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Holiday Homes in Westport

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    R 9 462 Average
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    Don't let other travellers get your favourite Westport area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Westport
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    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 25 kilometres of Westport.
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous apartments at The Blvd offer resident spectacular features like fully-equipped kitchens, spacious closets, hardwood flooring and much more. A furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center are some of the fantastic...
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    06901, Stamford, Connecticut
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fairfield
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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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    06824, Fairfield, Connecticut
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Serene Connecticut Retreat - Luxury 2 bedroom apt1 / 21
    (3)Very good
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    Liz was always available to answer our questions and help with local amenities. The garden was beautiful and secluded with lots of flowers. A perfect spot for two people.
    Reviewed 21 August 2015
    The apartment was in a lovely setting, attached to the family house, but totally private. Liz the landlord was very friendly, helpful and knowledgeable of the area. The...
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    About this property
    Completely updated apartment in lovely rural setting but close to everything. Get away without going very far. Take a break from sterile hotel rooms while on business. Private entrance, 2 bedroom, 1.5 bath, fully equipped kitchen, dining room, living room, french doors to patio, balcony off...
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    06903, Stamford, Connecticut
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous apartments at The Blvd offer resident spectacular features like fully-equipped kitchens, spacious closets, hardwood flooring and much more. A furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center are some of the fantastic...
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    Location Information
    06901, Stamford, Connecticut
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18' soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,...
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    Location Information
    06883, Weston, Connecticut
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pound Ridge, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A luxury cottage set privately on a 7 acre estate in sylvan Pound Ridge, New York. A perfect setting from which to explore Westchester's horse country, The Hudson Valley, New England's Connecticut villages and New York City. World renowned restaurants are within minutes and recreational activities...
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    10576, Pound Ridge, Westchester County
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Southport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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
    06890, Southport, Connecticut
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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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    10590, South Salem, Westchester County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Suitability
    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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    06612, Easton, Connecticut
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    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
    06612, Easton, Connecticut
    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
    06824, Fairfield, Connecticut
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    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
    10506, Bedford, Westchester County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    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
    06890, Southport, Connecticut
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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