/2 mile to Crosby Landing
Summer:
 $4,675 - $5,700/wk
Off Season:
 $3,195 - $4,915/wk
Brewster
ID 37490
4 BR
2 baths
Sleeps 10
Owl Pond Retreat! Swim, bike & hike at your doorstep
Owl Pond Retreat! Swim, bike & hike at your doorstep
Distance to beach: Owl Pond 100 ft;Crosby Landing 1.8,Nauset 4.8
5.011 reviews
Off Season:
 $250/night
 $1,500 - $4,000/wk
6
Brewster
ID 36050
4 BR
3 baths
Sleeps 10
Pet Friendly 4 Bedroom Home with Hot Tub
Pet Friendly 4 Bedroom Home with Hot Tub
Distance to beach: 2.4 mi to Ellis Landing Beach
Summer:
 $2,600 - $4,000/wk
Off Season:
 $370/night
 $2,600 - $3,100/wk
Brewster
ID 39859
4 BR
3 ½ baths
Sleeps 10
Large Family Home w/ Spacious Yard - Walk to Nickerson Park
Large Family Home w/ Spacious Yard - Walk to Nickerson Park
Distance to beach: 1.0 Cliff Pond and 2.8 to Linnell Landing Beach
5.03 reviews
Summer:
 $3,000 - $4,800/wk
Off Season:
 $315 - $500/night
 $2,000 - $4,000/wk
3
Brewster
ID 15471
4 BR
3 baths
Sleeps 10
Charming Home on Lower Mill Pond in West Brewster
Charming Home on Lower Mill Pond in West Brewster
Distance to beach: 2 miles to Brewster bayside beaches
5.020 reviews
Summer:
 $3,800/wk
Off Season:
 $2,500 - $3,200/wk
6
Brewster
ID 23594
4 BR
4 baths
Sleeps 10
Linnell Landing, 2 Master Suites & Steps to Private Beach
Linnell Landing, 2 Master Suites & Steps to Private Beach
Distance to beach: 1/10 mile to a private community Bay beach
5.07 reviews
Off Season:
 $857 - $1,125/night
 $5,000 - $7,875/wk
4
Brewster
ID 16642
4 BR
2 baths
Sleeps 10
A/C, Hot tub, Walk to Sheep's Pond, WIFI, Open concept, Fun
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:
 $3,900 - $4,500/wk
 $20,000 - $25,000/mo
Off Season:
 $2,500 - $3,700/wk
8
Brewster
ID 34925
4 BR
3 baths
Sleeps 10
Antique Cape Cod Charm in Brewster <1 mile to beach
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
Off Season:
 $5,250/wk
2
Brewster
ID 34736
4 BR
2 ½ baths
Sleeps 10
New Listing Brewster 4 BR Waterfront Home on Private Beach
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
2
Brewster
ID 30493
4 BR
2 baths
Sleeps 10
Sheep's Pond, AC Mini Splits, Hammock, Yard, outside shower
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:
 $3,900 - $4,500/wk
Off Season:
 $400 - $600/night
 $2,100 - $3,500/wk
8
Brewster
ID 38425
4 BR
2 baths
Sleeps 10
Stroll to Paines Creek Beach with Breathtaking Bay views
Stroll to Paines Creek Beach with Breathtaking Bay views
Distance to beach: 1/10 mi to Private Beach & Paine's Creek
5.08 reviews
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
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:
Winter Rental November 2025 -April 2026 is available.
Summer:
 $1,900 - $3,100/wk
Off Season:
 $1,000 - $3,100/wk
 $2,000 - $2,500/mo
5
Brewster
ID 34366
3 BR
3 baths
Sleeps 10
Waterfront 3 Bedroom with A/C - WIFI on Upper Mill Pond
Waterfront 3 Bedroom with A/C - WIFI on Upper Mill Pond
Distance to beach: Directly on Upper Mill Pond Upper Mill Pond
5.023 reviews
Off Season:
 $3,500 - $5,700/wk
 $10,000/mo
6
Brewster
ID 40017
3 BR
2 baths
Sleeps 10
Cape Retreat+Water Views - Pet Friendly!
Cape Retreat+Water Views - Pet Friendly!
Distance to beach: 3/10 mi to Greenland Pond; 6/10 mi to Long Pond
Off Season:
 $300 - $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
Brewster's Best Private Bay Beach Getaway - monthly rentals
Distance to beach: 2/10 mile to private Sea Pines beach
5.01 review
Off Season:
 $5,000/wk
 $16,000 - $18,500/mo
3
Brewster
ID 22720
3 BR
3 ½ baths
Sleeps 10
Luxury near Paine's Creek Beach
Luxury near Paine's Creek Beach
Distance to beach: 1/2 mile to Paine's Creek Beach.
5.010 reviews
Summer:
 $4,100/wk
Off Season:
 $500/night
 $3,500 - $4,100/wk
4

Brewster vacation rentals that sleep 9
Brewster on Orleans border
ID 26127
4 BR
2 ½ baths
Sleeps 9
Walk to Park Ponds & Beach, Bike to Bay Beach! Gorgeous Home
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:
 $4,200/wk
Off Season:
 $550/night
 $3,800 - $3,850/wk
4
Brewster
ID 5843
3 BR
2 baths
Sleeps 9
The Mink Shell - 5 Min Walk to TWO Bay Beaches!!
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:
 $3,200/wk
 $5,000 - $12,000/mo
Off Season:
 $400 - $800/night
 $1,300 - $2,900/wk
 $1,000 - $25,000/mo
3
Brewster
ID 36297
3 BR
2 ½ baths
Sleeps 9
Spacious home; close to four bay beaches
Spacious home; close to four bay beaches
Distance to beach: 0.7 mi to Saints Landing and 1 mi to Robbin's Hill Beach
5.07 reviews
Summer:
 $3,525/wk
Off Season:
 $2,500 - $3,400/wk
2
Brewster
ID 38124
3 BR
2 ½ baths
Sleeps 9
Quiet Cape Retreat with AC; Walk to Rail Trail and Nickerson
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
5.011 reviews
Summer:
 $2,875 - $3,075/wk
Off Season:
 $250 - $360/night
 $1,580 - $2,775/wk
6
Brewster
ID 26386
3 BR
2 ½ baths
Sleeps 9
Serenity & charm with AC & private beach access
Serenity & charm with AC & private beach access
Distance to beach: 4/10 mile to private association beach
4.85 reviews
Off Season:
 $3,500/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!
