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Vacation Rentals in New Windsor, NY and nearby

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    1 / 34
    New Windsor
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    The following rentals are within 10 miles of New Windsor, New York.

    1 / 24
    5 of 5 stars (3) Excellent
    Cold Spring
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 19
    5 of 5 stars (2) Excellent
    Cornwall on Hudson
    5 Bedrooms, 3 Bathrooms, Sleeps 17 | Quick View
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    1 / 13
    5 of 5 stars (5) Excellent
    Cold Spring
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Mountain Views
    • Internet Access
    • DVD Player
    • Outdoor Dining Area
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This cozy 3 bedroom lakeside deck house is perfect for a small family (pet friendly!) to spend a weekend, a week or a whole month. Nestled in the woods near Cold Spring, NY on the Hudson River, an hour and 20 minutes from Manhattan, the property includes a small lake perfect for cool summer swims... View all property information
    Location Information
    Cold Spring, New York 10516
    5 of 5 stars Reviewed December 2, 2013
    My parents visit me every year in New York City and this year we wanted to get out of the city. I did some research and came upon this place and took a leap of faith, renting it...
    5 of 5 stars Reviewed August 12, 2013
    The house very appealing and well equipped and the owner is very pleasant, informative and easy to work with. There is glass all around to view the spectacular wooded surroundings...
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    1 / 7
    2 of 5 stars (1) Poor
    Fishkill
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Our family has owned the house since the fifties. It's a cozy cottage with old world charm that you'll fall in love with. There's a living room, kitchen, bathroom, front and back yard, and two bedrooms. Beds are made upon arrival and there are clean linens. Our house keeper lives up the road and... View all property information
    Location Information
    Fishkill, New York 12524
    1 / 23
    4 of 5 stars (1) Very good
    Beacon
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Porch
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PLEASE NOTE: I DO NOT RENT FOR FOR 1 NIGHT. THERE IS A 2 NIGHT MINIMUM. Continue reading further down in this box for 5***** Reviews. Here's a sample: "More like a boutique hotel." "This house is a dream come true." "Great owner, great location!" This home in beautiful Hudson Valley is a... View all property information
    Location Information
    Beacon, New York 12508
    1 / 22
    Washingtonville
    3 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The perfect vacation home nestled in storybook woods just 60 miles from New York City. Find yourself surrounded by luxury within and lush greenery without. Spacious yet cozy, fully-furnished rooms are ideal for relaxation: TV and home entertainment system, kitchen with breakfast area, formal... View all property information
    Location Information
    Washingtonville, New York 10992
    1 / 18
    Cold Spring
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Sauna
    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    About an hour from New York City by car or train, our family's secluded and cozy old school country house is nestled against acres of unspoiled woodlands. Perfect for a getaway or West Point graduation. In this private spot you will find a beautiful 60-foot in-ground pool surrounded by a flagstone... View all property information
    Location Information
    Cold Spring, New York 10516
    1 / 12
    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • x
    Location Information
    Fort Montgomery, New York 10922
    1 / 1
    Beacon
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Private getaway at the base of Mt. Beacon. Easy access to hiking trails and walking distance to downtown Beacon. Views of the Hudson Valley from the front exposure, and mountains to the rear. Large airy bedroom with a beautiful tiled bath. The Space The maid's wing of our brick Dutch colonial... View all property information
    Location Information
    Beacon, New York 12508
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    1 / 17
    Beacon
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Private Yard
    • Wi-Fi
    • Secure Parking
    • Terrace
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lovely 3 bedroom Victorian home in trendy Beacon, NY. Walk to shops, restaurants, bars, etc. Two full bathrooms, 1 with 12-jet jacuzzi, sleeps 7 with add'l attic room off bedroom, full kitchen, French Provincial antiques, hardwood floors. Across from park, walk to town to shop & eat, Mt. Beacon,... View all property information
    Location Information
    Beacon, New York 12508
    1 / 12
    4 of 5 stars (1) Very good
    Newburgh
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Patio
    • Waterfront
    • Grill
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    I am offering a 1912 lovely foursquare home overlooking historic Downing Park and pond ( private second floor with bedrooms and bath.... dinning room available). Home has most of it's original details. Home is filled with original artwork and Hollywood memorabilia. Newburgh is the second largest... View all property information
    Location Information
    Newburgh, New York 12550
    4 of 5 stars Reviewed July 14, 2016
    This place was beautifully decorated, and the bedroom was really nice and spacious with a great mattress. We only stayed one night for a wedding so didn't explore the area much...
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    1 / 7
    Beacon
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    All the comforts of home smack dab in the middle of all the best that Beacon has to offer. This airy 1920s bungalow is 3 blocks from cafe's, antique shops, and great restaurants on Main St. There is a fireplace, large eat-in kitchen, 6 person dining table, brand new bathroom, great backyard and... View all property information
    Location Information
    Beacon, New York 12508
    1 / 24
    Cold Spring
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • Internet Access
    • Patio
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Serene, beautiful, nestled in woods on private 10 acre property with pool. One 2 BR cottage and separate 1 BR loft apartment across driveway on top of barn. Two BR cottage has AC, hi speed internet and 55" TV, DVD, cable and fireplace. The separate loft apartment has its own kitchen, ceiling... View all property information
    Location Information
    Cold Spring, New York 10516
    1 / 23
    Newburgh
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Private Yard
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Restored Cape Cod single family home on a private lake close to NYC. Sleeps 7 with 1 full bath and 1 half bath. Master bedroom has a queen & a full size bed, 2nd bedroom has a queen size bed & small children's bedroom has a twin bed. Main floor has a large flat screen TV with FIOS. Wifi is... View all property information
    Location Information
    Newburgh, New York 12550
    1 / 14
    Marlboro
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
    • Housekeeping...
    • Central Heating
    • Parking
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Large 3 bedroom first floor house located on top of a hill in a quiet neighborhood. Home owned by family for over 40 years. - Owner will rent for 7-120 days at 1st, after the renter will be able to renew the lease if they choose & if owner approves. The Space Looking to rent the first floor of a... View all property information
    Location Information
    Marlboro, New York 12542
    1 / 8
    Garrison
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Satellite TV
    • Private Yard
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our 1400 sq. ft. Saltbox style home was built in the early 1980's. It sits on 2.25 acres. with each room having a view of the garden that surrounds the house. Our road is a neighborhood of friends, young and old. In an hour we can be at the top of a mountain looking down on the Hudson River and... View all property information
    Location Information
    Garrison, New York 10524
    1 / 4
    Newburgh
    3 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    It's a beautiful neat stable home, smoke free for a big family even children is able, must leave house the way we left it, neat and clean environment. You will be provided with free food as well, clean sheets, clean rest room, free pool area in the backyard with an indoor jacuzzi you will love it... View all property information
    Location Information
    Newburgh, New York 07666
    1 / 41
    Garrison
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Sauna
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming 1910 Farmhouse, 3 Bedrooms plus two outbuilding with two additional rooms, 2.5 Baths (Sleeps up to 12) There are many great homes in this area. Although our home is truly a retreat. I once wanted to own a spa and the closest I have come is adding endless amenities. The grounds are... View all property information
    Location Information
    Garrison, New York 10524