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Chatham vacation rentals

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Holiday homes

117 properties found in Chatham

  • Panoramic Water Views W Private Beach

    Panoramic Water Views W Private Beach

    Tisquantum Road 95
    Located 25 minutes by foot from Chatham Light Beach, Panoramic Water Views W Private Beach Chatham villa gives access to various tourist sites in the vicinity.
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    US$ 2026 price for 1 night
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  • Rail Trail Access: Home 2 Mi To Lighthouse Beach!

    Rail Trail Access: Home 2 Mi To Lighthouse Beach!

    7 Earles Way
    The 2-bedroom Rail Trail Access Home 2 Mi To Lighthouse Beach! Chatham is located 1.9 miles from Stage Harbor, giving access to various tourist spots nearby.
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    US$ 400 price for 1 night
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  • Sand Simeon - Relax, Unwind, Repeat

    Sand Simeon - Relax, Unwind, Repeat

    14 Hallett Lane
    During the stay at Sand Simeon - Relax, Unwind, Repeat Chatham villa, guests can indulge in billiards or visit Chatham Village Market, located 25 minutes' walk away.
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    US$ 2796 price for 1 night
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  • On The Chatham Loop - 1 Min To The Beach

    On The Chatham Loop - 1 Min To The Beach

    195 Cedar St
    2-bedroom On The Chatham Loop - 1 Min To The Beach villa is located around 25 minutes by foot from Chatham Pier and Fish Market and allows guests to enjoy fishing. Staying at this holiday home, in…
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    US$ 413 price for 1 night
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  • The Heron'S Nest - Sea Breezes Sweet Dreams

    The Heron'S Nest - Sea Breezes Sweet Dreams

    138 Soundview Avenue
    The 3-bedroom The Heron'S Nest - Sea Breezes Sweet Dreams Chatham villa is located 2.4 miles from Chatham Marconi Maritime Center and welcomes its guests to enjoy table tennis.
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    US$ 690 price for 1 night
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  • Captain'S Row: Pool, Tennis Chatham Charm

    Captain'S Row: Pool, Tennis Chatham Charm

    2 Captains Row E Chatham Cape Cod
    Captain'S Row: Pool, Tennis Chatham Charm villa offers proximity to such city sites as Chatham Orpheum Theatre, located just a 6-minute walk away.
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  • Mermaid View

    Mermaid View

    34 Salt Spray Lane
    Staying at Mermaid View Chatham villa, guests can visit Atwood House & Museum, which is about a 15-minute drive away.
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  • Private Beach Water Views Incredible Location

    Private Beach Water Views Incredible Location

    15 Edgewater Drive
    Situated only 0.9 miles from Chatham Light Beach, the 3-bedroom Private Beach Water Views Incredible Location Chatham villa features a patio with views of the sea.
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  • Dreamcatcher | Luxury Chatham Retreat

    Dreamcatcher | Luxury Chatham Retreat

    199 Crowell Road
    Dreamcatcher | Luxury Chatham Retreat villa is located an 18-minute stroll from Eldredge Public Library and invites guests to enjoy a terrace.
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  • Sunrise To Sunset: Bucks Creek Retreat

    Sunrise To Sunset: Bucks Creek Retreat

    84 Cranberry Lane Chatham
    Staying at Sunrise To Sunset: Bucks Creek Retreat Villa Chatham, guests can visit Thompson's Field, which is approximately a 10-minute drive away.
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    US$ 1078 price for 1 night
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  • Stunning Water Views 2 Decks By Beach

    Stunning Water Views 2 Decks By Beach

    90 Ridgevale Rd South
    Situated merely 8 minutes' stroll from Ridgevale Beach, the 2-bedroom Stunning Water Views 2 Decks By Beach Chatham villa ensures a great leisure experience by offering fishing. Offering Wi-Fi, the…
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    US$ 1414 price for 1 night
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  • Walk To Beach Private Patio And Backyard

    Walk To Beach Private Patio And Backyard

    50 East Road
    Situated only 9 minutes' stroll from Forest Beach, the 2-bedroom Walk To Beach Private Patio And Backyard Chatham villa ensures a great leisure experience by offering fishing. Offering Wi-Fi, the…
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  • The Cape Escape: Walk To Harding'S Beach

    The Cape Escape: Walk To Harding'S Beach

    180 Hardings Beach Road
    Staying at the 2-bedroom The Cape Escape: Walk To Harding'S Beach Chatham villa, guests can easily reach Forest Beach, located approximately a 10-minute drive away.
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  • Sea Glass Cottage Near Nantucket Sound Beaches

    Sea Glass Cottage Near Nantucket Sound Beaches

    58 Longs Lane
    The 2-bedroom Sea Glass Cottage Near Nantucket Sound Beaches Chatham is located 2.1 miles from Bank Street Beach, giving access to various tourist spots nearby.
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    US$ 375 price for 1 night
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  • Charming Family-Friendly Accommodation Near The Beach In Chatham, Massachusetts

    Charming Family-Friendly Accommodation Near The Beach In Chatham, Massachusetts

    78 Moon Penny Lane
    Staying at Charming Family-Friendly Accommodation Near The Beach In Chatham, Massachusetts villa, guests can easily reach Chatham Railroad Museum, located approximately a 25-minute walk away.
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  • Your Perfect South Chatham Summer Stay

    Your Perfect South Chatham Summer Stay

    142 George Ryder Road South
    Offering a location 1.9 miles from Ridgevale Beach, the 2-bedroom Your Perfect South Chatham Summer Stay villa gives access to various tourist spots in the area.
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    US$ 680 price for 1 night
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  • Ocean Views Walk To Beach Pet Friendly Ac Private

    Ocean Views Walk To Beach Pet Friendly Ac Private

    300 Whidah Road
    Staying at the 4-bedroom Ocean Views Walk To Beach Pet Friendly Ac Private Chatham villa, guests can easily reach Chatham Light Beach, located approximately a 10-minute drive away.
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    US$ 959 price for 1 night
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