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Greenwich Holiday Homes

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    $381 Average
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    Don't let other travellers get your favourite Greenwich area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Greenwich
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    Greenwich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Quaint and immaculate 3 br duplex!1 / 26
    (1)Excellent
    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Greenwich
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    • 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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    Location Information
    Greenwich, Connecticut 06830
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Greenwich
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Greenwich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Greenwich
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Greenwich, Connecticut 06830
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The following rentals are within 15 kilometres of Greenwich.
    Serene Connecticut Retreat - Luxury 2 bedroom apt1 / 21
    (2)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 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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    Stamford, Connecticut 06903
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private pool house with access to pool and tennis1 / 6
    (1)Excellent
    Darien
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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....
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    Location Information
    Darien, Connecticut 06820
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    Location Information
    Scarsdale, Westchester County 10583
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • Parking
    • Shared Garden
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    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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    Bayville, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a luxury, modern, waterfront house with 4500 square ft. There are 10 large rooms. All rooms have wall to wall glass windows overlooking the bay. Brand new house with all brand new appliances. KItchen, 2 living areas, 2 fire place 2, dining room, family room, recording studio, meditation...
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    Location Information
    Bayville, Long Island 11709
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stamford
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Housekeeping Included
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Stamford, Connecticut 06905
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Rye, NY
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is good for couples or families with kids. Colonial English Cottage property built in 1925. The house is in a great location close to all the Rye amenities and only 23 minutes to NYC by train. There are a two car garage and plenty of parking in the driveway. You will be 5 walking distance...
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    Location Information
    Rye, Westchester County 10580
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    White Plains, NY
    5 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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