Vacation Rentals & Homes in Brewster

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415 homes

Walk to Beach, Beautiful Brewster Home! Crosby

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$613

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$491

Unique & Private 3 Bedroom Brewster Home

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$327

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$571

Water Views! Walk to Beach Dogs Welcome!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$323

Beautifully decorated Brewster Home

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$717

Close to Bayside Beaches w/ Pool Table, Fire Pit

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$155

Just a few steps to Ellis Landing Beach!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$204

Pond Front Home with Private Dock!

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$189

Wow! Private Pool, Game Room, and Fire Pit!

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$365

Spacious Home with Private In-Ground Pool!

Brewster house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$407

New Deck, and less than 1 Mi to Beach!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$243

Beautiful Property w/ Separate Apartment!

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$192

Spacious Home by Beach Dog Welcome!�

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$123

Steps to Freshwater Beach Kayaks Sauna!

Brewster house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$296

Full Sand Volleyball Court Walk to Pond!

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$210

Less Than 1 Mile to Beach with Custom Fire Pit!

Brewster house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$120

Steps to the Beach! 1 House Back from Bay!

Brewster house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$182

Walk to Beach Dog Welcome!

Brewster house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$123

Beautiful Home. Easy Access to Beaches!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$159

Beautiful Home Close to Ponds and Beach!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$182

Stunning Home with Wet Bar Dog Welcome!

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$218

Heart of Brewster .5 Miles to Beach!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$152

Great rentals within 20 miles that match your search

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,222

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

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Price per night from

$454

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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Price per night from

$599

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$734

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$599

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$343

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$840

Renovated Cape Cod Home -10 Minutes To Beaches & Ctr

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$369

Beautiful Home - Great Price, Wi Fi, Flat Screen

Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$200

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

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Price per night from

$263

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$868

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect Cape Cod Vacation Cottage” We just returned from our week-long stay at this beautiful, immaculately clean cottage. We fell in love with it online, and it certainly did not disappoint! I can honestly say that there was not one thing lacking from this home. Everything we needed was included; just bring some food and a bathing suit and have a great time! The cottage was the perfect size for our family of four, and the family and friends that joined us on the beach for a day all loved the coziness and décor as much as we did. The ocean is a short walk away, but we bought a parking pass for the week, and were happy that we did. Although we did not explore as many different beaches as we thought we might, it was so convenient to have the pass and be able to pack all our things in the car, drive down to Inman Beach, and have the option to make quick (5 minute) trips back to the house for extra drinks/snacks, bathroom breaks, etc. Parking was never an issue at Inman, so there was no concern about losing a spot. Also, don’t miss out on picking up some steamers from George’s Fish Market. We ate them on the back deck after long days on the beach – perfect and delicious! We can’t wait to return next summer, thank you Lynn and Mark for sharing your home with us!

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Price per night from

$286

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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$283

Former Chatham Bed and Breakfast

Chatham b&b

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Classic cape cod experience” Beautiful property well located on the cape non commercial sector. Tastefully appointed overall fantastic.

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Price per night from

$636

Cape Cod Luxury Oceanfront 5bdrm Vacation Home

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$979

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