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Vacation Rentals in New Windsor, NY and nearby

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    All 16 Rentals in the New Windsor Area
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    From
    $80
    / Night
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    1 / 7
    4 of 5 stars (1) Very good
    New Windsor
    1 Bedroom / 3 Bathrooms / Sleeps 2
    traveler have booked this property
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    The following rentals are within 15 miles of New Windsor, New York.

    From
    $130
    / Night
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    1 / 25
    Monroe
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    From
    $145
    / Night
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    1 / 13
    Wallkill
    1 Bedroom / 3 Bathrooms / Sleeps 2
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    From
    $11
    / Night
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    1 / 19
    5 of 5 stars (2) Excellent
    Cornwall on Hudson
    5 Bedrooms / 3 Bathrooms / Sleeps 17
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • Ping Pong Table
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Water Views
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    We are 60 minutes from Manhattan ..yet totally secluded . Heated in ground swimming pool Lots of historic things to see here . Also can rent kayaks to cruise the River 20 Minutes from Woodbury Commoms world famous out let stores. Huge fire place and skiing near by. Walking distance to places... View all property information
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    Location Information
    Cornwall on Hudson, Cornwall 12520
    5 of 5 stars Reviewed January 10, 2015
    We returned again this past Thanksgiving to stay at Susan's Hudson River Home with extended family. Severe weather made our arrival a bit challenging, but we were in touch with...
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    From
    $240
    / Night
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    1 / 13
    5 of 5 stars (5) Excellent
    Cold Spring
    3 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Water Park Nearby
    • TV
    • Shared Tennis Court
    • Internet Access
    • Mountain Views
    • Stereo System
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    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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    $300
    / Night
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    1 / 5
    5 of 5 stars (1) Excellent
    Monroe
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Fireplace
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Linens Provided
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Caren House Bed and Breakfast is located 3 miles from Woodbury Commons Premium Outlets in Harriman, NY. We provide transportation to and from the Commons. We are also close to West Point Military Academy, a Jack Nicklaus Golf Course, the Applachian Trail, wineries, Orange County Choppers. We are... View all property information
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    Location Information
    Monroe, New York 10950
    From
    $260
    / Night
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    1 / 23
    4 of 5 stars (1) Very good
    Beacon
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Dryer
    • Patio
    • DVD Player
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Beacon, New York 12508
    From
    $225
    / Night
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    1 / 1
    Beacon
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Towels Provided
    • Linens Provided
    • Stereo System
    • Satellite TV
    • Mountain Views
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Beacon, New York 12508
    From
    $300
    / Night
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    1 / 22
    5 of 5 stars (2) Excellent
    Cold Spring
    4 Bedrooms / 3 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Dryer
    • Patio
    • Deck
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Picture perfect 4 bedroom home in the heart of beautiful Cold Spring village! You don't need to have a car to enjoy a few days in the country. Take Metro North to Cold Spring and walk to the house. If you do drive, our property will accomodate up to 4 cars. Our family friendly house will be... View all property information
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    Location Information
    Cold Spring, New York 10516
    5 of 5 stars Reviewed June 13, 2015
    We rented this house for our family to stay at when our son graduated from West Point. It was a convenient 20-25 minute drive to post. The home is lovely inside with everything...
    5 of 5 stars Reviewed November 5, 2014
    The hosts were most responsive and helpful. We walked into a very lovely home, obviously decorated with lots of love and thoughtfulness. We had everything we needed and the town...
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    From
    $675
    / Night
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    1 / 18
    Garrison
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • TV
    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Sauna
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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 beautifully landscaped allowing for a walking meditation admiring the wonders of nature. Using our outdoor walking... View all property information
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    Location Information
    Garrison, New York 10524
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    $850
    / Night
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    1 / 28
    West Point
    5 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Refrigerator
    • Stove
    • Fireplace
    • Linens Provided
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This authentic Estate in majestic Hudson Valley has high-style, classic interior with 5 spacious, scenic bedrooms, Master Bedroom Suite with Steam room & Jacuzzi, 3 baths, 2 fireplaces, Air condition& WIFI . It is situated on an over 3 secluded acre of bucolic grounds lush with stately trees and a... View all property information
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    Location Information
    West Point, New York 10917
    From
    $175
    / Night
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    1 / 13
    Blooming Grove
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Refrigerator
    • Internet Access
    • Dryer
    • Air Conditioning
    • Washer
    • Fireplace
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Just 65 miles from New York City, a cozy, artful three-bedroom home on five wooded acres along a babbling brook. Only minutes away from Storm King Arts Center, Woodbury Commons, Black Rock Forest, the Body Art Yoga Barn and Blooming Hill Farm. With floor to ceiling windows looking out in to the... View all property information
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    Location Information
    Blooming Grove, New York 10992
    From
    $200
    / Night
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    1 / 4
    Cold Spring
    9 Bedrooms / 9 Bathrooms / Sleeps 25
    Overview Make Inquiry
    Amenities & Details
    • Private Yard
    • Towels Provided
    • Wi-Fi
    • Secure Parking
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    community where members and local providers can connect. Your profile is your first impression to members, so make it count! Build a robust profile that includes a business description, operating hours, areas of specialty, responsiveness, reviews and more. Members consider this information before... View all property information
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    Location Information
    Cold Spring, New York 10516
    From
    $250
    / Night
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    1 / 24
    Washingtonville
    3 Bedrooms / 4 Bathrooms / Sleeps 20
    Overview Make Inquiry
    Amenities & Details
    • Fitness Room
    • Air Conditioning
    • Hot Tub
    • Deck
    • Internet Access
    • Satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Washingtonville, New York 10992
    From
    $595
    / Night
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    1 / 41
    Garrison
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Sauna
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Garrison, New York 10524
    From
    $300
    / Night
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    1 / 12
    Putnam Valley
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Boat Available
    • Water Views
    • Stereo System
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lake Oscawana surrounds three sides of the Rock on which the House stands. The lake is a 2.5 mile long stream- and spring-fed freshwater lake hidden in the Hudson Highlands. The unique siting gives privacy, perfect lake views and immediate lakeshore access. Originally built in the Twenties as a... View all property information
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    Location Information
    Putnam Valley, New York 10579