Luxurious New Home in Brewster with in-ground pool!
Distance to beach: 1.5 miles to Crosby Landing, Linnell Landing
5.018 reviews
Summer:
 $9,000 - $10,350/wk
Off Season:
 $7,200 - $10,350/wk
Brewster
ID 9331
4 BR
2 baths
Sleeps 8
Newly Renovated Home, Close to Beach, Ponds and Bike Trail
Newly Renovated Home, Close to Beach, Ponds and Bike Trail
Distance to beach: 3/10 m-Cliff Pond; 2.3 mi-Linnell Landing beach
5.02 reviews
Summer:
 $2,600 - $2,725/wk
Off Season:
 $2,600/wk
Brewster
ID 19423
4 BR
3 baths
Sleeps 8
Family Friendly Home at Cobbs Pond/Cape Cod Bay in Brewster
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
Off Season:
 $300/night
 $2,100/wk
 $3,000 - $3,500/mo
5
Brewster
ID 23161
4 BR
2 baths
Sleeps 8
Charming 4 Bedroom Home near Breakwater Beach
Charming 4 Bedroom Home near Breakwater Beach
Distance to beach: Less than 1 mile to Breakwater Beach
Summer:
 $2,600 - $2,650/wk
 $7,000 - $10,000/mo
Off Season:
 $1,400 - $2,500/wk
 $4,000 - $8,000/mo
Brewster
ID 25726
4 BR
2 baths
Sleeps 8
Waterview home steps to a private sandy beach on Long Pond
Waterview home steps to a private sandy beach on Long Pond
Distance to beach: 67 Steps to a Private Beach on Long Pond.
4.819 reviews
Summer:
 $2,700 - $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!
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:
 $4,400 - $5,400/wk
Off Season:
 $400 - $450/night
 $3,200 - $3,600/wk
 $10,000 - $10,500/mo
2
Brewster
ID 27647
4 BR
2 ½ baths
Sleeps 8
Luxury Rental at Crosby Landing
Luxury Rental at Crosby Landing
Distance to beach: 1 mile to Crosby Landing
Summer:
 $5,950/wk
Off Season:
 $4,490 - $5,950/wk
Brewster
ID 16742
4 BR
2 baths
Sleeps 8
A Piece of Paradise Wth a Private Association Beach
A Piece of Paradise Wth a Private Association Beach
Distance to beach: 3 minute walk
4.01 review
Summer:
 $3,500 - $4,000/wk
Off Season:
 $300 - $30,000/wk
 $3,000 - $5,000/mo
Brewster
ID 31725
4 BR
2 baths
Sleeps 8
Walk to beach/shops from coveted Paine's Creek neighborhood
Walk to beach/shops from coveted Paine's Creek neighborhood
Distance to beach: 1/2 mile Paine's Creek
5.04 reviews
Summer:
 $3,900 - $4,200/wk
Off Season:
 $2,700 - $3,800/wk
 $4,000 - $6,000/mo
3
Brewster
ID 32760
4 BR
2 ½ baths
Sleeps 8
Lovely 4 BR Cottage - Near Nickerson Park and Bay Beaches
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:
 $2,200 - $2,600/wk
Off Season:
 $1,500 - $2,000/wk
3
Brewster
ID 34341
4 BR
2 ½ baths
Sleeps 8
Newly renovated, 2 minute walk to freshwater pond.
Newly renovated, 2 minute walk to freshwater pond.
Distance to beach: walk to pond, Mayflower 6 mi, Paine's Creek 4 mi
4.921 reviews
Summer:
 $3,500 - $4,200/wk
Off Season:
 $350 - $375/night
 $2,000 - $3,000/wk
4
Brewster
ID 27544
4 BR
2 ½ baths
Sleeps 8
Spacious Home less than 1/10 mile to private assn. beach
Spacious Home less than 1/10 mile to private assn. beach
Distance to beach: 1/10 mile to Grandfathers Beach
Summer:
 $2,950/wk
Off Season:
 $264/night
 $1,850 - $1,900/wk
Brewster
ID 36763
4 BR
2 baths
Sleeps 8
Hawks Nest with Private Path to Beach
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
5.09 reviews
Summer:
 $4,000 - $4,400/wk
Off Season:
 $350 - $475/night
 $2,000 - $4,000/wk
3
Brewster
ID 37988
4 BR
2 baths
Sleeps 8
Access to Upper Mill Pond-Kayaks, Canoe, SUP's Included
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:
 $3,200/wk
Off Season:
 $350 - $400/night
 $1,200 - $3,000/wk
 $2,500 - $3,000/mo
2
Brewster
ID 38243
4 BR
3 baths
Sleeps 8
This Spacious Open Concept Home in Punkhorn Parklands
This Spacious Open Concept Home in Punkhorn Parklands
Distance to beach: 0.8 mi to Upper Mill Pond
Off Season:
 $2,600 - $3,950/wk
Pineland Park
ID 34056
4 BR
2 baths
Sleeps 8
Fabulous Air Conditioned 4BR, Great Views, Steps to Beach
Fabulous Air Conditioned 4BR, Great Views, Steps to Beach
Distance to beach: 50 yards to exclusive Pineland Park Association Be
Summer:
 $2,875 - $4,875/wk
Off Season:
 $1,900 - $2,875/wk
 $2,520 - $2,800/mo
2
Brewster
ID 38589
4 BR
2 ½ baths
Sleeps 8
Modern Home - Private Lake Access - Rail Trail
Modern Home - Private Lake Access - Rail Trail
Distance to beach: 1 block to Seymour Pond
5.01 review
Summer:
 $2,800 - $3,850/wk
Off Season:
 $300 - $425/night
 $2,450 - $3,400/wk
5
Brewster
ID 39362
4 BR
2 baths
Sleeps 8
Great Location! Peaceful Retreat, Close to Beach
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
 $2,500 - $3,200/wk
Brewster
ID 35390
4 BR
1 ½ bath
Sleeps 8
Less than 1/2 a mile to Private Association Beach!
Less than 1/2 a mile to Private Association Beach!
