Vacation Rentals & Homes in Brewster

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47 homes

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$409

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view

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Price per night from

$573

Great rentals within 20 miles that match your search

97A North Shore Blvd

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$359

BEACHLAND L

East Sandwich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$215

66 NORTH SHORE BLVD

East Sandwich house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$359

Chequessett Beach House of Wellfleet

Wellfleet house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,092

100 Wing Blvd East

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$320

Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Responds fast! avg. 2 hours 18 minutes

Match: Sea view

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Price per night from

$245

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$172

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$492

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,227

Spectacular Private Waterfront and Beachfront Home

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Unforgettable” Heaven on earth at Drew and Heather's ! Very pleasant house, with all facilities, and a hudge sundeck. High tide, and it's like a private pool at 30 ft. Low tide, and a wonderful sandbeach appears 6 hours for fantastic walks. Can you imagine nicer bike rides very early in the morning to PB's restaurant and baker at highway 6 (about 20 mn ), for a wonderful croissant breakfast ! So much to say about the stay at Wellfleet, Just come and see by yourself. It's sure, I'll be back (from France)

Match: Sea view

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Price per night from

$310

Condo: Ocean View Private Beach w/ Towels, Linens, Bedding and Air Conditioning

North Truro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect for two couples” Great place for a one week stay! We went down there as two couples and we found it perfectly comfortable. The kitchen was nice, the den/second bedroom was comfortable, had a rustic feel to it and the master bedroom was very cozy. The bathrooms were a little small, only shower space, no bath, but perfect for a beach vacation. Not directly on the beach, but 30 second walk across the parking lot and right there. The view from the front is great, you do see the bay and you can see Provincetown lit up at night. It was a nice quiet place. Thank you so much Jean!

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Price per night from

$284

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$245

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$572

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Wellfleet house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$1,203

Romantic Waterfront Artist Cottage

Truro cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$377

99B North Shore Blvd

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful” Our stay at north shore Blvd was wonderful. The view was spectactular, the location was great and the house was very nice. There was a small issue of previous damage with the refrigerator drawer, but we called the office right away and reported it to them. Would I rent this location again? Absolutely!!! : )

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Price per night from

$279

185 North Shore Blvd

East Sandwich cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$240

99 North Shore Blvd

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Ideal family cottage” We have stayed in tis cottage for the past few years and it is ideal for our family set up (mother downstairs us and kids upstairs) and is a good value for the price. Although not ocean front it's close enough that it doesn't bother us. We needed to call Sand Dollar because there was no propane tank and they made sure to bring us one the next day. The back entrance was totally overgrown with shrubs and bushes and could not be used-they brought us small pruning shears but they weren't big enough to do the job so hopefully was taken care of for the next renters coming in. The cottage was very clean upon chek in. Overall a very nice vacation and we plan to stay here again next summer.

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Price per night from

$200

Beachland K

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$150

165 North Shore Blvd

East Sandwich cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Love the Two-Family Capability of This Property!” We stayed here the last week of June and it was fantastic! Our family of four (with two small sons) stayed in the side cabin while my in-laws stayed in the larger home. It couldn't have been more perfect. Both homes were immaculate and well-stocked (dishes, pots, pans, flatware) so we were able to cook full meals during our stay. Our favorite part of our week was the amazing beach. Our boys waited each day for the sandbars to appear, and then would spend hours playing ball and wading in the cold bay water. We appreciate the owners sharing their lovely property with us and would be honored to stay there again in the future!

Match: Sea view

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Price per night from

$310

169 North Shore Blvd

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Great location with beach just over the sand dune.” Quaint cottage on the beach. Great location and easy to get to without alot of traffic delays. Cottage is full of old family antiques with lots of area to sit and relax. Some furniture lacked some comfort but you are there for the beach. Don't expect a condo, it is more like visiting your Grandparents house at the beach. For location and sized for 6 people a good value overall. We will return.

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Price per night from

$350

Dune Tootin Unit 3

East Sandwich apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful!” Everything was wonderful, from the rental cottage to the weather.

Match: Sea view

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Price per night from

$186

115 North Shore Blvd

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Good place for families” Very nice place, great beachfront and waterside deck. Good spot for families, if the kids are not too little. (The lack of railings on the deck might be a worry for very small kids.) Centrally located if you want to take day trips to Martha's Vineyard, Plymouth, Boston and the outer Cape like we did. The house is showing some minor signs of wear and tear as a rental. For the extra $50 or $100 it might add to the rent, I'd prefer to have it professionally cleaned between visits rather than relying on the guests to do it. (I don't mind cleaning up after myself, but you can't rely on the previous guests to meet any kind of standard.) It would have been nice to have an empty cupboard for our week's groceries. Instead, the cupboards were full of packaged foods left behind and way more dishes and glasses than you could ever need. All minor complaints meant mainly for management company and owner to consider.

Match: Sea view

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Price per night from

$420

Lighthouse C

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Very enjoyable” The house was nice and cozy. A bit small. I would suggest that trash can bags for the outside trash can are provided set of sheets and towels. Washer and dryer would be a great plus for families with kids, particularly. The proximity to the beach was very convenient and that was very nice. All the houses were very close to each other and our kids loved that because they made a new friend, but in terms of privacy that was not ideal. All together, we had a wonderful time and great memories.

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Price per night from

$129

173B North Shore Blvd

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Slice of Heaven on ESB” 173B North Shore Boulevard is a little slice of heaven! This cottage is in a great location - on the beach - and also close to town, Routes 6 and 6a, and shopping. The views from three sides of the cottage are phenominal. The cottage is very spacious, clean and absolutely adorable. The cottage had many comforts of home including air conditioning, wireless internet and a stackable washer/dryer. The side deck is spacious for storing kayaks or chairs. The outdoor shower is key for rinsing off salt and sand before heading inside. This cottage feels like our home away from home. We can't wait to go back next year!!!

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Price per night from

$214

Oceanside 2

East Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$200

Dune Tootin Unit 1

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Life is good!!” We had three generations traveling with us. These cottages were perfect. We had our privacy and we could be together when we wanted. They were well equipped. Location was wonderful. Time just went too fast!!!

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Price per night from

$214

8 The Gridiron

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$420

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$271

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

Match: Sea view

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Price per night from

$172

111 Glendon Road Unit 5

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

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Price per night from

$229

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Price per night from

$1,145

Seascape Vacation Rental Dennis Port-OCEANFRONT PROPERTY-Sleeps 16 7BR/4BTH

Dennis Port house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$1,963

Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula!

Wellfleet house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$974

111 Glendon Road Unit 3

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

Match: Sea view

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Price per night from

$229

Smith Heights Vintage Waterfront Cottages- Gooch

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Sea view

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Price per night from

$328

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