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Cold Spring Vacation Rentals

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Our top choices for Cold Spring vacation rentals

10.0 out of 10, Exceptional, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is ¥16,842
¥57,298 total
includes taxes & fees
Jan 12 - Jan 13, 2026
House on the Babbling Brook- Quiet 2BR + King Bed!
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is ¥14,053
¥41,537 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (46)
"Great location, so clean and comfortable. "
United States
Barbara
The price is ¥17,956
¥38,829 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ¥19,804
¥68,212 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ¥21,052
¥43,433 total
includes taxes & fees
Dec 27 - Dec 28
Charming 1-bedroom apartment in Carmel with WiFi, AC
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ¥29,370
¥84,448 total
includes taxes & fees
Jan 5 - Jan 6, 2026
"Country outside the city " 3 bedrooms 2 full bathrooms

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is ¥15,594
¥30,343 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hoppy Hill Farm House
9.8 out of 10, Exceptional, (23)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ¥44,106
¥95,212 total
includes taxes & fees
Dec 27 - Dec 28
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is ¥17,547
¥43,109 total
includes taxes & fees
Dec 28 - Dec 29
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ¥17,153
¥62,489 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Local Artist Inspired | Walk to WestPoint + King Bed
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ¥25,997
¥55,248 total
includes taxes & fees
Dec 29 - Dec 30
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
7.6 out of 10, Good, (5)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
3BR West Point Retreat-3min to Back Gate+ King Bed

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is ¥24,171
¥49,011 total
includes taxes & fees
Dec 30 - Dec 31
The Hideaway
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is ¥22,143
¥42,161 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Lux APT Your home away from home.
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is ¥26,388
¥43,527 total
includes taxes & fees
Dec 28 - Dec 29
Cabin in the heart of the Hudson Valley, Cabin 3
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is ¥23,157
¥45,623 total
includes taxes & fees
Dec 29 - Dec 30
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.6 out of 10, Exceptional, (41)
"Wonderful place! Beautifully decorated, high ceilings, yard, and easy access to the river and cafes. Perfect getaway from the city. Will stay again!"
United States
Emily G.
The price is ¥16,842
¥40,398 total
includes taxes & fees
Dec 30 - Dec 31
Grant - A Tranquil One Bedroom Steps from River
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ¥17,175
¥36,312 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is ¥27,543
¥46,055 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 Cold Spring Hotel Reviews

Find out more about Cold Spring

Search for holiday rentals in Cold Spring on Expedia! You can easily find your home rentals, villas, holiday apartments in Cold Spring using one of the methods below:

  • View our selection of featured holiday rentals in Cold Spring
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  • Enter your travel dates to view the best deals on holiday rentals in Cold Spring while they last

Look no further and take a look at our great range of rental properties in Cold Spring!

Frequently asked questions

Can I find a vacation rental in Cold Spring?

Yes, you can find vacation rentals in Cold Spring close to Stonecrop Gardens, or you can choose a more secluded option if you're looking for extra privacy while you relax. Cold Spring is known for its waterfalls and riverfront. Make sure you have time to check out the shopping and restaurants during your trip.

What's the top vacation rental that Cold Spring has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Cold Spring vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and kitchenware, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Cold Spring?

Choose from 14 Expedia vacation rentals in Cold Spring for a memorable vacation.

What’s there to see and do in Cold Spring?

Cultural attractions include Boscobel House and Gardens and Putnam History Museum, whereas Hudson Highlands State Park and West Point Foundry Preserve are a couple of picturesque spots to enjoy the outdoors. Clarence Fahnestock State Park and Chapel Restoration are other places to visit while you're in town.

What’s a vacation rental in Cold Spring like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Cold Spring. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip.