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Chatham Vacation Rentals

(9 rentals)
Chatham Estate
Sleeps 19, 9 bedrooms, 3.5 bathrooms
4 reviews

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

This family estate was built in the 1930's by Mr. & Mrs. John Peale Bishop, a famous writer and poet and best friends of the infamous F. Scott and Zelda Fitzgerald, and is nestled on 1.3 acres overlooking the beautiful salt marshes and the ocean! It is ideal for family reunions, vacations, girl...

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Featured review

"Amazing house"

We celebrated my Mom’s 80th birthday with our family at the Gatsby home. It was a perfect house to celebrate with the whole family. The grounds are breathtaking and you can walk to the beach. The caretaker...

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$1,597
avg per night
Chatham House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.6 miles to Ridgevale

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Only 6/10 mile to family favorite warm water Ridgevale Beach on Nantucket Sound, our custom home is located on a private cul-de-sac in a quiet residential area near the South and West Chatham line. Our area is comprised exclusively of private single-family homes with paved roads and underground telephone,...

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Featured review

"Vacation home away from home"

The very responsive owner offered an exceptionally clean, quiet and well-appointed home in a great location near beach and town alike. The view of the salt marsh is a great way to greet the day. We loved...

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$425
avg per night
Chatham House
Sleeps 6, 4 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Rentals by owner

About this property

This modern Chatham home filled with books and art and surrounded by nature is a peaceful retreat for those who appreciate the beauty of Cape Cod. The home is a modern design with a cottage feel in the interior. The outdoor decks are spacious and dinners on the deck are a treat. Special features include...

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Featured review

"Charming Chatham Retreat"

Small but charming house with great attention to detail. Space above the garage is setup well. Excellent hosts.

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$543
avg per night
Chatham House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Kid friendly

About this property

This gracious four bedroom, three-level, waterfront home located on Nantucket Sound with 900 ft of frontage offers every amenity with 600 ft of private white, sandy beach! Guests will enjoy this lovely home with its extraordinary views of sand and water and 100 acres of tidal wetlands inhabited by the...

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Chatham Cottage
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Kid friendly

About this property

This classic 2 bedroom and 1 full bath Cape beach cottage only a 10-minute walk to Forest Beach. Amenities include wifi, dishwasher, washer/dryer, central air conditioning unit, cable TV, DVD, skylight, microwave, blender, two types of coffee makers, board games, DVD Library, large deck with ample seating,...

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Chatham Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.3 miles to Light House Beach

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Updated Condo at Outermost Harbor.Enjoy amazing views of the famous Chatham sandbars or catch a glimpse of playfull seals by the Marina from the private association beach Take a lovely 1/4 mile walk through the dune path along the sand bar to Light House beach. Sea the Pirates drift wood home, maintained...

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$222
avg per night
Chatham Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Lovely two bedroom cottage located off Cockle Cove Road in South Chatham and 0.8 mile to Cockle Cove Beach. It is located on a non paved quiet road with many other homes . This home is suitable for young family or a couple , or parties of four . It has a newly renovated kitchen and bathroom. Most recently...

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Featured review

"Close to the beach"

The house is in an excellent location and ideal if you love the beach, ponds and bike riding. The comfortable home was well stocked and exceptionally clean and comfortable. The a/c worked well and the beach...

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$231
avg per night
New
Chatham House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jackknife

Key Amenities

  • Kid friendly

About this property

This lovely one-level ranch home has central A/C, plenty of space for all, and is convenient to all of the great beaches and village-area of Chatham. This home offers access to a private beach on Stillwater pond where you can paddleboard, kayak or fish. There is an outdoor shower, WiFi, 3 TVs, pool table,...

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$338
avg per night
Chatham House
Sleeps 11, 5 bedrooms, 3 bathrooms

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Please call for pictures and more info- owners are private and appreciate screening first to see if a fit large gorgeous newly renovated home sleeps 11 3 floors with finished walkout basement with games and sitting and playing including air hockey 5 bdr 3 full baths; a queen and twin on first floor...

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$700
avg per night
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