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Holiday Homes in Westchester County

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    Travellers to Westchester County are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 30 Rentals in Westchester County
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    Lovely home, 30 min train to Manhattan1 / 26
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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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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    Home1 / 7
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    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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    10549, Mount Kisco, Westchester County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rooms in home fully furnished. Includes cable, wireless, modern kitchen, washer, dryer. View of Hudson. 30 minutes to time square. Train 15 minute walk. Quiet neighborhood. yard. queen size beds, linens available... Access is available to yard and to the terraces on both the second and the first...
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    10701, Yonkers, Westchester County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Rooms in home fully furnished. Includes cable, wireless, modern kitchen, washer, dryer. View of Hudson. 30 minutes to time square. Train 15 minute walk. Quiet neighborhood. yard. queen size beds, linens available... Access is available to yard and to the terraces on both the second and the first...
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    10701, Yonkers, Westchester County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rooms in home fully furnished. Includes cable, wireless, modern kitchen, washer, dryer. View of Hudson. 30 minutes to time square. Train 15 minute walk. Quiet neighborhood. yard. queen size beds, linens available... Access is available to yard and to the terraces on both the second and the first...
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    10701, Yonkers, Westchester County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    10567, Cortlandt Manor, Cortlandt
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Patio
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great for families or temporary corporate accommodation. This 3,000 sq. ft property is only 35 minutes to NYC by Metro-North and 5 walking distance to Rye downtown and the train station. Your family will enjoy from 'Rye Country Club' with swimming pools, tennis, and golf. You can also visit the...
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    10580, Rye, Westchester County
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    10520, Croton on Hudson, Westchester County
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    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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    10606, South Salem, Westchester County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelham Train Station 1 Bed 1 Bath - A 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...
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    10803, Pelham, Westchester County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private beach house. Hidden vacation gem, a fully furnished, spacious, affordable home on a quiet street, only steps from your front porch to a private beach on Long Island Sound. Convenient--it's only a half hour by train or car from Grand Central Station. Great for walking, biking, swimming,...
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    10805, New Rochelle, Westchester County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    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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    10576, Pound Ridge, Westchester County
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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 19 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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    10583, Scarsdale, Westchester County
    Holiday Rental House - 5 Bedrooms, 4 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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    10520, Croton on Hudson, Westchester County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 28 November 2017
    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 28 November 2017
    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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    10520, Croton on Hudson, Westchester County
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 24
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly set amongst majestic century old trees and mansions in the Historic Cedar Knolls Colony (Once home to Charlie Chaplin) and on the grounds of the Jerome Kern Estate. Pricing Excludes Holiday week. Short Walk to Bronxville (Metro North) Train Station. A perfect floor plan for everyday as...
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    10708, Bronxville, Westchester County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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
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    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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    10803, Pelham Manor, Westchester County
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    12 Bedrooms, 9 Bathrooms, Sleeps 30 Quick View
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    • 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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    10533, Irvington, Westchester County
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 30
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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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    10514, Chappaqua, Westchester County
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    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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    10606, White Plains, Westchester County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    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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    10466, Mount Vernon, Westchester County
    Condo/Apartment - 1 Bathroom, Sleeps 4
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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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    10606, White Plains, Westchester County
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    10560, North Salem, Westchester County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
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    Pet friendly
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    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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    10552, Mount Vernon, Westchester County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Experience city life at its finest when you stay at this 2-bedroom, 1-bathroom vacation rental apartment in the Bronx, New York. With the capacity to comfortably accommodate 4, this apartment is perfect for couples, friends, or small families traveling together. The Bronx is well known for its...
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    10466, Mount Vernon, Westchester County
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    About this property
    Ground floor apartment with a queen size bed, queen size sleeper sofa and all the amenities you will need to enjoy your stay in lower Westchester County with easy access to NYC. One bedroom with a queen sized bed, a small love seat sofa, a night stand, a HDTV and an ample sized closet....
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    10550, Mount Vernon, Westchester County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in all the excitement of The City That Never Sleeps by staying in this 1-bedroom, 1-bathroom vacation rental apartment in the Bronx. With accommodations to sleep 2, this is the perfect location for couples to enjoy a romantic retreat, while still being treated to all the comforts...
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    10466, Mount Vernon, Westchester County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    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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    10550, Mount Vernon, Westchester County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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