Vacation Rentals & Homes in Brewster

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1,223 homes

Walk to Beach, Beautiful Brewster Home! Crosby

Brewster house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 53 minutes

Price per night from

$613

In the Heart of Brewster. Min to Bay Beaches

Brewster house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$229

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$328

116 King Philip Road 116159

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$279

A Quintessential Beach Cottage

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$940

Beautiful Brewster Green Resort Condo with Many Amenities

Brewster villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 6 minutes

Price per night from

$245

28 Cross St. 116479

Brewster house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$629

Walk to North side beach from this lovely three bedroom home!

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$143

139 Nelson St. 95702

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$629

Waterfront on Long Pond and Black Pond

Brewster house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$551

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$409

108 Kingfisher Cartway 18141

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$786

Two bedroom condo in Ocean Edge with central air

Brewster house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$121

25 Oak Lane 18523

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$200

50 Louise Road 131500

Brewster house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$900

Fabulous 4 BR, Terrific View, Steps to Bay

Brewster house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$687

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$572

Price per night from

$132

Cape Cod 2 Bdrm Townhome in Brewsters Ocean Edge Resort

Brewster townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$315

Price per night from

$125

Dog Friendly Close to Point of Rocks Beach

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$708

Price per night from

$204

Private Path to Cape Cod Bay

Brewster house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$940

18817 - A true beach house, with a lookout tower, located on the bay.

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$340

18813: Pond Front w/ Private Dock, Outdoor Shower, Central A/C!

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$146

18820: Spacious Recently Updated Home with Private In-Ground Pool!

Brewster house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$230

Price per night from

$180

Brewster Seascape

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$471

18811: Steps to Freshwater Beach, Kayaks, Sauna, Detached Studio, Kids Playroom!

Brewster house

5 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$194

18827: Fabulous Outdoor Space Including Full Sand Volleyball Court, Walk to Blue

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$230

18829: Amazing Home with In-Ground Plunge Pool, Dog Friendly! Fun for the Whole

Brewster house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$415

Price per night from

$80

Price per night from

$176

Price per night from

$157

Price per night from

$190

Modern Cape, Salt Water Pool, Private 1.5 acres

Brewster house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$716

Beautifully decorated Brewster Home

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$719

Price per night from

$185

Viewing 38 of 1,223
rentals in Brewster

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About Brewster

An enchanting seaside resort town on Cape Cod, the town of Brewster, MA, is a wonderful place for a summer vacation. There is a decidedly New England atmosphere throughout this charming community, which was originally built as a fishing village at the beginning of the 19th century. There are numerous sandy beaches around Brewster, great for sunbathing, swimming, and picnicking. Summer sports are also a big draw, with many people traveling to the Cape for sailing, tennis, biking, and sport fishing. For those who'd like to spend a day on the green, check out the several golf courses in the region.

In the evenings, relax over a meal or a coffee in town. For many visitors, fresh seafood and fabulous restaurants are a major reason to come to Cape Cod. During the summer, dine al fresco on fresh lobster, New England clam chowder, oysters, and grilled fish. After dinner, check out a show at the Cape Rep Theater, or simply wander around the shops downtown.

When planning your trip to the area, don't miss the following sights:

  • The Brewster Historical Society Museum: Enjoy colonial antiques and learn about local history within the Higgins Farm Windmill and Harris Black House.
  • Cape Cod Museum of Natural History: Located on 320 acres, this museum and nature reserve features exhibits about Cape Cod wildlife, as well as numerous hiking trails.
  • Long Pond: The largest freshwater lake on Cape Cod is a great place for boating, swimming, or a day of bass fishing.
  • Breakwater Beach: Located on a quiet bay, this beach is great for children and a fun place for clam digging.
  • Linnell Landing: A piece of classic East Coast shoreline, this family friendly beach is great for lying out, swimming, and building sand castles.
  • Paine's Creek: Relax where the river meets the sea at this family beach near Brewster.

Enjoy your summer with a vacation rental near the town of Brewster on Cape Cod. Whether you want a comfortable condo or a spacious house, there are plenty of waterfront options in Brewster.

Top Destination reviews

Two bedroom condo in Ocean Edge with central air
Clean well equipped Condo.

Everything was great. The condo was clean and well equipped. We would definitely rent it again. Brewster Flats are very cool beaches! … see more
Our House is Your Vacation Home
A great stay on the Cape!

We stayed for one week at this Billington house and loved it! We came to celebrate our marriage and found it quiet and peaceful. The house had everything we needed to dine in (when we cooked) and sleep comfortably (air conditioning was great). Although pricey, the golf course was beautiful and the food at Linx restaurant was great. While not on the beach we visited some private beaches nearby. Also the resort provided shuttles to their own beach at the Mansion. We enjoyed all three pools-outdoor and indoor pools and hot tubs. there was lots to do nearby- bike rentals, hiking trails, and boating. We got a fishing license and did some fishing. All in all we had a wonderful stay and we would definitely come back again.see more
28 Cross St. 116479
Great Vacation!

Great house! Perfect for the kids and really close to the beach. The beach is absolutely beautiful. Also the house is within walking distance to TJs. The kids loved walking down for ice cream. … see more
Cape Cod oceanfront rental
Great beach vacation

Amazing location directly on Beach in great part of Brewster. Cottage is charming, but certainly not the main event with this rental. Rental lacks a deck or any real outdoor space, which is really it’s only miss. All in all, enjoyed this place very much and would recommend. … see more
Waterfront on Long Pond and Black Pond
Best Cape vacation ever. This lovely cottage had everything!

My husband and I will definitely return toBrewster to enjoy the pond , Biking,walks, and the peace and quiet. Just perfect ! … see more

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