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Vacation Rentals & Homes in Brewster

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1,171 homes

251 Seaway Brewster 121123

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$314

Walk to Beach, Beautiful Brewster Home! Crosby

Brewster house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 3 minutes

Price per night from

$613

Cape Cod oceanfront rental

Brewster house

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$474

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

$932

Beautiful Brewster Green Resort Condo with Many Amenities

Brewster villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

Price per night from

$237

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

$524

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 14 minutes

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

Pondfront Carriage House on Large Estate

Brewster house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$477

50 Louise Road 131500

Brewster house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$814

Fabulous 4 BR, Terrific View, Steps to Bay

Brewster house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 39 minutes

Price per night from

$458

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$573

Responds fast! avg. 3 hours 32 minutes

Price per night from

$164

Cape Cod 2 Bdrm Townhome in Brewsters Ocean Edge Resort

Brewster townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$315

Responds fast! avg. 3 hours 32 minutes

Price per night from

$142

Dog Friendly Close to Point of Rocks Beach

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$708

Responds fast! avg. 3 hours 32 minutes

Price per night from

$256

Private Path to Cape Cod Bay

Brewster house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$932

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

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Price per night from

$425

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

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 32 minutes

Price per night from

$182

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

Brewster house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 32 minutes

Price per night from

$533

Responds fast! avg. 3 hours 32 minutes

Price per night from

$226

Brewster Seascape

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$697

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

Brewster house

5 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 32 minutes

Price per night from

$270

Responds fast! avg. 3 hours 32 minutes

Price per night from

$100

Responds fast! avg. 3 hours 32 minutes

Price per night from

$202

Responds fast! avg. 3 hours 32 minutes

Price per night from

$196

Beautifully decorated Brewster Home

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$719

Cape Cod Bay Waterfront

Brewster house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$1,963

18818: Private Home in Quiet Neighborhood w/ Spacious Yard, Updated Appliances,

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 32 minutes

Price per night from

$155

Viewing 38 of 1,171
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
Cape Cod Bay Waterfront
Relaxing at Captain Dunbar

It used to take me at least a week to de-stress from work when renting in between Ocean and Bay. Since we began renting Captain Dunbar on the Bay several years ago, I honestly unwind by the end of the 1st night. Can't beat the views, Can't beat the sound of the surf, Can't beat the peace and the awesome sunsets!!! Beach Road Vacations are also the best. They are a 1st class operation. They make sure everything is taken care of and if something might be amiss, they fix it right away. No problems. Thanks Irma and team. … 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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