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Westchester County Holiday Rentals

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    Travellers to Westchester County are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 23 Rentals in Westchester County
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    Lovely home, 30 min train to Manhattan1 / 26
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    South Salem, Westchester County 10606
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    NYC Midtown 30 minutes-Scarsdale on Golf Course1 / 23
    (5)Excellent
    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 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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    Scarsdale, Westchester County 10583
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large 6 BR brick home on quiet tree-lined street off Esplanade. 1st Fl. LR/fireplace, eat-in kitchen & formal DR, sunroom, 1/2 bath, 2 BR/full bath. 2nd Fl. Master BR/adjoining BR/playroom,  3 BR, full bath, sitting/Office/reading area. Easy access to major airports/public transportations. 25...
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    Pelham Manor, Westchester County 10803
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    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
    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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    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 offer 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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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Balcony
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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!...
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    Location Information
    North Salem, Westchester County 10560
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    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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    Elegant, Newly Renovated 5 Bedroom Home1 / 25
    (3)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • 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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    Home1 / 7
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Grill
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2016
    Location was perfect for our purpose. Close to village shops and cafes. Rooms and beds are decent and comfortable enough.Friendly owner. We have suggestions for improvement...
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    About this property
    In the peaceful Village of Pelham, at few blocks from Metro North Train Station there is a large home, with a barbeque area. To rent only : 2 bedrooms with separate entrance and 1 bathroom. With the Metro North you are in New York Grand Cental in 30 minuets. Walking distance from restaurants, park...
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    Location Information
    Pelham, Westchester County 10803
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Lakewood Estate; Private & tranquil- less than one hour to NYC, sleeps up to 241 / 11
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This site was truly amazing. The accommodations were beyond expectations. The home has a very friendly warm feeling. There were seventeen of us and each party had their own...
    Reviewed 2 weeks ago
    We were looking for a house that would be large enough for our family and we booked Greta's place. The house was fantastic! It had 8 unique bedrooms each with period furniture...
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    About this property
    Secluded and private on over 100 protected acres, this historically significant 1800's estate boasts a good amount of extras. Private tennis court, hiking trails, fishing, golf course (4 miles away), and your own farmhouse. Meticulously maintained, each room is tastefully decorated and immaculate....
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    Location Information
    Croton on Hudson, Westchester County 10520
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 24
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Porch
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an independent room with separate access. The room is fully furnished with a queen bed, breakfast table, couch, Cable TV and internet. The room also has a separate kitchen and a shared laundry. The guests are allowed to cook with an electric /induction stove.Two miles from Annesville creek...
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    Location Information
    Cortlandt Manor, Cortlandt 10567
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #1 HOST IN BRONX, 45 MIN MANHATTAN. Our cool and comfortable 2BEDROOM apartment with a private bathroom has a true feel of the city..Its comfortable and fits 5 and is centrally located on a quiet street, just one block from all major public transportation..Enjoy Little Caesars Pizza up the...
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    Mount Vernon, Westchester County 10466
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We offer a variety of services to help property owners keep on traCKt with renting, acquiring, maintaining, repairing, renovating and selling their properties. We have many vacation rentals available throughout the Westchester and the 5 Boroughs. We offer a variety of services to help property...
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    Location Information
    Mount Vernon, Westchester County 10550
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelham Train Station 1 Bed 1 Bath This 1 Bedroom 1 Bathroom has two flat screen TV's with Directv including NBA and NFL packages. There is high speed internet Just a 2 minute walk to the train which is just 28 minutes to NYC's Grand Central Station. The apartment features bleached hard wood floors,...
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    Location Information
    Pelham, Westchester County 10803
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Location Information
    Croton on Hudson, Westchester County 10520
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION, LOCATION ONLY 14 (short) Miles from Midtown! ONLY 22 * QUICK * Minutes to Grand Central Station on Metro North! Enjoy a relaxing stay, with a home away from in this 1 bedroom apartment. We offer a comfortable bed in the bedroom, clean bathroom, kitchen, fridge, microwave, sink, counter...
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    Mount Vernon, Westchester County 10552
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to public transport. You’ll love my place because of the coziness, , the views, the location, the people. My place is good for couples, solo adventurers and business travelers. This is a huge house with lots of warmth and character. We are in a very safe area with lovely neighbors...
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    Location Information
    Yonkers, Westchester County 10701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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