Vacation Rentals & Houses in Chatham

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Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$571

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

$638

Private Contemporary Cape Set on a Hilltop

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$344

Lovely Home Minutes from Beach in Chatham!

Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$149

Stunning Home with Water Views!

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Linen provided

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Price per night from

$257

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Linen provided

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Price per night from

$871

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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Price per night from

$602

Walk to Nantucket Sound Beaches!

South Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$113

Great Location Outdoor Space Dog Friendly

North Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$249

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Linen provided

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Price per night from

$1,086

Central AC Close to Beach Dog Friendly!

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$213

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$514

Game Room Walk to Nantucket Sound!

South Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$250

Located on Rail Trail By Beach & Downtown!

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$233

Full Renovation! Amazing Spot with Views!

Chatham condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

Newly Renovated Modern Pond Access!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$267

Spacious Home with Direct Pond Access!

South Chatham house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$394

Spacious w/ Large Outdoor Area Fire Pit!

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$195

Perfect for Group w/ Kids & Dogs w/ Hot Tub

South Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$294

On the Chatham Loop - 1 Min to the Beach!

Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$198

Amazing Location! Lakefront Waterside Deck

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$248

Pond Front Home w/ Game Room Dog Friendly!

South Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$249

Stunning Water Views 2 Decks! By Beach!

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$308

Stunning home with water views and spectacular sunsets

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$2,863

Charming Updated Home in Chatham!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$158

Beautifully Renovated w/ Access to Beach!

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$471

Waterfront on Pond w/ Private Beach!

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$231

Walk to Downtown Chatham, Steps to Beach!

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$257

Charming Chatham Abode with Sunroom!

West Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$163

Stunning Home w/ Incredible Water Views!

North Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Linen provided

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Price per night from

$399

Exclusive Neighborhood 1/2 mi from Jackknife Beach

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$240

5-Mins to Forest Beach Dog Friendly!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided

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Price per night from

$185

Close to Bike Path 1 Mile to Beaches!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided

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Price per night from

$152

Stunning Marsh Views, Near Pleasant Street Beach!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$214

Fully Updated Home w/ Great Outdoor Space!

South Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$139

Gorgeous Home with Game Room Dog Welcome!

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$198

Amazing Family Home w/a separate extra Cottage and Game Barn!

West Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Linen provided

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Price per night from

$324

Quintessential Cape directly on the Cape Cod Rail, Dog Friendly!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided

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Price per night from

$137

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