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Holiday Rentals and Homes in Pound Ridge, NY

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    1 / 15
    Pound Ridge
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    The following rentals are within 25 kilometers of Pound Ridge, New York.

    1 / 26
    Greenwich, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 25
    4.5 of 5 bubbles (3) Very good
    White Plains
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 8
    3 of 5 bubbles (2) Average
    Greenwich, CT
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • Grill
    • Wi-Fi
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Country Cottage on horse farm featuring a large one bedroom with kitchenette (grill, hotplate, microwave, no oven) and bathroom. Bright and sunny with views. Last house at the end of a quiet road. Approx. 600sqft. There are horses on the property and I teach lessons and do trail rides, please... View all property information
    Location Information
    Greenwich, Connecticut 06831
    5 of 5 bubbles Reviewed 1 November 2016
    The area is beautiful and very quiet. We were meeting someone from Best Friends Animal Sanctuary to pick up a dog to bring back home. The place was perfect.
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    1 / 21
    4.5 of 5 bubbles (2) Very good
    Stamford, CT
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Patio
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Stamford, Connecticut 06903
    4 of 5 bubbles 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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    1 / 6
    5 of 5 bubbles (1) Excellent
    Darien, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Private Garden
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    • Pet-friendly
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    • x
    • x
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    • 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 / 12
    5 of 5 bubbles (2) Excellent
    Carmel, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Mountain Views
    • Hot Tub
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Peaceful. Restorative. Healing. Quiet, comfortable, and full of light and love, our stone cottage is the perfect place to escape NYC and renew your body, mind and soul. Nestled in the woods just 1 hour from Manhattan in the hidden gem of Kent Lakes, NY, the cottage is the perfect country... View all property information
    Location Information
    Carmel, New York 10512
    5 of 5 bubbles Reviewed 14 April 2016
    All was as advertised. Very nice and clean. The owner is really super nice and we had a great time visiting family. Plenty of room and everything is in this rental that you...
    5 of 5 bubbles Reviewed 27 December 2014
    The Stone Cottage is charming. The cottage is lovely, comfortable and well equipped. The owner was very attentive and accommodating. Everything was as advertised. The setting...
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    1 / 14
    Greenwich, CT
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Balcony
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Porch
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Charming 4 bedroom home at the end of a quiet country lane on a horse farm. Country kitchen with a lovely patio and grill. Heated and cooled with recently installed geothermal enjoy peace and tranquility in a beautiful setting. Horses live on the property, please inquire about lessons or trail... View all property information
    Location Information
    Greenwich, Connecticut 06831
    1 / 20
    Carmel, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Washer
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Secluded lakefront cottage w/ private dock on China Pond in the Sedgewood Club One hour drive from Upper Westside. Enjoy swimming and fishing in pristine spring fed waters (no motorboats). Private golf course (no tee times) and clay tennis courts available on Club premises. Charming Adirondack... View all property information
    Location Information
    Carmel, New York 10512
    1 / 42
    Weston, CT
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • 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
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    1 / 16
    North Salem
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Grill
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    About this property
    This gracious and well appointed Coach House has been beautifully renovated. The Light and Airy Two Floor cottage is situated on the property of an historic home, and offers a Pool, mature gardens, riding and hiking trails. It's near excellent fishing spots. Dine al fresco on your private patio!... View all property information
    Location Information
    North Salem, Westchester County 10560
    1 / 37
    South Salem
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    This wonderful 2500sqf, 3 bedroom 2.5 bathroom home located on 6 acres is decorated with modern and contemporary art creating a homey and comfortable environment which you will enjoy during your stay here. The privacy and quiet is paralleled only by the view of the woods which you can see from the... View all property information
    Location Information
    South Salem, Westchester County 10606
    1 / 24
    Rowayton, CT
    2 Bedrooms, 9 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
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    • 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 / 6
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Air Conditioning
    • Internet Access
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    This apartment has a very nice view. It is convenient to supermarket and other stores. Buses and Transit Center to NYC minutes away. This is a share in a 2 bedroom apartment. There are 2 bathrooms and the place is very sunny. Need a quiet, discreet roommate. The cable, gas & electric, internet... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 5
    Greenwich, CT
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Wi-Fi
    • Air Conditioning
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    With my children off to college I have an empty 3rd floor (so availability is around the school calendar). Neat 3rd floor unit with its own bedroom, separate sitting room, small fridge, microwave, coffee-maker, bathroom (stall shower), TV, and table for 4. Ideal for someone working weekdays in... View all property information
    Location Information
    Greenwich, Connecticut 06830
    1 / 12
    Greenwich, CT
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Patio
    • Private Garden
    • Secure Parking
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Greenwich, Connecticut 06831
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • x
    About this property
    Great master bed room with a queen size bed. Close to shops, restaurants, city park, and within walking distance to the Metro North train station with service to Midtown New York City Grand Central station. Easy access to Hwy and downtown White Plains, Westchester county center and White Plains... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 16
    Westport, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Outdoor Dining Area
    • Satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 14
    Ridgefield, CT
    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 / 30
    Westport, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • 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
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    1 / 11
    Greenwich, CT
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    • Patio
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Greenwich, Connecticut 06831
    1 / 32
    Greenwich, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Satellite TV
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Lauren Berger Collection is proud to be recognized as one of the best Vacation Rental companies in the world by the best, The Vacation Rental Guide. A forty-five minute drive from Manhattan but a world away from the clamor, this serene, elegant home is set on an acre of rolling lawns in one... View all property information
    Location Information
    Greenwich, Connecticut 06830
    1 / 11
    Stamford, CT
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
    • Housekeeping...
    • Balcony
    • Washer
    • Terrace
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    • 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 / 26
    Easton, CT
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    • 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 / 16
    Westport, CT
    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 / 12
    Chappaqua
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • Shared Garden
    • Outdoor Dining Area
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The cottage at Stone Croft is a quick train ride to Manhattan, but looks out on woods and a stream. The cottage is like a two story suite with a full kitchen. There is a queen bed in the main bedroom and a queen sofa bed upstairs. A great place for families and kids. There is a dishwasher,... View all property information
    Location Information
    Chappaqua, Westchester County 10514
    1 / 25
    Easton, CT
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Shared Garden
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    • 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
    1 / 15
    Westport, CT
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Secure Parking
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    • Private Garden
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    • 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 / 15
    Westport, CT
    3 Bedrooms, 9 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Ocean Views
    • Grill
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    • 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 / 9
    Westport, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
    • 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 / 16
    Stamford, CT
    Private Room, 1 Bathroom, Sleeps 1 | Quick View
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    • Terrace
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Washer
    • Housekeeping...
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is a family atmosphere place appropriated for business, study or enjoys the city and surrender areas, conveniently located right at downtown Stamford CT. in a Christian couple's apartment. Restaurants, shopping centers, University of Connecticut, entertainments lest than 1 mile away. Metro... View all property information
    Location Information
    Stamford, Connecticut 06905