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Wilton Holiday Homes

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    Don't let other travellers get your favourite Wilton area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 15 kilometres of Wilton, Connecticut.

    1 / 21
    4.5 of 5 bubbles (2) Very good
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 37
    South Salem, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 42
    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Weston, Connecticut 06883
    1 / 16
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located directly on Long Island Sound in the residential section of Saugatuck Shores, this recently renovated, completely furnished, 3 bedroom, 2 bathroom house offers wide unobstructed views of the water from the front porch and the second floor deck. It has new stainless kitchen appliances, new... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 14
    Ridgefield
    8 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The legendary Sunset Hall has captivated the hearts of its keepers since built for ambassador James Stokes in 1912 at Ridgefield's highest point to afford 50 mile views of the NY skyline and panoramic vistas of Round Pond from the widow walk perch. This regal Georgian has delighted subsequent... View all property information
    Location Information
    Ridgefield, Connecticut 06877
    1 / 5
    Weston
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cozy cottage sits on a family property in a small neighborhood (faces the main house on a circle driveway). It has been renovated with all new appliances and new floors while still maintaining it's cozy retreat feel. Each bedroom features a queen size bed. There is also a screened in porch for... View all property information
    Location Information
    Weston, Connecticut 06883
    1 / 24
    Rowayton
    2 Bedrooms, 9 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    We live in a private association called Bell Island. We are surrounded by incredible views of Long Island Sound and Farm Creek Preserve and our beaches are reserved for use by residents and their guests only. Our home is on a tidal estuary called Farm Creek. The creek is fed by the Long Island... View all property information
    Location Information
    Rowayton, Norwalk 06853
    1 / 9
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 6
    5 of 5 bubbles (1) Excellent
    Darien
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is a private pool house with queen bed and kitchenette on a 3 acre property. There is a pool steps away as well as a tennis court on the property and you will have full access to both. There is a bathroom with shower and other amenities can be provided. We are close drive to the beach in town.... View all property information
    Location Information
    Darien, Connecticut 06820
    5 of 5 bubbles Reviewed 6 July 2016
    I stayed lots of place before but David and his family was awesome ! We had a lot of fun in their pool house, tennis and basketball court and mini soccer area. Every single...
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    1 / 26
    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Easton, Connecticut 06612
    1 / 15
    Westport
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in 1898, exposed unfinished beems and pillars, Charming low ceilings and a couple of original doors, make it a residence with genuine soul and character. Upstairs is a semi open space, no doors or full eslls-half walls seperate sleeping spaces. In addition to four twin befs, thete is a queen... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 11
    Stamford
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
    • Housekeeping...
    • Balcony
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    In this high-ceiling sunny downtown loft, there is a family atmosphere and eclectic furniture and decor. It is close to local activities (parades, fun-raisers, fun runs...etc), great nightlife, public transport: the bus is across the street, the city center (only a 1/4 mile away), restaurants,... View all property information
    Location Information
    Stamford, Connecticut 06905
    1 / 38
    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
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southport, Connecticut 06890
    1 / 7
    Fairfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Housekeeping...
    • Balcony
    • Grill
    • Patio
    • Washer
    • Terrace
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Fairfield, Connecticut 06824
    1 / 30
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Its a great house on half an acre. Starting at 199 Per night. Walk to everything. Yes really one minute to stores restaurants markets and lots of stores etc. Shuttle stops at our door to take you to the trains. Buses are two house away. 24/7 open stores at one minute walk too.... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 15
    Westport
    3 Bedrooms, 9 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This direct waterfront getaway boasts an open floor plan with spectacular full water views throughout. Experience glorious energizing sunrises and exquisite sunsets to begin and end your magical days in this tranquil setting. Custom modern European inspired gourmet kitchen with top of the line... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 15
    Pound Ridge, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Pound Ridge, Westchester County 10576
    1 / 25
    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Shared Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Jan 02 : Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-in required, Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-out required.; Our large and luxurious home is open to you... View all property information
    Location Information
    Easton, Connecticut 06612