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Westchester County Family & Kid Friendly Rentals

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    Travelers to Westchester County are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    22 Matching Rentals in Westchester CountyView all 30 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 4 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Quaint Yonkers Condo - 1 Block to Hudson River!1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Go bonkers in Yonkers and stay at this charming 2-bedroom, 1-bathroom vacation rental condo! Situated in the Ravine Gardens Condominiums, this peaceful property includes sleeping arrangements for 6, several modern conveniences, and is less than a block from the Hudson River. Whether you're dining...
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    Yonkers, Westchester County 10701
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelham Train Station 1 Bed 1 Bath - 4 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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    Pelham, Westchester County 10803
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Gavin Guest Home. A private, newly renovated house. Only a 1/2 hour train ride to NYC, a 5 min drive to Empire City, and a 2 min walk to Woodlawn. Close to it all, but far enough away for some peace and quiet. It truly is the best of both worlds. Close to public transport and...
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    Yonkers, Westchester County 10704
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Private Yard
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can rest, and get away from the hustle and bustle of the city in this comfortable, private home. _____________ To get to Manhattan: MetroNorth train (25 min), subway #2 and #5 (50 min), driving by car (30 min). Very close to major highways by car. _____________ You will have the entire first...
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    Mount Vernon, Westchester County 10552
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Westchester Hudson Valley Estate - Private, less than 1 hour from NYC1 / 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 November 28, 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 November 28, 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. Historic, yet updated and upgraded with modern touches. Private tennis court, hiking trails, fishing, golf course (4 miles away), kayaking the Hudson River,...
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    Croton on Hudson, Westchester County 10520
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 24
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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 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
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    • Private Yard
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    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
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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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 November 19, 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 June 8, 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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Private Yard
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    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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    Bronxville, Westchester County 10708
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    1928 detached brick home in North West Yonkers. Close to Ridgehill Mall and Cross County Mall. Near I87, Sawmill Parkway and Bronx River. Tree lined street, quiet neighborhood near police and fire departments. Metro north is a 5min drive and a 15min commute from the station to Manhattan. Modern...
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    Yonkers, Westchester County 10703
    Rental Home - 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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    New Rochelle, Westchester County 10805
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • Shared Yard
    • 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
    Rental Home - 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 Yard
    • 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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    White Plains, Westchester County 10606
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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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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    Cortlandt Manor, Cortlandt 10567
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    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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    Mount Vernon, Westchester County 10466
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private room with all new furniture in ideally located historic home. House has hardwood floors, full kitchen, formal dining area, smart TV in common area, Wi-Fi, cozy bedding, 1.5 baths, and washer/dryer. Kensico Dam, Westchester Medical Center, NY Medical College, Stone Barns Center & Blue Hill...
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    Valhalla, Westchester County 10595
    Private Room - 1 Bedroom, 2 Bathrooms, 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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    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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    Mount Vernon, Westchester County 10466
    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
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 4
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