Distance to beach: 0.6 mi to Point of Rocks Beach and 0.1 miles to Sea Pines Association Beach
Summer:
 $2,688 - $3,440/wk
Off Season:
 $1,613 - $2,688/wk
2
Brewster
ID 40271
4 BR
2 baths
Sleeps 8
Spacious Home With Private Yard Close to Beach Abutting Cons
Spacious Home With Private Yard Close to Beach Abutting Cons
Distance to beach: 0.6 mi to Saints Landing
Summer:
 $550 - $575/night
 $3,870 - $4,045/wk
Off Season:
 $399 - $550/night
 $2,813 - $3,870/wk
Brewster
ID 16812
4 BR
1 bath
Sleeps 8
Bayfront Beach Cottage
Bayfront Beach Cottage
Distance to beach: Private beach on the Bay (the Brewster Flats).
1 review
Off Season:
 $3,224/wk
4
Brewster
ID 31031
4 BR
2 baths
Sleeps 8
Updated, Comfortable and Family Friendly with Full AC
Updated, Comfortable and Family Friendly with Full AC
Distance to beach: 3.6 miles to Linnell Landing
5.03 reviews
Off Season:
 $2,200 - $3,500/wk
7
Brewster
ID 33965
4 BR
2 baths
Sleeps 8
Beautiful - August 2 -9 available - great location
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
Off Season:
 $3,500 - $3,850/wk
3
Chatham/Orleans
ID 23538
4 BR
3 ½ baths
Sleeps 8
Luxurious Dream Home Just a Walk from Pleasant Bay Beach
Luxurious Dream Home Just a Walk from Pleasant Bay Beach
Distance to beach: 6/10 mile to Pleasant Bay Beach
5.01 review
Off Season:
 $3,600/wk
Upper Mill Pond
ID 35648
4 BR
2 baths
Sleeps 8
4 Bedroom House w/ Deeded Rights to Upper Mill Pond
4 Bedroom House w/ Deeded Rights to Upper Mill Pond
Distance to beach: 100 yds to Upper Mill Pond
5.01 review
Off Season:
 $275 - $350/night
 $1,300 - $2,500/wk
3
Brewster
ID 38577
4 BR
2 baths
Sleeps 8
BTULL - Pet Friendly near Paines Creek Beach!
BTULL - Pet Friendly near Paines Creek Beach!
Distance to beach: 0.8 mi to Paine's Creek
Off Season:
 $2,299 - $3,399/wk
Brewster
ID 20786
3 BR
2 ½ baths
Sleeps 8
Private Brewster/South Orleans Cape
Private Brewster/South Orleans Cape
Distance to beach: 1 mile Pleasant Rd Beach and Less than one mile to Pleasant Bay beaches
4.921 reviews
Summer:
 $1,500 - $2,200/wk
Off Season:
 $300 - $350/night
 $1,100 - $1,900/wk
3
Brewster Historic District
ID 19248
3 BR
1 ½ bath
Sleeps 8
Brewster Cottage, Walk to Bay Beach, Cape House
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:
 $5,000/wk
Off Season:
 $500/night
 $3,850 - $4,000/wk
 $4,000 - $10,000/mo
2
Brewster
ID 12683
3 BR
2 baths
Sleeps 8
Beautiful Bayside Home Short Walk to Crosby Landing Beach
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:
 $4,650 - $4,925/wk
Off Season:
 $900 - $3,950/wk
 $3,925 - $4,500/mo
3
Brewster
ID 19532
3 BR
3 baths
Sleeps 8
Decorator's Home on pond, & 2/10 mi. to private bay beach
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:
 $4,500/wk
Off Season:
 $4,300 - $4,500/wk
Brewster
ID 20190
3 BR
2 baths
Sleeps 8
Bayside House, Brewster/Orleans, 3 BR, 2 Bath, Central AC
Bayside House, Brewster/Orleans, 3 BR, 2 Bath, Central AC
Distance to beach: 1.5 miles to Crosby Landing
5.07 reviews
Summer:
 $2,800/wk
Off Season:
 $220 - $260/night
 $1,500 - $2,800/wk
7
Brewster
ID 33328
3 BR
2 baths
Sleeps 8
Luxury Waterfront Oasis on Private Sunset Beach
Luxury Waterfront Oasis on Private Sunset Beach
Distance to beach: Waterfront on private, white sandy Sunset Beach
5.034 reviews
OWNER SPECIAL:
Wk of 10/25 & Nov. open! Directly on the Bay, best private beach, A/C, Gourmet kitchen, gas Weber.
Summer:
 $10,000 - $13,000/wk
 $1,000 - $40,000/mo
Off Season:
 $2,000 - $8,000/wk
 $1,000 - $20,000/mo
7
At Greenland Pond
ID 35643
3 BR
2 baths
Sleeps 8
Renovated Coastal Farmhouse at Greenland Pond
Renovated Coastal Farmhouse at Greenland Pond
Distance to beach: Greenland Pond - 2/10 of mile
5.06 reviews
Summer:
 $4,700 - $5,000/wk
 $22,000 - $27,000/mo
Off Season:
 $225 - $800/night
 $1,500 - $4,400/wk
 $3,500 - $20,000/mo
5
Brewster
ID 36629
3 BR
2 ½ baths
Sleeps 8
Secluded Luxury Cape, Close to Beaches
Secluded Luxury Cape, Close to Beaches
Distance to beach: 1.2 mi to Linnell Landing
5.03 reviews
Summer:
 $5,500 - $6,000/wk
Off Season:
 $4,000 - $5,500/wk
3
Brewster
ID 35380
3 BR
2 baths
Sleeps 8
Tranquil Blueberry Acres, .5 mi. to Breakwater Beach!
Tranquil Blueberry Acres, .5 mi. to Breakwater Beach!
