Vacation Rentals & Houses in Chatham

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West Chatham Cape Cod Waterfront Vacation Rental (20)

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$243

South Chatham Cape Cod Waterfront Vacation Rental (4963)

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$486

Chatham Cape Cod Waterfront Vacation Rental (2172)

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,021

South Chatham Cape Cod Waterfront Vacation Rental (12574)

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$557

South Chatham Cape Cod Waterfront Vacation Rental (32)

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$386

South Chatham Cape Cod Waterfront Vacation Rental (6369)

Chatham house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$829

South Chatham Cape Cod Waterfront Vacation Rental (115)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$743

Chatham Cape Cod Waterfront Vacation Rental (2683)

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,150

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,088

South Chatham Cape Cod Waterfront Vacation Rental (1841)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$1,071

South Chatham Cape Cod Waterfront Vacation Rental (3345)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$457

South Chatham Cape Cod Waterfront Vacation Rental (14134)

South Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$929

Cape Cod Luxury Oceanfront 5bdrm Vacation Home

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$985

Chatham Cape Cod Waterfront Vacation Rental (16286)

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,429

Panoramic Water Views w/ Private Beach!

Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$540

Chatham Cape Cod Waterfront Vacation Rental (2187)

Chatham house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,043

Chatham Cape Cod Waterfront Vacation Rental (16889)

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,429

Chatham Cape Cod Waterfront Vacation Rental (16704)

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,786

Chatham Cape Cod Waterfront Vacation Rental (16677)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$829

Great rentals within 20 miles that match your search

Sunset View Cottage

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Charming isolation getaway” What a wonderful stay we had at the Sunset View Cottage. The cottage is charming, rustic, and comes with all the basic necessities. There’s a screened in sitting area with a twin bed for those that like sleeping in the cool night breeze. We loved the pond, the boat, the kayak and the raft. The dock was a wonderful place to have breakfast; and it was also where we saw the Neowise comet and a few shooting stars! The pond itself is a gem because it offers very shallow waters for those learning to swim or dogs who like to fish, and deeper waters for jumping off the raft, floating around or swimming. Just to manage expectations, this is not a location for people who don’t like rustic accommodations or are afraid of bugs. It is a non-insulated cottage right near a pond surrounded by trees. It has comfortable beds, fans, screens, running hot water, a hammock, strong internet, a gas grill, and an outdoor shower. This suited our needs and made us extremely happy. In addition Christine and her family made us feel very welcome there & even pointed out the wild blueberries that we enjoyed picking. So grateful that they are open to sharing a slice of their heaven with us! We will surely be back.

Match: Waterfront

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Price per night from

$328

Central air conditioning, New House - Bayside Close to Campground Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“A great family vacation!” This was a great house! The sleeping accomodations were perfect for my family. The house had everything we needed and the location was ideal for staying in Eastham. The bike path had several entrances near the home and being pm the bay side of the cape allowed my wife and I to relax on the beach even with small children. Having a screened in porch too was a huge benefit of the house. Nice to have dinner outside without being dinner for the local Mosquitos.

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Price per night from

$574

Central air conditioning, New Eastham House - Steps to Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great comfortable beach house” My wife and 2 children & I have been staying at this house for 7+ years, and it is a close walk of approximately 600 yards to a great Bay beach. This allows you to easily return for lunch. The house is comfortable for 2 families, as we always have another family of 4 visit us there. The beach is ideal for young children, and the house has all of the amenities of home. We look forward to another Summer Vacation in 2011.

Match: Waterfront

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Price per night from

$746

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: Waterfront

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Price per night from

$310

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

$246

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Waterfront

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Price per night from

$573

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

Wellfleet house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$1,205

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$493

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,229

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

Dennis Port house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Waterfront

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Price per night from

$1,967

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$574

Cape Cod Villa - Pond Front In The Woods

Harwich Center villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$551

Beachfront Home

West Yarmouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,721

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Price per night from

$1,148

Wellfleet Cottage on the bay

Wellfleet apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$303

Spacious waterfront townhouse at Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$401

Smith Heights Vintage Waterfront Cottages- McKechnie

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Waterfront

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Price per night from

$328

Lakefront Townhouse Condo in Cape Cod, MA

Orleans condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$344

Smith Heights Vintage Waterfront Cottages- Gooch

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Waterfront

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Price per night from

$328

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