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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
Per Night
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1 / 7
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New Windsor
1 Bedroom, 3 Bathrooms, Sleeps 2
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The following rentals are within 15 miles of New Windsor, New York.

From
$300
Per Night
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1 / 5
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Monroe
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$420
Per Night
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1 / 26
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Cold Spring
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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From
$11
Per Night
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1 / 19
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Cornwall on Hudson
5 Bedrooms, 3 Bathrooms, Sleeps 17
Booking
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • 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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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
$130
Per Night
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1 / 25
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Monroe
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Situated on 7 wooded acres, a one-bedroom cottage with full kitchen, and bath. The cottage is one of two dwellings on the property. Our family lives full time in the main house. Located near major highways, just 55 miles north of New York City. Also only 10 minutes from the world famous... View all property information
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From
$225
Per Night
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1 / 1
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Beacon
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • 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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From
$225
Per Night
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1 / 13
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Cold Spring
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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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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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From
$260
Per Night
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1 / 23
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Beacon
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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From
$675
Per Night
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1 / 14
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Garrison
4 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Gym
  • Internet Access
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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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From
$300
Per Night
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1 / 22
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Cold Spring
4 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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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
$250
Per Night
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1 / 24
Washingtonville
3 Bedrooms, 4 Bathrooms, Sleeps 20
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
$1,800
Per Night
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1 / 7
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Campbell Hall
6 Bedrooms, 5 Bathrooms, Sleeps 20
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Set at the end of an upscale neighborhood. Our home has great space for entertaining and/or meeting space. We are minutes away from Brotherhood Winery, Woodbury Common Premium Outlets, West Point, Bear Mountain, Skiing and Golfing. We have a large great room, sunporch, back deck overlooking 18... View all property information
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From
$400
Per Night
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1 / 16
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Garrison
Studio, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
We love our home it has lots of space and lots of natural light. Our home has lots of contemporary art work and furniture. It is the last home on the secluded road and offers a kind of private ideal for families. Great for summer rentals, holiday parties, Wedding parties, receptions, and then just... View all property information
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From
$850
Per Night
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1 / 28
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West Point
5 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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From
$145
Per Night
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1 / 13
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Wallkill
1 Bedroom, 3 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Housekeeping...
  • Mountain Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spa B&B of the Hudson Valley is a boutique vacation destination that combines everything you expect from an upscale bed and breakfast, clean airy rooms, lovely living areas, and delicious breakfasts with the opportunity to benefit from spa treatments at the in-house Miracles Day Spa. Spa B&B of the... View all property information
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From
$300
Per Night
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1 / 12
Putnam Valley
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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  • Suitable for children (2)
  • Pet friendly (4)
  • Smoking allowed (0)

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Suitability

  • Wheelchair access (2)
  • Elder access (4)
  • Suitable for children (2)
  • Pet friendly (4)
  • Smoking allowed (0)

Amenities

  • Internet (13)
  • Other outdoor space (13)
  • Air Conditioning (12)
  • Parking (12)
  • Grill (10)
  • View all amenities