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Chester House Rentals

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    Don't let other travelers get your favorite Chester area vacation rental. You're so close to securing your perfect getaway. Book today.
    8 Matching Rentals in the Chester AreaView all 15 rentals
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    The following rentals are within 10 miles of Chester.
    Weekly Summer Beach Rental1 / 17
    (4)Excellent
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Clinton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lyme
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Air Conditioning
    • Private Yard
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flat Rock Farm offers visitors a sophisticated home in the pastoral town of Lyme, CT, an easy two hour drive from NYC or Boston. Whether your objective is a family vacation, gathering of friends, or romantic escape, Flat Rock Farm offers visitors the perfect getaway. Set on an historic property,...
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    Location Information
    Lyme, Connecticut 06371
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Deep River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Sauna
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love my place because of the outdoor space and the comfy beds. My place is good for families, couples, and furry friends. The Peace Barn sits on 15 acres of private land which can be used for group retreats, film making,...
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    Location Information
    Deep River, Connecticut 06417
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Old Lyme
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Copper Beech Guest House is conveniently located 2 hours from Boston and NYC. 30 minutes to the Casinos, 25 minutes to Mystic, 10 minutes to Essex and Old Saybrook and 1/2 mile from Historic Lyme Street in Old Lyme. The Beaches are just a 2 minute drive away. The River is less than 1/2 mile...
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    Location Information
    Old Lyme, Connecticut 06371
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Save $500 off September CT Lake Front  Victorian Mansion Truly Memorable1 / 21
    (3)Very good
    East Haddam
    7 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Waterfront
    • Washer
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal Connecticut location on Beautiful Crystal Clear Bashan Lake. Victorian Mansion with magnificent water views. Perfect setting for family vacations, and family reunions!! Taking reservations thru Dec. 2018. Just 1 3/4 hours from New York or Newport RI or 2 hrs. from Boston! Canoe, kayak,...
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    East Haddam, Connecticut 06423
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 24
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    Old Saybrook
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean front property the only one in the area that has a huge yard and beach. 4-bedrooms, beautiful sunroom, fireplace, gazebo. Old Saybrook is a quiet beach town that's very family friendly. It's also known for it's many great dining options. In addition to the beach right in front of the house,...
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    Location Information
    Old Saybrook, Connecticut 06475
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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