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Chatham Romantic Vacation Rentals

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    Travelers to Chatham are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    13 Matching Rentals in ChathamView all 456 rentals
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    Walk to Ridgevale Beach From Family Friendly Home1 / 23
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    All New Cottage in Chatham Near Hardings Beach1 / 38
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Grill
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Air Conditioning
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2015
    Wonderful house, very nice quiet location within easy reach of beaches. House very clean with everything that we needed. Would highly recommend.
    Reviewed September 29, 2015
    This accommodation is very well appointed and has everything one could need. Chatham is an ideal base for exploring the whole of Cape Cod. You can walk from the property to a...
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    About this property
    Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishings, washer/dryer and central air. After the beach, rinse off in the private outdoor shower before relaxing on the sunny patio. The Space: Create cherished family memories in our...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4BR South Chatham House in Cape Cod!1 / 25
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Begin your Cape Cod adventure by staying in this beautiful 4-bedroom, 3-bathroom saltbox home. Surrounded by natural beauty and close to everything the Cape has to offer, this home is a perfect choice for a group of friends traveling together or a family getaway. Your whole group will love calling...
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    South Chatham, Chatham 02659
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: The Cozy Beach Cottage! Chatham Vacation Rental Cottage at the beach! Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this cottage is steps from the sand, and is ready for your...
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    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    14 Capri Lane Chatham Cape Cod - The Cape House1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 2016
    We had a wonderful stay in this home.We were pleasantly surprised with all new appliances in the kitchen, which was very well stocked, making it easy to make meals at home...
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    About this property
    Welcome to The Cape House! Pet Friendly (dogs only) Coastal, seaside home offering Central air has plenty of room for 3 couples or 2 families. Walk to beach and town! This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main floor and a fully finished lower level...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Seashell Beach Cottage! Beach front vacation rental cottage in Chatham! Stay at this 2 bedroom cottage located right on the beach in Chatham, the best of Cape Cod. Beautiful views! Perfect for a relaxing getaway, this romantic cottage is just steps from the sand, Find your pathway...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Internet Access
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring gorgeous gardens and outdoor spaces to explore, a luxurious and updated interior, and all the comforts of home, this beautiful rental has it all! Ideal for two guests, this would be a fantastic place for a honeymoon, couples getaway, or even a relaxing solo retreat. Nestled in a quiet...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently renovated 3 bedroom, 3 bath home is situated on a nicely landscaped lot nestled at the end of a private road just .2 miles from Pleasant Street Beach. This property has high-quality finishes and décor and a unique layout perfect for extended or multi-generational families or...
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    Location Information
    Chatham, Cape Cod 02659
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, romantic 2 bedroom cottage, kitchenette (no stove), dining living combined, two balconies, some water views. Fire Pit. Across from Stage Harbor. Great beach walking, amazing sunsets, watch fishermen come in. Use of paddle boards. 1 1/2 ml walk into quaint Chatham village. One of Chatham's...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Terrace
    • Patio
    • Central Heating
    • Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to downtown Chatham, great views, some of Stage Harbor, walks on the beach at Stage Harbor, lighthouse beach, fish pier, restaurants, shops. Good for couples and families. Sited on Chatham's historic Loop ...The Ensign Nickerson House is steps to Stage Harbor and Port Fortune Lane with marsh...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this 1801 Sea Captain's House with alluring old-world charm in Chatham for the ultimate Cape Cod getaway! With 5 bedrooms,4.5 bathrooms and accommodations for 10 this vacation rental house is the ideal size for families, friends, or couples traveling together. Whether you're seeking...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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