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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for New Windsor vacation homes

A room with a bay window overlooking a lake and autumn foliage, featuring two green armchairs, a small table, and a potted plant.

1. 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 1,336
AED 3,193 total
includes taxes & fees
26 Oct - 27 Oct
Hudson View Hot Tub · Walk to Waterfront
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

2. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"
United States
Dawn H.
Bright Cornwall-On-Hudson Vacation Rental!
A bed in a tent-like room with a view of trees through a window.

3. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is AED 1,690
AED 2,265 total
includes taxes & fees
8 Nov - 9 Nov
Large,Cozy,Bright Apartment, Business Themed.
Room

4. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Cornwall
9.0 out of 10, Wonderful, (2 reviews)
"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "
United States
Jeff M.
The price is AED 1,708
AED 3,545 total
includes taxes & fees
27 Oct - 28 Oct
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
A deck with Adirondack chairs, a fire pit, and a grill.

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 801
AED 1,601 total
includes taxes & fees
26 Oct - 27 Oct
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

6. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AED 459
AED 1,499 total
includes taxes & fees
27 Oct - 28 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

7. 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 848
AED 1,489 total
includes taxes & fees
17 Nov - 18 Nov
Fabulous 3bdrm Home w/parking!
A blue house with a white porch, a welcome sign, and a mailbox.

8. 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 511
AED 1,796 total
includes taxes & fees
26 Oct - 27 Oct
3BR West Point Retreat-3min to Back Gate+ King Bed
An outdoor patio area with a covered seating area, a pool, and potted plants.

9. 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 1,319 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

10. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is AED 624
AED 1,805 total
includes taxes & fees
1 Nov - 2 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A room with a wooden floor, a white door with a number, and a window with blinds.

11. 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 1,253
AED 2,080 total
includes taxes & fees
25 Nov - 26 Nov
Lovely 3BR Home with parking-Walk to WP Gate!
A two-story house with a front porch and a landscaped garden.

12. 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, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 264
AED 522 total
includes taxes & fees
28 Oct - 29 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

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 2,071 total
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

14. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,010
AED 1,536 total
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!
Pool

15. 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 4,358 total
includes taxes & fees
26 Oct - 27 Oct
complete privacy vacation home [private pool]
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

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 1,035 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

17. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (41 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is AED 826
AED 1,500 total
includes taxes & fees
26 Oct - 27 Oct
Contemporary Cozy Cottage
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is AED 2,267
AED 3,501 total
includes taxes & fees
25 Nov - 26 Nov
Hudson Valley/West Point Retreat w/ parking!
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

19. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (61 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
The price is AED 649
AED 1,418 total
includes taxes & fees
26 Oct - 27 Oct
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

20. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
The price is AED 1,052
AED 1,842 total
includes taxes & fees
16 Nov - 17 Nov
Luxury 3BR with King Beds in Montgomery Village
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

Windrose On Hudson

Windrose On Hudson

8/10 Good
"Beautiful grounds, not enough parking. Not enough towels, breakfast not available the day we came."
Anna 1-night trip
Posted 3 hours ago
Windrose On Hudson