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Stamford Holiday Homes

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    All 25 Rentals in Stamford
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    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    At Prospect Street Apartments, more is always better. Featuring high-rise apartment buildings surrounding a contemporary atrium, Prospect Street Apartments are the place to live in downtown Stamford. Our apartment homes will redefine your standard of living. Interior features include hardwood...
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    Stamford, Connecticut 06901
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    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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    Stamford, Connecticut 06901
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The following rentals are within 25 kilometres of Stamford.
    Charming and immaculate 3 br duplex!1 / 23
    (7)Excellent
    Greenwich
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2016
    We stayed in Greenwich for a week to attended a family wedding. We needed a rental that was big enough for 3 adults with lots of luggage with reasonable access to NY. This...
    Reviewed 7 January 2015
    I stayed here with my family for 5 days in new year's eve, because we wanted to be near Manhattan but in a quiet, nice and safe location. It was exactly what we needed! Very...
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    About this property
    Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The property has 3 quaint bedrooms...
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    Greenwich, Connecticut 06830
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Quaint and immaculate 3 br duplex!1 / 30
    (2)Very good
    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2017
    From opening the front door, we felt at home.It was so inviting, well equipped and we found out with in days that we need a Fridge Freezer with an ice dispenser/cold water in...
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    About this property
    Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The property has 3 quaint bedrooms...
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    Greenwich, Connecticut 06830
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Mount Kisco, NY
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the end of a quiet, semi-private road, this delightful Country Retreat offers a tranquil and serene experience for your vacation stay. The lush trees will embrace you and provide a sense of seclusion, yet the wide-open space allows for wandering eyes to breathe in the stunning views of...
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    Location Information
    Mount Kisco, Westchester County 10549
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
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    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Greenwich, Connecticut 06830
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Greenwich
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Private Garden
    • Secure Parking
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Greenwich, Connecticut 06831
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Southport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Southport, Connecticut 06890
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Elegant, Newly Renovated 5 Bedroom Home1 / 25
    (3)Very good
    White Plains, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2015
    This is an older home that has been refurbished and is presently in good condition. There are three levels of stairs and the hand railing on each landing is secure but low. The...
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    About this property
    Only 30 minutes away from New York City this gorgeous vintage duplex home from the 1920's that has stayed within the family for many generations. It has been fully renovated as of late January 2015 from top to bottom and includes some new appliances and furniture. It is a 3 story house with high...
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    Location Information
    White Plains, Westchester County 10606
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Memory Lane Farm1 / 11
    (1)Terrible
    Greenwich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    • Patio
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Greenwich, Connecticut 06831
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    NYC Midtown 30 minutes-Scarsdale on Golf Course1 / 23
    (5)Excellent
    Scarsdale, NY
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2017
    My extended family gathered here from all corners of the country to be under one roof together- this home made it all possible. Quick access from train or Bronx River Parkway...
    Reviewed 8 June 2017
    This is a beautiful house and perfect for large family gatherings. Our family was in Hartsdale to celebrate a 50th anniversary. Most of my adult siblings and a young adult...
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    About this property
    Beautiful sunny spacious home located on a private cul-de-sac providing a tranquil and quiet setting . Two master bedroom suites with own master baths. Master bedroom has a deck which overlooks the golf course. Cathedral ceilings throughout, family room with 60 inch smart flat screen TV, french...
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    Scarsdale, Westchester County 10583
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
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    • 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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    Weston, Connecticut 06883
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
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    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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    Westport, Connecticut 06880
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Greenwich
    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
    Kid 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...
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    Greenwich, Connecticut 06831
    Holiday Rental House - 4 Bedrooms, 6 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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    Location Information
    Pound Ridge, Westchester County 10576
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Weston
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Weston, Connecticut 06883
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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
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    Chappaqua, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Parking
    • Balcony
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    • Shared Garden
    • Outdoor Dining Area
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Chappaqua, Westchester County 10514
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 2nd floor. Roof deck with table & umbrella plus grill. Great water views and lovely spot to hang! And an...
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    Westport, Connecticut 06880
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    White Plains, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely Victorian in White Plains AVAILABLE FOR JULY +- a week or so We are on a hill, facing WEST so we get some fantastic sunsets. Close to Manhattan, White Plains is a small city, and a unique suburban community. This wonderful Victorian style house was built in 1902. We have lived here for 35...
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    Location Information
    White Plains, Westchester County 10606
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    Glen Cove, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for an easy-going New York getaway, this 3-bedroom, 2.5-bath vacation rental house is a splendid home base in Glen Cove. This home sleeps up to 7 travelers, boasts 2 living spaces, a private heated pool, and hot tub. Enjoy a shopping spree at the Americana Manhasset Mall just 15 minutes away....
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    Glen Cove, Long Island 11542
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    White Plains, NY
    5 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Patio
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Its an older home built in 1906 and bought by my grandparents 50 years ago. It has a landscaped front and back yard that is professionally maintained. There is a large driveway that can hold an ADDITIONAL 5+ vehicles. There is a back patio where you can grille and lounge. There is a table and...
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    Location Information
    White Plains, Westchester County 10606
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 4
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