Vacation Rentals & Houses in Chatham

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Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$780

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

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Price per night from

$396

296 Main Street 133687

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,000

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

$639

15 Bobbies Lane 43070

South Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“wonderful” very neat and clean. great location, worked out well for me and my family. the people at William Raveis rental were very friendly and easy to work with.i would highly recommend them and the house.

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Price per night from

$193

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$279

Private Contemporary Cape Set on a Hilltop

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$344

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Price per night from

$396

Stunning Home with Water Views!

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$258

Charming Beach House - Beautifully Updated & Immaculate. Walk to Nantucket Sound

South Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$430

11 Jeanette Drive 130920

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$486

Great Location Outdoor Space Dog Friendly

North Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$250

Newly Renovated Modern Pond Access!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$268

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

$2,867

Chatham Beach Chic 5⭐ -5 min Walk to Beach! Cape Escape Hear the waves at Night!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$396

Great Chatham Location w/ Hot Tub, Near Beach!

North Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$231

Stunning Home w/ Incredible Water Views!

North Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$399

Wrap-Around Porch Mins. to Beach!

South Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$141

Close to Bike Path 1 Mile to Beaches!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$153

Steps to Oyster Pond Private Dock!

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$510

Fantastically located Chatham house - New patio, refurbished

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$253

Deeded Rights to Emery Pond Fire Pit!

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$150

Dogs welcome, huge yard right next to Rail Trail!

South Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$194

Cape Cod Luxury Oceanfront 5bdrm Vacation Home

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$984

Beautiful Home w/ Artistic Flair!

South Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$169

122 Chatham Crest Drive 122613

Chatham house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$257

Waterfront on Private Lake!

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$267

Great rentals within 20 miles that match your search

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$738

Great Place for a Cape Cod Vacation

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$1,147

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

$493

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Price per night from

$734

Beautiful Home - Great Price, Wi Fi, Flat Screen

Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$410

Wellfleet Cottage on the bay

Wellfleet apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$303

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

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$574

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$222

Two Wing Cottage - escape with family and friends

Harwich Port cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,434

Viewing 38 of 185
rentals in Chatham

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