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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for New Windsor vacation homes

A room with a large bay window, two green armchairs, a small round table, a white sofa, and a potted plant.

1. River Views & Hot Tub | Riverview on Washington

River Views & Hot Tub | Riverview on Washington
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 ￥62,174
￥143,864 total
includes taxes & fees
Oct 12 - Oct 13
River Views & Hot Tub | Riverview on Washington
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, (34 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.
The price is ￥48,561
￥113,045 total
includes taxes & fees
Oct 22 - Oct 23
Bright Cornwall-On-Hudson Vacation Rental!
A dining table with six chairs, a round table base, and a white wall in the background.

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 ￥72,680
￥98,173 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥73,554
￥150,975 total
includes taxes & fees
Oct 27 - Oct 28
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

5. 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, (13 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 ￥26,544
￥72,547 total
includes taxes & fees
Oct 12 - Oct 13
House on the Babbling Brook- Quiet 2BR + King Bed!
A deck with Adirondack chairs, a fire pit, and a grill.

6. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is ￥31,916
￥66,069 total
includes taxes & fees
Nov 3 - Nov 4
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
An outdoor patio area with a covered seating area, a pool, and potted plants.

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, (78 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is ￥43,450
￥56,634 total
includes taxes & fees
Oct 28 - Oct 29
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A house with a covered porch, stone foundation, and a front door with a wreath.

8. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
West Point Summer Pool Jacuzzi Events Pets OK
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

9. 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 ￥36,856
￥89,267 total
includes taxes & fees
Oct 31 - Nov 1
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A blue house with a white porch, a welcome sign, and a mailbox.

10. 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 ￥30,529
￥88,197 total
includes taxes & fees
Oct 14 - Oct 15
3BR West Point Retreat-3min to Back Gate+ King Bed
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 ￥38,699
￥68,932 total
includes taxes & fees
Nov 3 - Nov 4
Lovely 3BR Home with parking-Walk to WP Gate!
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

12. 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 ￥41,688
￥68,675 total
includes taxes & fees
Nov 3 - Nov 4
Fabulous 3bdrm Home w/parking!
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

13. 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 ￥26,702
￥44,148 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Pool

14. 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 ￥107,483
￥187,693 total
includes taxes & fees
Oct 14 - Oct 15
complete privacy vacation home [private pool]
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

15. 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
9.0 out of 10, Wonderful, (16 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is ￥10,112
￥21,058 total
includes taxes & fees
Nov 3 - Nov 4
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.

16. 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 ￥60,899
￥84,792 total
includes taxes & fees
Nov 1 - Nov 2
Hickory on Willow Lake
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

17. 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, (60 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
The price is ￥33,172
￥67,768 total
includes taxes & fees
Oct 26 - Oct 27
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

18. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is ￥18,934
￥33,468 total
includes taxes & fees
Oct 28 - Oct 29
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

19. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (42 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is ￥23,700
￥70,784 total
includes taxes & fees
Oct 20 - Oct 21
The DeVita House Est. 1900
A bedroom with a large bed, a bedside table, a lamp, a window with curtains, and a ceiling light fixture.

20. 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 ￥35,591
￥66,760 total
includes taxes & fees
Oct 14 - Oct 15
Contemporary Cozy Cottage
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"My stay was nice I did here a couple arguing a few rooms down"
Kakia 1-night trip
Posted 3 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about New Windsor

New Windsor Vacation Homes information

Number of reviews
394
Accommodation
340 Vacation Homes
Lowest Price
￥21,058
Highest Price
￥187,693