Distance to beach: 0.8 mi to Breakwater Beach
Summer:
 $2,868 - $3,836/wk
Off Season:
 $2,167 - $2,868/wk
Brewster
ID 36935
3 BR
2 baths
Sleeps 8
Cozy Cottage Short Walk to Sheep Pond & Cape Cod Rail Trail
Cozy Cottage Short Walk to Sheep Pond & Cape Cod Rail Trail
Distance to beach: 1/10 of a mile Sheep Pond
5.011 reviews
Summer:
 $3,630/wk
Off Season:
 $2,025 - $2,500/wk
3
Brewster
ID 39888
3 BR
1 ½ bath
Sleeps 8
**New Listing** Blue Sheep Cottage w/ Private Beach Access
**New Listing** Blue Sheep Cottage w/ Private Beach Access
Distance to beach: < 1/2 mi to Sheep Pond and < 4 mi to Crosby Landing
5.05 reviews
Summer:
 $2,200 - $2,900/wk
Off Season:
 $250 - $325/night
 $1,500 - $2,200/wk
7
Brewster
ID 40197
3 BR
2 baths
Sleeps 8
Private Retreat on 2 Acres; Walk/Bike to 3 Brewster Beaches
Private Retreat on 2 Acres; Walk/Bike to 3 Brewster Beaches
Distance to beach: 0.9 mi to Saints Landing
5.05 reviews
Summer:
 $3,000 - $3,600/wk
 $12,000 - $14,000/mo
Off Season:
 $320 - $450/night
 $1,800 - $3,500/wk
 $6,000 - $12,000/mo
3
Brewster
ID 40445
3 BR
2 baths
Sleeps 8
Seymour Sunshine - Walk to Seymour Pond in Brewster, MA
Seymour Sunshine - Walk to Seymour Pond in Brewster, MA
Distance to beach: 0.8 mi to Sheep Pond
Off Season:
 $1,500 - $12,400/wk
Brewster
ID 40637
3 BR
1 bath
Sleeps 8
Less Than 1 Mile to Point of Rocks Beach (2186)
Less Than 1 Mile to Point of Rocks Beach (2186)
Distance to beach: 0.7 mi to Point of Rocks Beach
Summer:
 $1,700 - $1,770/wk
Off Season:
 $1,525 - $1,700/wk
Brewster
ID 40688
3 BR
2 baths
Sleeps 8
Classic Cape Cod Charm with Modern Comforts
Classic Cape Cod Charm with Modern Comforts
Distance to beach: 0.9 mi to Point of Rocks Beach
5.07 reviews
Summer:
 $3,500 - $4,200/wk
Off Season:
 $400/night
 $2,000 - $4,200/wk
5
Brewtser
ID 40245
3 BR
3 ½ baths
Sleeps 8
NEW for 2025! Coastal home in Brewster near beaches and bik
NEW for 2025! Coastal home in Brewster near beaches and bik
Distance to beach: 5.9 mi to Boat Meadow and 5.9 mi to Dyer Prince Beach
Summer:
 $5,005/wk
Off Season:
 $5,005/wk
Brewster
ID 22099
3 BR
2 baths
Sleeps 8
Great Location!! Close to Rail Trail Bike Trail
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
4.925 reviews
Off Season:
 $2,500/wk
8
Brewster
ID 34964
3 BR
2 baths
Sleeps 8
Serene Pondfront Retreat with Central AC
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:
 $4,500/wk
Off Season:
 $2,000 - $4,000/wk
8
Brewster
ID 35519
3 BR
2 baths
Sleeps 8
Cape Cod Salt Box/Short Walk to Paines Creek Beach
Cape Cod Salt Box/Short Walk to Paines Creek Beach
Distance to beach: .9 mi to Paine's Creek
5.04 reviews
Off Season:
 $3,000/wk
3
Brewster
ID 37351
3 BR
2 baths
Sleeps 8
Coolwing Home
Coolwing Home
Distance to beach: 1.1. mi to Crosby Landing and 1/2 mi to Flax Pond
5.06 reviews
5
Brewster
ID 37733
3 BR
2 baths
Sleeps 8
Blueberry Pond
Blueberry Pond
Distance to beach: .5 mi First Light Beach and private neighborhood access to Blueberry Pond
5.01 review
Brewster
ID 39728
3 BR
2 baths
Sleeps 8
Brewster Hideaway - Private Setting with Wooded Trails
Brewster Hideaway - Private Setting with Wooded Trails
Distance to beach: 1.6 mi to Sheep Pond and 3 mi to Breakwater Beach
5.01 review
Summer:
 $2,700/wk
Off Season:
 $1,200 - $2,700/wk
5
Brewster
ID 40694
3 BR
2 ½ baths
Sleeps 8
Brewster Vacation Home - Walk to Multiple Bay Beaches!
Brewster Vacation Home - Walk to Multiple Bay Beaches!
Distance to beach: 0.2 mi to Saints Landing and 0.4 mi to Mant's Landing Beach in Brewster
Summer:
 $4,000 - $4,500/wk
Off Season:
 $300 - $400/night
 $2,500 - $3,000/wk
6A Brewster
ID 34801
2 BR
2 baths
Sleeps 8
Comfy Cape House
Comfy Cape House
Distance to beach: 1.9 mi to Paine's Creek
4.913 reviews
Summer:
 $2,400 - $2,800/wk
Off Season:
 $225 - $345/night
 $1,500 - $2,200/wk
4

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
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
4.916 reviews
Summer:
 $3,650/wk
Off Season:
 $3,000 - $3,200/wk
4
Brewster
ID 15379
4 BR
2 ½ baths
Sleeps 7
Walk to Beach ~ Cape Cod Bay ~ Beautiful, Newer Home
Walk to Beach ~ Cape Cod Bay ~ Beautiful, Newer Home
Distance to beach: Short 3 minute walk Saints Landing and Less than 2/10 mile
5.06 reviews
OWNER SPECIAL:
Now Booking for late June, July & August!
Summer:
 $5,500/wk
 $20,000/mo
Off Season:
 $500 - $575/night
5
Brewster
ID 8567
3 BR
2 baths
Sleeps 7
Ideal Location! Relaxing Setting, Stroll to Bayside Beach
Ideal Location! Relaxing Setting, Stroll to Bayside Beach
Distance to beach: 4/10 mile to Pineland Park private bayside beach
5.014 reviews
OWNER SPECIAL:
Spectacular off season trip to the cape? $1000/ 3 nights inc tax & cleaning. Contact for add nights!
Summer:
 $2,900 - $3,100/wk
Off Season:
 $260 - $420/night
 $1,800 - $2,900/wk
6
Brewster
ID 34031
3 BR
2 baths
Sleeps 7
Shop, Swim, Bike, Hike, 3Bed/2FullBath/AC!
Shop, Swim, Bike, Hike, 3Bed/2FullBath/AC!
