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Chatham vacation rentals

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Holiday homes

117 properties found in Chatham

  • Coastal Comfort Cape Cod Charm Await

    Coastal Comfort Cape Cod Charm Await

    31 Bayview Street
    The 2-bedroom Coastal Comfort Cape Cod Charm Await Chatham villa offers swift access to various city sites, such as Chatham Orpheum Theatre, situated about a 5-minute walk away.
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    US$ 1135 price for 1 night
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  • Luxury Beach Barn With Pool, Hot Tub & Sauna

    Luxury Beach Barn With Pool, Hot Tub & Sauna

    22 Lorenzo Buck Way
    Located 1.9 miles from Ridgevale Beach, the 4-bedroom Luxury Beach Barn With Pool, Hot Tub & Sauna Chatham villa provides access to a private swimming pool. Offering Wi-Fi, this 4-bathroom holiday…
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    US$ 2000 price for 1 night
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  • Waterfront On Private Lake

    Waterfront On Private Lake

    404 Old Queen Anne Rd
    Nestled 2.4 miles from the Large Lighthouse Sandy Beach, the 3-bedroom Waterfront On Private Lake Chatham villa entices guests to explore various tourist destinations nearby. Guests can enjoy fishing…
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    US$ 362 price for 1 night
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  • Close To Bike Path 1 Mile To Beaches

    Close To Bike Path 1 Mile To Beaches

    39 Mayflower Dr
    Close To Bike Path 1 Mile To Beaches Chatham villa is located 25 minutes' walk from Thompson's Field and welcomes its guests to enjoy fishing.
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    US$ 263 price for 1 night
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  • Updated Beach House Deck Outdoor Shower!

    Updated Beach House Deck Outdoor Shower!

    49 Florence Dr
    Staying at the 1-bedroom Updated Beach House Deck Outdoor Shower! Chatham villa, guests can visit Atwood House & Museum, which is about a 15-minute drive away.
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    US$ 678 price for 1 night
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  • Game Room Walk To Nantucket Sound

    Game Room Walk To Nantucket Sound

    47 Glendon Way
    Located merely 9 minutes' walk from Forest Beach, the 2-bedroom Game Room Walk To Nantucket Sound Chatham villa offers fishing to diversify guests' leisure. Located 2.6 miles from Cape Cod Lavender…
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    US$ 381 price for 1 night
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  • Ping-Pong & Backyard: Spacious Chatham Retreat

    Ping-Pong & Backyard: Spacious Chatham Retreat

    152 Stagecoach Dr
    Offering a location within 3 miles of the family-friendly Oyster Pond Beach, the 3-bedroom Ping-Pong And Backyard Spacious Chatham Retreat villa gives access to various tourist spots in the area.
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    US$ 417 price for 1 night
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  • Seashell Wishes-Salty Kisses

    Seashell Wishes-Salty Kisses

    102 Morton Road
    Seashell Wishes-Salty Kisses Villa Chatham is located 2.8 miles from Chatham Marconi Maritime Center and provides windsurfing, bowling, and cycling for active guests.
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    US$ 399 price for 1 night
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  • Cozy Cape Time

    Cozy Cape Time

    41 Tern Lane
    The 2-bedroom Cozy Cape Time Villa Chatham is located 2.3 miles from Kate Gould Park and welcomes its guests to enjoy windsurfing, horse riding, and cycling.
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    US$ 1220 price for 1 night
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  • Beautifully Renovated W Access To Beach

    Beautifully Renovated W Access To Beach

    17 Whidah Rd
    Staying at the 4-bedroom Beautifully Renovated W Access To Beach Chatham villa, guests can visit Veterans Field, which is approximately a 25-minute walk away.
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    US$ 1598 price for 1 night
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  • Pristine Multi-Family Home W Barn Game Room

    Pristine Multi-Family Home W Barn Game Room

    Main Street 1359
    Pristine Multi-Family Home W Barn Game Room Chatham is located a 25-minute stroll from Ridgevale Beach and provides a private swimming pool, ensuring a relaxing stay.
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  • Walk To Main St And Oyster Pond In Chatham

    Walk To Main St And Oyster Pond In Chatham

    8 Kingsbury Way
    Walk To Main St And Oyster Pond In Chatham villa is located a 25-minute stroll from Maps of Antiquity Antique Store and invites guests to join fishing.
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    US$ 728 price for 1 night
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  • Corner Cottage

    Corner Cottage

    275 Morton Rd.
    The 2-bedroom Corner Cottage Chatham is located around a 15-minute drive from Chatham Lighthouse, giving access to various tourist spots nearby.
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    US$ 459 price for 1 night
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  • Newly Renovated Modern Pond Access

    Newly Renovated Modern Pond Access

    2 Uncle Deanes Rd
    Located within a 10-minute drive of Saquatucket Harbor, the 2-bedroom Newly Renovated Modern Pond Access Villa Chatham provides access to various tourist attractions in the vicinity.
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    US$ 1233 price for 1 night
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  • Luxury Home With Pool Hot Tub & Water View

    Luxury Home With Pool Hot Tub & Water View

    22 Frost Fish Hill
    Luxury Home With Pool Hot Tub & Water View Chatham is located a 25-minute stroll from Eldredge Public Library and invites guests to join fishing.
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  • Luxury Waterfront With Game Room

    Luxury Waterfront With Game Room

    78 Seapine Road
    Situated 3.1 miles from Chatham Lighthouse, the 4-bedroom Luxury Waterfront With Game Room Chatham villa features a patio with views of the sea.
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  • Ultimate Chatham Getaway With Outdoor Oasis

    Ultimate Chatham Getaway With Outdoor Oasis

    110 Round Cove Road
    During the stay at Ultimate Chatham Getaway With Outdoor Oasis villa, guests can indulge in hiking, ping pong, and fishing or visit the family-friendly Oyster Pond Beach, located 2.4 miles away. The…
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  • ~ 4 Mi To Dtwn: Chatham Home W/ Fire Pit

    ~ 4 Mi To Dtwn: Chatham Home W/ Fire Pit

    South Chatham, Ma, 02659
    During the stay at About 4 Mi To Dtwn Chatham Home With Fire Pit, guests can indulge in snorkeling and hiking or visit Forest Beach, located 1.9 miles away.
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    US$ 325 price for 1 night
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  • Bring Your Pups To Chatham Direct Access To The Cape Cod Rail Trail

    Bring Your Pups To Chatham Direct Access To The Cape Cod Rail Trail

    Mayflower Drive 45
    Situated 2.3 miles from Brooks Park, 2-bedroom Bring Your Pups To Chatham Direct Access To The Cape Cod Rail Trail villa invites guests to relax at a patio. Guests can enjoy fishing at this 2…
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  • Cape Springs Cottage

    Cape Springs Cottage

    66 Indian Trail
    The beachfront Cape Springs Cottage Chatham is located a 25-minute stroll from Forest Beach and invites guests to join hiking and fishing.
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    US$ 1521 price for 1 night
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