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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 312 Vacation Homes in Cold Spring with updated reviews, rates, and availability.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

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

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is $330
includes taxes & fees
$292 per night
May 1 - May 2
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Spacious New Luxurious holiday house in lovely Hudson Valley
Terrace/patio

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (9)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is $922
includes taxes & fees
$794 per night
May 12 - May 13
Spacious New Luxurious holiday house in lovely Hudson Valley
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (34)
"Cozy property with great amenities and a perfect location for decompressing after visiting family. we will stay here again!"
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (287)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is $509
includes taxes & fees
$431 per night
May 1 - May 2
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Smart TV, fireplace

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Fridge, microwave, dishwasher, toaster

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is $520
includes taxes & fees
$497 per night
May 1 - May 2
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (18)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is $408
includes taxes & fees
$366 per night
May 4 - May 5
Contemporary Cozy Cottage
Modern, Magical Woodsy Escape 1 Hour From NYC
Fridge, microwave, oven, stovetop

Modern, Magical Woodsy Escape 1 Hour From NYC

10.0 out of 10, Exceptional, (24)
"great place beautiful setting. The house looks nicer than what is actually in the listing. Comfortable place, very clean, had everything we needed. "
Modern, Magical Woodsy Escape 1 Hour From NYC
Mid-Hudson Estate on 11 acres with pool
Outdoor pool

Mid-Hudson Estate on 11 acres with pool

10.0 out of 10, Exceptional, (3)
"Great home that accommodated my family for the weekend. Highly recommend"
Mid-Hudson Estate on 11 acres with pool
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

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

10.0 out of 10, Exceptional, (2)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is $297
includes taxes & fees
$261 per night
May 12 - May 13
Lovely 3BR Home with parking-Walk to WP Gate!
The Woodbury Cottage
Terrace/patio

The Woodbury Cottage

8.8 out of 10, Excellent, (19)
"A cozy place to stay. "
The Woodbury Cottage
Perfect For Families and Large Groups
A heated pool

Perfect For Families and Large Groups

9.6 out of 10, Exceptional, (12)
"Nice house with plenty of room and very clean."
Perfect For Families and Large Groups
Charming Hudson Valley 3-Bedroom Family Getaway
Fridge, microwave, oven, stovetop

Charming Hudson Valley 3-Bedroom Family Getaway

8.0 out of 10, Very Good, (2)
"We recently stayed here while visiting our son at West Point. The house is a nice older home that provided us what was needed. We were not able to check in until well after dark so we did have look closely to determine if we had the correct house. An outside light would have been helpful. Overall nice stay"
The price is $373
includes taxes & fees
$327 per night
May 12 - May 13
Charming Hudson Valley 3-Bedroom Family Getaway
Fire Pit + On-Site Pond: Hudson Valley Home!
Interior

Fire Pit + On-Site Pond: Hudson Valley Home!

9.2 out of 10, Wonderful, (13)
"We had a great time at the cabin. It was well appointed and very clean. Beautiful kitchen and bathrooms. And, the grounds were lovely. "
Fire Pit + On-Site Pond: Hudson Valley Home!
Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
Fridge, microwave, oven, stovetop

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had workers that were erecting a building nearby and needed a play to stay. Our workers had nothing but nice things to stay about the house and the property. They absolutely loved it and would stay again!"
The price is $1,016
includes taxes & fees
$898 per night
May 11 - May 12
Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
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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Other property types in Cold Spring

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

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

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is $330
includes taxes & fees
$292 per night
May 1 - May 2
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is $278
includes taxes & fees
$246 per night
May 1 - May 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Cabin with Sauna & Firepit!
Outdoor dining

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"Excellent "
Cozy Cabin with Sauna & Firepit!
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.