Distance to beach: 1.2 mi to Breakwater Beach and 1.3 Sheep Pond
4.920 reviews
Summer:
 $2,800 - $3,100/wk
Off Season:
 $165 - $200/night
 $1,155 - $2,800/wk
7
Brewster
ID 36282
3 BR
1 ½ bath
Sleeps 7
Charming Brewster farmhouse - ''Vermont by the Sea''
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:
 $2,800/wk
Off Season:
 $1,995 - $1,996/wk
 $2,500/mo
4
Brewster
ID 36696
3 BR
1 ½ bath
Sleeps 7
Cozy Cottage Walk to Linnell Landing Beach
Cozy Cottage Walk to Linnell Landing Beach
Distance to beach: 3/10 mi to Linnell Landing
4.97 reviews
Summer:
 $2,950 - $4,550/wk
Off Season:
 $275 - $495/night
 $1,200 - $3,500/wk
2
Brewster
ID 37021
3 BR
2 baths
Sleeps 7
Distinctive 3 Bedroom With Expansive Screened Porch
Distinctive 3 Bedroom With Expansive Screened Porch
Distance to beach: 1.7 mi to Breakwater Beach and 1.9 mi to Saints Landing
4.916 reviews
Summer:
 $2,700 - $3,000/wk
Off Season:
 $2,500 - $2,700/wk
3
Brewster
ID 37756
3 BR
2 baths
Sleeps 7
Waterfront 3BR/2BA beach house
Waterfront 3BR/2BA beach house
Distance to beach: 0.2 mi to Saints Landing
Off Season:
 $3,000 - $8,000/wk
Windward Cottage
ID 39445
3 BR
2 baths
Sleeps 7
Steps from Linnell Landing Beach
Steps from Linnell Landing Beach
Distance to beach: 30 Yards to private Bay beach
5.03 reviews
Summer:
 $3,850 - $6,695/wk
Off Season:
 $1,400 - $3,850/wk
2
Brewster
ID 39587
3 BR
2 baths
Sleeps 7
Private Beach - 3 Beds, 2 Baths
Private Beach - 3 Beds, 2 Baths
Distance to beach: 30 Yards to private Bay beach
5.04 reviews
Summer:
 $3,900 - $6,695/wk
Off Season:
 $1,600 - $3,900/wk
3
Brewster
ID 39733
3 BR
2 baths
Sleeps 7
Steps from Private Cape Cod Bay Beach
Steps from Private Cape Cod Bay Beach
Distance to beach: 33 Yards to Private Bay Beach
5.03 reviews
Summer:
 $3,200 - $6,375/wk
Off Season:
 $2,200 - $3,600/wk
3
Brewster
ID 40588
3 BR
1 bath
Sleeps 7
Nostalgic Brewster Cottage 1/4 mi. to Ellis Landing Beach
Nostalgic Brewster Cottage 1/4 mi. to Ellis Landing Beach
Distance to beach: 1/4 miles Ellis Landing Beach
Off Season:
 $300/night
 $1,200 - $2,200/wk
Brewster
ID 17579
3 BR
2 ½ baths
Sleeps 7
Waterfront home with gorgeous views, stairs to private dock!
Waterfront home with gorgeous views, stairs to private dock!
Distance to beach: Pond beach 5 min walk. Bay beaches 10 min drive
5.034 reviews
4
Brewster
ID 17733
3 BR
1 bath
Sleeps 7
Charming Hideaway at the Lucky Lobster!
Charming Hideaway at the Lucky Lobster!
Distance to beach: 1/4 mile walk to Cahoon Beach, Long Pond, Harwich
5.04 reviews
Summer:
 $2,200 - $2,400/wk
 $7,000 - $9,000/mo
Off Season:
 $1,500 - $2,200/wk
 $4,000 - $7,000/mo
5
East Brewster
ID 27770
3 BR
2 baths
Sleeps 7
Pristine Ranch w/AC in E.Brewster Steps from the CCRT
Pristine Ranch w/AC in E.Brewster Steps from the CCRT
Distance to beach: 1.4 miles to Crosby Landing
5.04 reviews
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
The Turquoise Rooster:AC, Walk to Private Beach. Use of Pool
Distance to beach: 0.2 mile to private beach
5.05 reviews
Off Season:
 $650 - $950/night
 $4,900 - $6,300/wk
1
Brewster
ID 33022
3 BR
2 baths
Sleeps 7
Walk to Sheep Pond - MInutes to Brewster Bay Beaches
Walk to Sheep Pond - MInutes to Brewster Bay Beaches
Distance to beach: 3/10 mile to Sheep Pond
5.03 reviews
Off Season:
 $1,900 - $3,400/wk
Brewster
ID 24051
2 BR
2 baths
Sleeps 7
Spacious House - Great Location - Quick Walk to the Beach
Spacious House - Great Location - Quick Walk to the Beach
Distance to beach: 2/10 Saints Landing
5.016 reviews
Off Season:
 $400 - $500/night
 $2,500 - $3,300/wk
6

Brewster vacation rentals that sleep 6
East Brewster
ID 12150
3 BR
1 ½ bath
Sleeps 6
Birdwatcher's Delight
Birdwatcher's Delight
Distance to beach: 2 miles to Linnell Landing and 1.4 miles (walk or bike) to Cliff Pond
4.948 reviews
Summer:
 $2,500/wk
 $8,000/mo
Off Season:
 $350 - $400/night
 $1,800 - $2,500/wk
 $4,500 - $8,000/mo
8
Brewster
ID 5320
3 BR
2 baths
Sleeps 6
Deeded Rights to Brewster's Best Beach on Cape Cod Bay
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 - $3,100/wk
Brewster
ID 19784
3 BR
1 ½ bath
Sleeps 6
Cheerful Cottage On Pond w Water View, 5 Min Walk Bay Beach
Cheerful Cottage On Pond w Water View, 5 Min Walk Bay Beach
Distance to beach: Private Breakwater Acres Bayside Beach )
5.018 reviews
Summer:
 $3,200 - $3,300/wk
Off Season:
 $150 - $400/night
 $900 - $3,000/wk
8
Brewster
ID 12130
3 BR
1 bath
Sleeps 6
Charming Cottage, Walk/Cycle to Beach/Shops/Cafes
Charming Cottage, Walk/Cycle to Beach/Shops/Cafes
Distance to beach: .7 mile Point of Rocks Beach and 2 miles Paine's Creek
4.737 reviews
OWNER SPECIAL:
Book Summer Weeks in 2026 and Save!
