A calm lake at sunset with trees and grass along the shore.

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Our top choices for New Windsor vacation homes

1. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
The price is AED 797
AED 1,913 total
includes taxes & fees
3 Dec - 4 Dec
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

2. Hudson View Hot Tub · Walk to Waterfront

Hudson View Hot Tub · Walk to Waterfront
Newburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is AED 1,419
AED 3,009 total
includes taxes & fees
3 Dec - 4 Dec
Hudson View Hot Tub · Walk to Waterfront

3. House + Suite for 6 · Hot Tub · Walk to River

House + Suite for 6 · Hot Tub · Walk to River
Newburgh
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,782
AED 4,414 total
includes taxes & fees
5 Nov - 6 Nov
House + Suite for 6 · Hot Tub · Walk to River

4. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable house and great location."
United States
Betty B.
The price is AED 1,128
AED 2,495 total
includes taxes & fees
22 Nov - 23 Nov
Bright Cornwall-On-Hudson Vacation Rental!

5. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 834
AED 1,592 total
includes taxes & fees
3 Nov - 4 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

6. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is AED 433
AED 1,614 total
includes taxes & fees
3 Nov - 4 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed

7. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
United States
Sara
The price is AED 1,005
AED 1,251 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

8. complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"oh my god the best place it feels like home"
United States
Phelicia G.
The price is AED 2,496
AED 4,141 total
includes taxes & fees
3 Nov - 4 Nov
complete privacy vacation home [private pool]

9. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AED 566
AED 1,065 total
includes taxes & fees
3 Nov - 4 Nov
Fabulous 3bdrm Home w/parking!

10. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 760
AED 1,344 total
includes taxes & fees
1 Dec - 2 Dec
Lovely 3BR Home with parking-Walk to WP Gate!

11. 3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
United States
Cheryl N.
The price is AED 751
AED 1,912 total
includes taxes & fees
8 Nov - 9 Nov
3BR Hudson Valley home perfect for families!

12. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is AED 597
AED 1,136 total
includes taxes & fees
3 Nov - 4 Nov
Perfect 2BR with Free Parking! Walk to West Point!

13. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
The price is AED 1,414
AED 1,973 total
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake

14. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 264
AED 490 total
includes taxes & fees
5 Nov - 6 Nov
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

15. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,010
AED 1,472 total
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!

16. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is AED 621
AED 943 total
includes taxes & fees
3 Nov - 4 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

17. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is AED 700
AED 1,277 total
includes taxes & fees
3 Nov - 4 Nov
Hudson Valley/West Point Retreat w/ parking!

18. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is AED 314
AED 525 total
includes taxes & fees
3 Nov - 4 Nov
Glamping Tent & Campsite by Minnewaska State Park

19. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (45 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is AED 643
AED 1,600 total
includes taxes & fees
4 Nov - 5 Nov
The DeVita House Est. 1900

20. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is AED 1,414
AED 1,973 total
includes taxes & fees
3 Dec - 4 Dec
Hickory on Willow Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Windsor Hotel Reviews