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Our top choices for Cold Spring vacation homes

1. 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 ¥19,046
¥70,114 total
includes taxes & fees
Nov 12 - Nov 13
3BR West Point Retreat-3min to Back Gate+ King Bed

2. 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 ¥33,498
¥57,201 total
includes taxes & fees
Dec 8 - Dec 9
Fabulous 3bdrm Home w/parking!

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

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is ¥31,678
¥50,922 total
includes taxes & fees
Dec 1 - Dec 2
Perfect 2BR with Free Parking! Walk to West Point!

4. 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 ¥31,498
¥56,287 total
includes taxes & fees
Dec 8 - Dec 9
Lovely 3BR Home with parking-Walk to WP Gate!

5. 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 ¥48,727
¥107,806 total
includes taxes & fees
Nov 22 - Nov 23
Bright Cornwall-On-Hudson Vacation Rental!

6. 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 ¥38,728
¥69,559 total
includes taxes & fees
Nov 16 - Nov 17
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

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

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is ¥46,219
¥75,473 total
includes taxes & fees
Dec 8 - Dec 9
Hudson Valley/West Point Retreat w/ parking!

8. 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 ¥33,972
¥79,700 total
includes taxes & fees
Dec 7 - Dec 8
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

9. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is ¥35,712
¥61,360 total
includes taxes & fees
Nov 16 - Nov 17
Contemporary Cozy Cottage

10. 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 ¥54,111
¥126,883 total
includes taxes & fees
Nov 12 - Nov 13
Hudson View Hot Tub · Walk to Waterfront

11. 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 ¥26,704
¥40,576 total
includes taxes & fees
Nov 13 - Nov 14
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

12. 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 ¥77,017
¥190,745 total
includes taxes & fees
Nov 12 - Nov 13
House + Suite for 6 · Hot Tub · Walk to River

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 ¥60,834
¥81,230 total
includes taxes & fees
Nov 24 - Nov 25
Chestnut on Willow Lake

14. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is ¥43,453
¥62,974 total
includes taxes & fees
Nov 12 - Nov 13
Red Cottage - Lakeside Property!

15. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
8.0 out of 10, Very good, (3 reviews)
"This home was just as advertised and perfect for a girls weekend getaway. It was clean, cozy and a picture-perfect fall view. Would highly recommend."
United States
Karen W.
The price is ¥52,388
¥98,459 total
includes taxes & fees
Nov 16 - Nov 17
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

16. 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 ¥72,685
¥93,326 total
includes taxes & fees
Dec 7 - Dec 8
Large,Cozy,Bright Apartment, Business Themed.

17. 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 ¥41,466
¥51,616 total
includes taxes & fees
Nov 15 - Nov 16
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

18. A Cozy Private Suite in a Country Home near New Paltz

A Cozy Private Suite in a Country Home near New Paltz
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 ¥11,428
¥21,154 total
includes taxes & fees
Nov 12 - Nov 13
A Cozy Private Suite in a Country Home near New Paltz

19. 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 ¥60,834
¥81,230 total
includes taxes & fees
Nov 24 - Nov 25
Hickory on Willow Lake

20. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ¥27,998
¥52,877 total
includes taxes & fees
Nov 12 - Nov 13
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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.

Learn more about Cold Spring

Hike the trails of Breakneck Ridge for Hudson River views that locals insist are worth the climb. Main Street's historic shops and riverfront cafes welcome you in hiking boots after a morning on the water.

A mountain with a lake in the foreground and a forested hill in the background.

Top reviews in Cold Spring