Summer:
 $1,800 - $2,400/wk
Off Season:
 $200/night
 $900 - $1,800/wk
 $1,700 - $6,000/mo
2
Brewster
ID 22761
3 BR
1 bath
Sleeps 6
Quaint Cottage Directly on Cape Cod Bay
Quaint Cottage Directly on Cape Cod Bay
Distance to beach: Beachfront on Brewster Dunes
5.02 reviews
Off Season:
 $700 - $800/night
 $1,500 - $3,500/wk
Brewster
ID 25423
3 BR
1 ½ bath
Sleeps 6
Newly Renovated Home Steps from Private Sunset Beach
Newly Renovated Home Steps from Private Sunset Beach
Distance to beach: 40 steps to private, white sandy Sunset Beach
5.039 reviews
OWNER SPECIAL:
Wk of 9/27, Oct., & 2026 now open! Best private beach, A/C, 2024 renovation, outdoor shower, Weber.
Summer:
 $5,000 - $6,500/wk
 $1,000 - $20,000/mo
Off Season:
 $1,500 - $4,000/wk
 $1,000 - $10,000/mo
6
Brewster
ID 21623
3 BR
1 ½ bath
Sleeps 6
3 Bedroom, 1 1/2 Bath Ranch House
3 Bedroom, 1 1/2 Bath Ranch House
Distance to beach: 1/2 mile Long Pond and 2 miles Breakwater Beach
4.823 reviews
Summer:
 $1,525/wk
 $5,500/mo
Off Season:
 $150 - $200/night
 $1,050 - $1,475/wk
 $2,500 - $5,000/mo
2
Brewster
ID 34624
3 BR
3 baths
Sleeps 6
Escape to the Cape
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:
 $2,500 - $3,500/wk
4
Brewster
ID 34769
3 BR
2 baths
Sleeps 6
Charming Brewster Cottage near Seymour Pond and Bike Path
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 - $3,900/wk
Off Season:
 $350 - $500/night
 $1,800 - $3,600/wk
2
Brewster
ID 36174
3 BR
2 ½ baths
Sleeps 6
Cozy Brewster Home Near Breakwater Beach
Cozy Brewster Home Near Breakwater Beach
Distance to beach: 0.7 mi to Breakwater Beach
Summer:
 $1,900 - $2,000/wk
Off Season:
 $243 - $271/night
 $1,425 - $1,900/wk
Brewster
ID 37826
3 BR
2 baths
Sleeps 6
Long Pond Lakefront - Beach In Your Backyard!
Long Pond Lakefront - Beach In Your Backyard!
Distance to beach: Private Beach on Long Pond Long Pond
5.01 review
Off Season:
 $280 - $800/night
 $2,200 - $3,000/wk
2
Brewster
ID 38149
3 BR
1 bath
Sleeps 6
Last Minute Opening July 10th-15th Brewster By The Bay w AC
Last Minute Opening July 10th-15th Brewster By The Bay w AC
Distance to beach: 0.9 mi to Saints Landing
5.04 reviews
Summer:
 $3,000 - $3,300/wk
Off Season:
 $299 - $420/night
 $2,100 - $3,000/wk
6
Brewster
ID 39628
3 BR
1 ½ bath
Sleeps 6
Peaceful and Charming Home in the Heart of Brewster!
Peaceful and Charming Home in the Heart of Brewster!
Distance to beach: 2.1 mi to Wixon Memorial and 3 miles to Linnell Landing
5.06 reviews
Summer:
 $2,200 - $2,600/wk
Off Season:
 $200 - $250/night
 $1,500 - $2,200/wk
6
Brewster
ID 39744
3 BR
2 baths
Sleeps 6
2025 Seaside Breeze - Walk to Saint's Landing Beach
2025 Seaside Breeze - Walk to Saint's Landing Beach
Distance to beach: 0.3 mi to Saints Landing
Summer:
 $3,894 - $4,894/wk
Off Season:
 $264 - $307/night
 $1,930 - $4,094/wk
Brewster
ID 40118
3 BR
2 baths
Sleeps 6
Woodchip - Bike Trail Access, Tennis/Pickleball & AC!
Woodchip - Bike Trail Access, Tennis/Pickleball & AC!
Distance to beach: 1.6 mi to Crosby Landing and 2.0 Skaket Beach
5.04 reviews
Summer:
 $3,605/wk
Off Season:
 $2,650 - $2,700/wk
3
Brewster
ID 40180
3 BR
2 baths
Sleeps 6
Stones Throw from Beautiful Bay Beach
Stones Throw from Beautiful Bay Beach
Distance to beach: 0.2 mi to Linnell Landing
Summer:
 $3,500 - $4,500/wk
Off Season:
 $375/night
 $100 - $3,500/wk
4
Brewster
ID 22399
3 BR
2 baths
Sleeps 6
Quiet, Cozy Retreat on Cape Cod Bay
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
Off Season:
 $1,800 - $1,950/wk
5
Brewster, MA
ID 21492
3 BR
2 baths
Sleeps 6
Charming 3 bedroom ranch - Walk to Saints Beach
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:
 $3,100 - $3,400/wk
3
Brewster, North of 6A
ID 16316
3 BR
1 ½ bath
Sleeps 6
Pilgrim Pines Beach House
Pilgrim Pines Beach House
Distance to beach: 200 yards to large private Pilgrim Pines Beach
Off Season:
 $2,450 - $2,900/wk
4
Brewster
ID 24986
3 BR
2 ½ baths
Sleeps 6
Brewster Home on Quiet Cul-de-Sac near Seymour Pond
Brewster Home on Quiet Cul-de-Sac near Seymour Pond
Distance to beach: 1/4 mile to Seymour Pond, Freshwater pond
4.922 reviews
Off Season:
 $400 - $500/night
 $1,800/wk
3
Brewster
ID 25395
3 BR
1 bath
Sleeps 6
Bayfront Cottage on Private Beach
Bayfront Cottage on Private Beach
Distance to beach: On a private Bay beach (the Brewster Flats).
5.02 reviews
Off Season:
 $3,224/wk
4
Brewster (Blueberry Pond)
ID 33279
3 BR
2 baths
Sleeps 6
Brewster Mountain Retreat (Blueberry Pond)
Brewster Mountain Retreat (Blueberry Pond)
Distance to beach: 1.6 mi to Linnell Landing and < 1/2 mile to private Blueberry Pond Beach
4.921 reviews
Off Season:
 $260/night
 $1,700 - $3,300/wk
8
Pineland Park
ID 33831
3 BR
1 bath
Sleeps 6
Newly updated 3 BR w/AC. Short walk to private Bayside Beach
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
Off Season:
 $2,000 - $3,500/wk
3
Brewster
ID 35460
3 BR
1 bath
Sleeps 6
Serene Seclusion in Brewster
Serene Seclusion in Brewster
Distance to beach: 1.3 miles Sheep Pond and 3.3 miles Point of Rocks Beach
5 reviews
Summer:
 $2,500/wk
Off Season:
 $275 - $300/night
 $1,800 - $2,000/wk
4
Ocean Edge
ID 36741
3 BR
2 baths
Sleeps 6
Spacious Ocean Edge Condo Just Steps from Rail Trail!
