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Sleepy Hollow Holiday Rentals

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    Don't let other travellers get your favourite Sleepy Hollow area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Sleepy Hollow
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    The following rentals are within 15 kilometres of Sleepy Hollow.
    Elegant, Newly Renovated 5 Bedroom Home1 / 25
    (3)Very good
    White Plains
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lakewood Estate; Private & tranquil- less than one hour to NYC, sleeps up to 241 / 11
    (2)Excellent
    Croton on Hudson
    8 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    NYC Midtown 30 minutes-Scarsdale on Golf Course1 / 23
    (5)Excellent
    Scarsdale
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    White Plains
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Irvington
    12 Bedrooms, 9 Bathrooms, Sleeps 30 Quick View
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    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Voted one of the most luxurious homes in Westchester County, NY. Located 30 minutes from Midtown Manhattan, this gorgeous historical estate overlooks the Hudson River. Villa Nuits boasts 15,000sq feet of living space. Can sleep up to 26+ guests. All new amenities including fastest wi-fi, high-end...
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    Irvington, Westchester County 10533
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 30
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    New City, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Both bedrooms have King size beds with Tempurpedic memory foam cloud mattresses. Kitchen had great counter space, easy for cooking meals in. Living room has cozy Sofa bed with queen size mattress, flat screen TV and is a great lounging and relaxing area. There is cable and Wifi in apartment. Full...
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    New City, New York 10018
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chappaqua
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • 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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    Chappaqua, Westchester County 10514
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Nyack, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twenty minutes Twenty minutes to Manhattan. Private two bedroom lower level of a house not a basement. It has its own entrance, kitchen, bathroom, fire place and washer and dryer. Plenty of parking in a private driveway. Mass transit is walking distance.Also close to the Palisades mall, bear...
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    Nyack, New York 10994
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment is attached to the main house with a separate,private entrance. The apartment exits onto a patio next to the pool. It has a living room, bathroom and kitchen. Fully furnished. It is located on 3 acres of lawn and woodland. It is quiet. We are 48 minutes by train from mid...
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    Croton on Hudson, Westchester County 10520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Croton on Hudson
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Mountain Views
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For the adventurers who want to go camping, but don't want to buy hundreds of dollars worth of expensive equipment and might not have the vehicle to carry it all! Everything you will ever need for an amazing camping experience is provided for you! It will all be set up prior to your arrival and...
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    Croton on Hudson, Westchester County 10520
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    New City, NY
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large one bedroom with cozy back yard can sleep 6 people. Beautiful cozy furniture. Very nice and quite neighborhood with lots of convenient stores, bars, and restaurants. Just 8 short block from subway. We expect you to enjoy your stay with us to the fullest, making sure that you'll be provided...
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    New City, New York 10009
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    New City, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful private bedroom which is self contained.The bathroom is large with 2 sinks.It is a shared bathroom with 1 other room..There is a fridge ,microwave and coffee maker and kettle.Free Wifi.Free towels,Free line free satellite Tv..Everything you need for a comfortable stay at an affordable...
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    New City, New York 10035
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orangeburg, NY
    6 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thank you for visiting my listing. I am new on this site but am successfully listed on many other sites for review references search Rockland County NY. HOUSE RULES: Must leave the house as clean if not cleaner then how was given to you, please be respectful to the house and neighbors (especially...
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    Orangeburg, New York 10962
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 24
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    White Plains
    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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    New City, NY
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A residence-style Boutique Hotel, the Manhattan Club provides endless possibilities for the enjoyment of its guests. The Manhattan Club introduces a unique experience; blending a vacation ownership retreat with a luxury suite hotel. Centrally located in midtown Manhattan, it is convenient to many...
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    New City, New York 10019
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Tappan, NY
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a comfortable, furnished home in a quiet neighborhood on a 1/2 acre of wooded property. Backyard looks out into the woods. It's located just 5 minutes from the Palisades Parkway and about 15 miles from New York City. There is plenty of local shopping (supermarkets, restaurants, etc) plus a...
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    Location Information
    Tappan, New York 10983
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Tappan, NY
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a comfortable, furnished home in a quiet neighborhood on a 1/2 acre of wooded property. Backyard looks out into the woods. It's located just 5 minutes from the Palisades Parkway and about 15 miles from New York City. There is plenty of local shopping (supermarkets, restaurants, etc) plus a...
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    Location Information
    Tappan, New York 10983
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Enquiry
    Tappan, NY
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Payment Protection
    Amenities & Details
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a comfortable, furnished home in a quiet neighborhood on a 1/2 acre of wooded property. Backyard looks out into the woods. It's located just 5 minutes from the Palisades Parkway and about 15 miles from New York City. There is plenty of local shopping (supermarkets, restaurants, etc) plus a...
    View all property information
    Location Information
    Tappan, New York 10983
    Condo/Apartment - 1 Bathroom, Sleeps 2
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