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Weston Vacation Rentals

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    Don't let other travellers get your favourite Weston area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Weston
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    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 25 kilometres of Weston.
    Serene Connecticut Retreat - Luxury 2 bedroom apt1 / 21
    (3)Very good
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pound Ridge, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Fairfield
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new contemporary beach house has an open floor plan on the first floor with an 8' granite island that seats 4. Fireplace has a 60' Smart TV that hangs from it. Beautiful dining area seats 10. Outdoor gas grill easily facilitates eating al fresco. Each floor has an outdoor furnished deck. Each...
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    Location Information
    Fairfield, Connecticut 06824
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Outdoor Dining Area
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Elegant home was professionally designed to capture the spectacular views of the Ocean. The home was completely remodeled recently and includes a rich interior with state of the art kitchen appliances, wood burning fireplace, washer/dryer, central A/C and internet. Near the end of a quiet...
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    Location Information
    Westport, Connecticut 06880
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our large and luxurious home is open to you for your enjoyment and relaxation. With 4 en-suite bedrooms and 2 additional bedrooms, the house is able to comfortably accommodate large groups of people for short stays. The house is in immaculate condition and boasts luxury appointments and and...
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    Location Information
    Easton, Connecticut 06612
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
    Southport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Balcony
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southport/Westport Border, this spectacular home is ideal for nature lovers who also want to be near every convenience. Very private, charming and serene. Minutes from shopping, restaurants, theater, beaches, galleries, museums, Fairfield marina or Southport Harbor. One mile to Metro-North train...
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    Location Information
    Southport, Connecticut 06890
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    South Salem, NY
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Sauna
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully renovated, multiple award-winning lakefront home did inherit an additional floor while keeping the same footprint. Reconstructed on the octagonal foundation of a home that was originally built in 1983, this thoughtfully redesigned and skillfully crafted 3,750 square foot lakeside home...
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    Location Information
    South Salem, Westchester County 10590
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS PROPERTY IS AVAILABLE FOR SHORT/LONG TERM RENTALS TO WESTPORT OR PROSPECTIVE WESTPORT RESIDENTS ONLY!! New modern house with roof deck 3 houses from Saugatuck river/bay. Upside down house with 3 bedrooms and master bath on 1st floor. Sun filled living area, kitchen and European wet bath on...
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    Location Information
    Westport, Connecticut 06880
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Easton
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Terrace
    • Central Heating
    • Balcony
    • Patio
    • Grill
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 'Home Away From Home' is an expansive yet cozy and inviting space to hang with family and friends or for a romantic getaway. It is located in the idyllic town of Easton but borders (just 1.5 miles) the charming and thriving town of Fairfield, CT featuring five miles of shoreline on the Long...
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    Location Information
    Easton, Connecticut 06612
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Fairfield
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Ocean Views
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Right across from the beach - penfield and jennings. Easy access for everyone. Amazing 3 br / 2 full bath furnished 1700 sq. Ft. Home on fairfield beach road. Right across the street from the beach! Walk to the train and to town – restaurants, shopping, and theatre. Great alternative to corporate...
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    Location Information
    Fairfield, Connecticut 06824
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Bedford, NY
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in a comfortable home in Bedford, NY. You will feel right at home enjoying this house. It sits on 1.5 acres in an upscale neighborhood in one of the most prestigious and elegant New York suburbs. Incredible restaurants, hiking and NYC all within an easy drive. The space Nice big kitchen....
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    Location Information
    Bedford, Westchester County 10506
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION, LOCATION, LOCATION... MY HOME IS CENTRALLY LOCATED, SO EVERYTHING YOU NEED AND WANT IS EASILY ACCESSIBLE. IT'S CLOSE TO THREE BEACHES, DOWNTOWN SHOPPING, RESTAURANTS, HISTORIC WESTPORT COUNTRY PLAYHOUSE, AND RAILROAD STATION! IT'S ALL JUST MINUTES AWAY BY CAR, AND NOT ALL THAT FAR TO...
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    Location Information
    Westport, Connecticut 06880
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Southport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new private one bedroom apartment on estate with full kitchen, marble bathroom and open living room with beautiful views and outdoor shower. Located on the 'Gold Coast' between Westport and Fairfield. A great getaway stocked with beach equipment, bikes and outdoor grill, quality sheets and...
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    Location Information
    Southport, Connecticut 06890
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Stratford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch the boats go by and enjoy coastal living during your stay at this 4-bed, 2-bath home in Stratford! With essentials like a fully equipped kitchen for homemade meals, cozy living spaces to reconnect with the kids, and a dreamy front porch, this vacation rental is a true crowd-pleaser. In...
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    Location Information
    Stratford, Connecticut 06615
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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