Spacious Ocean Edge Condo Just Steps from Rail Trail!
Distance to beach: 1.1 mi to Ellis Landing Beach
5.03 reviews
Off Season:
 $2,000 - $2,400/wk
3
Brewster
ID 37063
3 BR
2 ½ baths
Sleeps 6
Bike Trail, Big Yard, AC, Near Bike Path and Nickerson
Bike Trail, Big Yard, AC, Near Bike Path and Nickerson
Distance to beach: 1.7 mi to Linnell Landing
Off Season:
 $2,000/wk
Brewster Flats off Lower Rd- R
ID 35349
3 BR
2 baths
Sleeps 6
3 BR Home - Stroll to the Brewster Bay Flats
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
Off Season:
 $4,000 - $4,200/wk
Brewster
ID 39000
3 BR
2 baths
Sleeps 6
Remodeled Home Close to Sesuit Harbor
Remodeled Home Close to Sesuit Harbor
Distance to beach: 3 mi to Upper Mill Pond
5.08 reviews
Off Season:
 $1,650/wk
6
Brewster
ID 36349
3 BR
1 bath
Sleeps 6
Crosby Beach Ranch Steps to the Beach
Crosby Beach Ranch Steps to the Beach
Distance to beach: Steps to Quiet section near Crosby Landing Beach
Off Season:
 $2,300/wk
Brewster
ID 32621
3 BR
2 baths
Sleeps 6
Walking distance to Point of Rocks Beach
Walking distance to Point of Rocks Beach
Distance to beach: 7/10 mile to Point of Rocks Beach
7 reviews
Off Season:
 $225 - $400/night
 $1,750 - $2,800/wk
2
Brewster
ID 39868
3 BR
1 ½ bath
Sleeps 6
Charming Retreat-Walk to Beach, General Store & Bike Trail
Charming Retreat-Walk to Beach, General Store & Bike Trail
Distance to beach: 0.5 mi to Point of Rocks Beach
5.04 reviews
Summer:
 $2,500 - $2,900/wk
Off Season:
 $250 - $350/night
 $2,200 - $2,500/wk
6
Brewster
ID 28547
2 BR
1 bath
Sleeps 6
Gorgeous Lower Rd. Cottage On 6 Acres. Walk to Beach&6A!
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:
 $2,005 - $2,010/wk
Off Season:
 $1,000 - $1,905/wk
2
Brewster
ID 33260
2 BR
1 bath
Sleeps 6
Seaside Serenity: Classic Cape Cottage Right Near the Beach!
Seaside Serenity: Classic Cape Cottage Right Near the Beach!
Distance to beach: 2/10 mile to Ellis Landing Beach
4.98 reviews
Summer:
 $2,100 - $2,500/wk
Off Season:
 $225 - $350/night
 $1,500 - $2,200/wk
4
Brewster
ID 34033
2 BR
1 bath
Sleeps 6
Sea Cove Cottage - 350 Yards to Private Bay Beach
Sea Cove Cottage - 350 Yards to Private Bay Beach
Distance to beach: 2/10 mile to Ellis Landing Beach and Private Beach
4.917 reviews
Off Season:
 $1,700 - $2,200/wk
Sheep Pond Estates, Brewster
ID 37957
2 BR
2 baths
Sleeps 6
PET FRIENDLY! Newly Renovated ~ Coveted Sheep Pond Estates!
PET FRIENDLY! Newly Renovated ~ Coveted Sheep Pond Estates!
Distance to beach: 1/2 mile to Sheep Pond and 2 miles Crosby Landing
5.012 reviews
OWNER SPECIAL:
Fall Reduced Rates! DOGS WELCOME! Sept & Oct best time of Year! (3 Nt. Min) On Gorgeous Sheep Pond!
Off Season:
 $345/night
 $1,000 - $2,500/wk
Ocean Edge
ID 35704
2 BR
2 baths
Sleeps 6
Luxurious, Freestanding Patio Home - Ocean Edge - (SU0762)
Luxurious, Freestanding Patio Home - Ocean Edge - (SU0762)
Distance to beach: 1.1 mi to Ellis Landing Beach
Summer:
 $3,899 - $4,974/wk
Off Season:
 $2,609 - $3,899/wk
Brewster, Ocean Edge
ID 36876
2 BR
2 baths
Sleeps 6
Nautically Inspired Ocean Edge Howland Circle Townhome!
Nautically Inspired Ocean Edge Howland Circle Townhome!
Distance to beach: 2.1 mi to Ellis Landing Beach
Summer:
 $2,803 - $3,770/wk
Off Season:
 $229 - $400/night
 $2,050 - $3,125/wk
Brewster, Ocean Edge
ID 37546
2 BR
2 baths
Sleeps 6
Pool Privileges at Ocean Edge Resort! (Fees Apply)
Pool Privileges at Ocean Edge Resort! (Fees Apply)
Distance to beach: 2.3 Miles Ellis Landing Beach
Summer:
 $2,500 - $3,145/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!
Light and bright 1st floor Condo in Ocean Edge Resort!
Distance to beach: 2.0 mi to Ellis Landing Beach
Summer:
 $2,275 - $3,028/wk
Off Season:
 $171 - $325/night
 $1,359 - $2,275/wk
Brewster, Ocean Edge
ID 38378
2 BR
2 baths
Sleeps 6
Sophisticated Condo w/ Coastal Décor in Ocean Edge!
Sophisticated Condo w/ Coastal Décor in Ocean Edge!
