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Vacation Rentals & Homes in Brewster

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Price: high to low

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2,294 homes

Ocean edge ,2 br townhouse,cape cod

Brewster townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$215

Sleeps 10 Near Crosby Landing Beach -- 050-B

Brewster house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$235

Dog-friendly lakefront home on Sheep Pond with bikes, deck, & gorgeous views!

Brewster house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$475

251 Seaway Brewster 121123

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$316

Walk to Beach, Beautiful Brewster Home! Crosby

Brewster house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 6 minutes

Price per night from

$459

Nice & Roomy, 4-Minute Walk to Sandy Beach--055-B

Brewster house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$255

Custom Beach House Directly on the Water, Sleeps 6 : 016-B

Brewster house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$470

Big and Beautiful on the Beach in Brewster -- Sleeps 14+: 041-B

Brewster house

6 bedrooms / 6 bathrooms / sleeps 16

Price per night from

$939

Walk 4 Min.to Beach, New Custom Home, New Everything : 057-B

Brewster house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$290

Cape Cod oceanfront rental

Brewster house

4 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 57 minutes

Price per night from

$165

Townhouse in Brewster, Ocean Edge Resort

Brewster house

2 bedrooms / 2 bathrooms / sleeps 6

“Our new family tradition” We stayed in this townhouse for the past week and have already booked our stay for next year. My 2 year old daughter fell so in love with the place that by the end of our week, she was calling it, "Our Cape Cod home"! Booking was easy, the rental agreement was very straightforward, and when I ran into a snag with the pool passes (a misunderstanding which was my fault), the owner was helpful and promptly reached out to make sure I understood how to go about getting our passes. The townhouse itself is exactly as described in the listing. Very clean and well taken care of, and a great location within the resort too.

Price per night from

$188

In the Heart of Brewster. Min to Bay Beaches

Brewster house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$233

New, on the beach, sweeping bay views--026-B

Brewster house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$563

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$332

Upscale Lake Front Home with Spectacular Views and Large Private Deck: 087-BS

Brewster house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$289

Classic Cape Cottage One House Back from Private Beach : 062-BK

Brewster house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$135

Cape Charmer Near Private Beach!

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$415

Owner updates = vacation upgrades. Three-minute walk to beach: 088-BN

Brewster house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$336

Roomy, Bright Home 4 Minute Walk to Beach--047-B

Brewster house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$277

Brewster icon, renovated, near beaches, galleries

Brewster house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$349

Newly Updated Brewster Cottage, 150 feet from Private Beach: 021-B

Brewster house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$160

Brand New Custom Brewster Home with Pool, 4 Min Walk to Private Beach 105-BF

Brewster house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$671

Togetherness & Privacy in Big Bayside Home--076-B

Brewster house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$470

Directly on Sheep Pond, Brewster, Private Sandy Beach, Sleeps 12: 059-BJC

Brewster house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$516

122 Tracy Lane Brewster Cape Cod - Jack's Little Cape House

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$220

Sleeps 12, 1 Min Walk to Perfect Private Bch-097-B

Brewster house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$336

Luxury Post and Bean Barn

Brewster house

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$399

419 Paines Creek Road -Property # ***********

Brewster house

1 bedroom / / sleeps 4

Price per night from

$115

116 King Philip Road 116159

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$230

Elegantly Renovated, Walk 3 Min. to Beach -- 113-B

Brewster house

3 bedrooms / 1 bathroom / sleeps 13

Price per night from

$567

Renovated Patio Home

Brewster condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$320

A Quintessential Beach Cottage

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 34 minutes

Price per night from

$797

Beautiful Brewster Green Resort Condo with Many Amenities

Brewster villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

Price per night from

$241

28 Cross St. 116479

Brewster house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$286

Private Upper Mill Pond Waterfront 4 BR House

Brewster house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$498

Classic Brewster Cottage Steps to Private Beach, Water Views, Pets ok; 040-BF

Brewster house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$193

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

Brewster house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$144

Upscale cottage, right on the beach! -- 012-B

Brewster house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$1,289

Viewing 38 of 2,294
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
Townhouse in Brewster, Ocean Edge Resort
Great quiet townhouse - perfect summer rental

We've been renting this unit for the last 2 summers and quite enjoyed it. Our daughter calls it our home away from home so I guess it says it all. ; ) We'll be back for sure. … see more
Sleeps 10 Near Crosby Landing Beach -- 050-B
BEST.RENTAL.EVER.

This property is super clean, thoughtfully furnished with new, comfortable beds, etc. It is very roomy, allowing different age groups to have their own areas. My sister-in-law and I loved the sitting room, off the kitchen, for reading and chatting. Ping pong table got a workout from the teens and 40 year-olds! The kitchen has everything you'll ever need. Deck is great...it's sunny in the morning, shady in the afternoon. We'd stay here again in a heartbeat!see more
Waterfront on Black Pond and Long 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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