Distance to beach: 2.1 mi to Ellis Landing Beach
Summer:
 $3,235 - $3,880/wk
Off Season:
 $214 - $447/night
 $2,104 - $3,450/wk
Brewster
ID 40127
2 BR
2 baths
Sleeps 6
Elegant Home in Brewster! Access to use Ocean Edge Amenities
Elegant Home in Brewster! Access to use Ocean Edge Amenities
Distance to beach: 3.6 Breakwater Beach
Summer:
 $2,705 - $3,565/wk
Off Season:
 $2,112 - $2,705/wk
On private road in downtown B
ID 35163
2 BR
1 bath
Sleeps 6
Peaceful Cottage on Private Road
Peaceful Cottage on Private Road
Distance to beach: 1.0 mi to Ellis Landing Beach
5.02 reviews
Off Season:
 $600 - $2,700/wk
3

Brewster vacation rentals that sleep 5
Brewster
ID 25929
3 BR
1 bath
Sleeps 5
Private Cottage in Sheep Pond Estates
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
Off Season:
 $1,400 - $1,700/wk
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
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
Off Season:
 $2,703 - $4,419/wk
9
Brewster
ID 2674
2 BR
1 ½ bath
Sleeps 5
Quaint home in Pilgrim Pines with private Cape Cod Bay beach
Quaint home in Pilgrim Pines with private Cape Cod Bay beach
Distance to beach: 1/10th mile to private association bay beach
Off Season:
 $2,200/wk
3
Brewster
ID 36936
2 BR
1 bath
Sleeps 5
Newly Renovated: Walk to Beautiful Linnell Landing Beach
Newly Renovated: Walk to Beautiful Linnell Landing Beach
Distance to beach: 4/10 mi to Linnell Landing
5.05 reviews
Summer:
 $3,600 - $4,150/wk
Off Season:
 $275 - $395/night
 $1,200 - $3,400/wk
3
Brewster
ID 38392
2 BR
1 ½ bath
Sleeps 5
Stunning Sunsets - Steps from Beach
Stunning Sunsets - Steps from Beach
Distance to beach: 30 ft to Linnell Landing and 30 Feet to Private Bay Beach
5.04 reviews
Summer:
 $3,600 - $5,975/wk
Off Season:
 $1,400 - $3,600/wk
3

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
Bluebird Cottage - 5 mins to Breakwater Beach and Bike Trail
Distance to beach: Breakwater Beach 1.1 miles
5.01 review
Summer:
 $1,644 - $1,944/wk
Off Season:
 $760 - $1,344/wk
Brewster Beach
ID 34652
2 BR
1 bath
Sleeps 4
Beachfront! Cute Cottage w/ AC on a huge Private Beach!
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:
Amazing Views and Private beach!. Monthly special.
Off Season:
 $2,163 - $2,683/wk
4
Brewster
ID 34718
2 BR
1 bath
Sleeps 4
Private Beach Wifi Bay view
Private Beach Wifi Bay view
Distance to beach: On a Private beach. 1 min walk to beach stairs
5.02 reviews
Off Season:
 $2,464 - $3,359/wk
11
Brewster beachfront
ID 30177
2 BR
1 bath
Sleeps 4
Private Beachfront sunset cottage on bluff . Bay views
Private Beachfront sunset cottage on bluff . Bay views
Distance to beach: On a 360 ft gorgeous Safe Private Beach
5.06 reviews
OWNER SPECIAL:
Best bay views on Cape! Elopement packages.
Off Season:
 $2,703 - $4,419/wk
5
West Brewster-North of 6A
ID 36330
2 BR
1 bath
Sleeps 4
Charming Beach Cottage Retreat - Walk to Paines Creek Beach
Charming Beach Cottage Retreat - Walk to Paines Creek Beach
Distance to beach: 4/10 mi to Paine's Creek
4.89 reviews
Off Season:
 $2,000 - $2,350/wk
5
Brewster
ID 35687
2 BR
2 baths
Sleeps 4
Ocean Edge Paradise in Brewster!
Ocean Edge Paradise in Brewster!
Distance to beach: 1.1 mi to Ellis Landing Beach
Summer:
 $1,800 - $1,900/wk
Brewster
ID 39291
2 BR
1 bath
Sleeps 4
Classic Brewster Bay Cottage with Deeded access to the Bay
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
Off Season:
 $350/night
 $1,500 - $2,600/wk
Brewster
ID 33617
2 BR
1 ½ bath
Sleeps 4
Brewster Rail Trail Cottage 2 Bedrooms 1.5 Baths
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
Off Season:
 $2,100 - $2,200/wk
 $8,000/mo
3
Brewster
ID 32586
2 BR
1 bath
Sleeps 4
Short walk to Private Beach! Sunday-Sunday Rental
Short walk to Private Beach! Sunday-Sunday Rental
Distance to beach: Short walk to private association beach
Ocean Edge
ID 35649
2 BR
2 baths
Sleeps 4
Updated With AC, King Bed, Pool Passes
Updated With AC, King Bed, Pool Passes
Distance to beach: 2.0 mi to Ellis Landing Beach
10 reviews
Summer:
 $3,050/wk
Off Season:
 $350 - $550/night
 $3,050/wk
5
Brewster
ID 36769
1 BR
1 bath
Sleeps 4
The Roost with Private Path to Beach
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
5.010 reviews
Summer:
 $2,300 - $2,500/wk
Off Season:
 $200 - $250/night
 $1,200 - $2,200/wk
4

Brewster vacation rentals that sleep 3
Brewster
ID 35725
1 BR
1 bath
Sleeps 3
Brewster - ''Sunrise Cottage''
Brewster - ''Sunrise Cottage''
Distance to beach: 1.1 mi to Crosby Landing
Off Season:
 $125 - $143/night
 $875 - $1,000/wk
2

Brewster vacation rentals that sleep 2
Brewster
ID 2932
1 BR
1 bath
Sleeps 2
Wright Studio by the Bay (Sunday to Sunday rental)
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
Off Season:
 $150/night
 $1,050/wk
4
Brewster
ID 37629
1 BR
1 bath
Sleeps 2
The Sandpiper, Newly Remodeled, with Path to Beach
The Sandpiper, Newly Remodeled, with Path to Beach
Distance to beach: 0.3 mi to Linnell Landing and 0.3 to Spruce Beach
4.511 reviews
Summer:
 $2,000 - $2,200/wk
Off Season:
 $200 - $250/night
 $1,200 - $2,200/wk
 $1,500 - $7,000/mo
2
Sheeps Pond, Noah's Bluff
ID 40751
1 BR
1 bath
Sleeps 2
Winter Heaven on Noah's Bluff/Water Views
Winter Heaven on Noah's Bluff/Water Views
Distance to beach: 50" Sheep Pond
OWNER SPECIAL:
Monthly Rental Only from December 2025 - April 2026 - Rates $2500 per month.
Off Season:
 $2,500/mo
4