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Aug 15 - Aug 17
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Vacation Homes in Cold Spring

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Relax on the serene deck, surrounded by bare trees and a frozen lake.

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

10.0 out of 10, Exceptional, (301)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
$459 nightly
The price is $542
Aug 10 - Aug 11
Total includes taxes and fees
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Relax in this serene outdoor seating area with a covered patio overlooking a lush garden.

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

9.8 out of 10, Exceptional, (27)
"Perfect for small family stay over for a wedding ! "
$296 nightly
The price is $335
Aug 31 - Sep 1
Total includes taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and ample counter space.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (85)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Walk to Putnam Lake: Updated Home w/ Deck
TV, stereo

Walk to Putnam Lake: Updated Home w/ Deck

Walk to Putnam Lake: Updated Home w/ Deck
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Terrace/patio

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.6 out of 10, Exceptional, (8)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cozy living room with a fireplace, flat-screen TV, and comfortable seating area.

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

9.0 out of 10, Wonderful, (37)
"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
Modern NY Home w/ Views By Hudson Valley Hiking!
Relax in this stylish living space with a large sofa, matching ottoman, and modern light fixture.

Modern NY Home w/ Views By Hudson Valley Hiking!

9.8 out of 10, Exceptional, (25)
"Lovely home and great proximity to Taconic Parkway for all points north and south. Owner very accomodating"
Modern NY Home w/ Views By Hudson Valley Hiking!
The Woodbury Cottage
Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for unwinding with a hammock and golf course nearby.

The Woodbury Cottage

8.8 out of 10, Excellent, (23)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage
Charming Highland Falls Home < 2 Mi to West Point!
Cozy cottage with a covered porch, gabled roof, and a charming garden.

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (9)
"Wonderful front porch "
Charming Highland Falls Home < 2 Mi to West Point!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Prepare meals in the spacious kitchen with a large island and appliances.

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

10.0 out of 10, Exceptional, (36)
"Perfect for our family’s visit to West Point. Great location "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Cozy living space with a fireplace, comfortable seating, and a dining area.

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

2.0 star property
9.2 out of 10, Wonderful, (7)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
The House In Highland- Secluded Retreat
Enjoy outdoor dining and relaxation on the spacious deck with comfortable seating and a barbecue grill.

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (9)
"We had an absolutely wonderful stay at Highland House! This beautiful property is nestled in the woods, providing a serene and peaceful environment, yet it is conveniently close to town, making it easy to access local amenities and attractions. The kitchen was a standout feature, stocked with everything you could possibly need. From a Keurig and coffee pot to a tea kettle and KitchenAid mixer, it had all the appliances and utensils necessary for cooking up a storm. The variety of pots and pans...
The House In Highland- Secluded Retreat
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Kitchen features stainless steel appliances, a large window, and wooden shelves.

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

10.0 out of 10, Exceptional, (54)
"Awesome property. Will visit again. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
4BR Home in Highland Near Wedding Venues with Mountain Views
Enjoy a serene winter view from the comfort of your room.

4BR Home in Highland Near Wedding Venues with Mountain Views

10.0 out of 10, Exceptional, (20)
"We travelled with two other couples and everyone had their own space, privacy and yet we all hung out in the living/kitchen dining room both days! The house was spotless and the owner answered any questions within minutes! "
4BR Home in Highland Near Wedding Venues with Mountain Views
Bright Cornwall-On-Hudson Vacation Rental!
Enjoy cooking in this well-lit kitchen with a stainless steel range, oven, and cabinetry.

Bright Cornwall-On-Hudson Vacation Rental!

10.0 out of 10, Exceptional, (22)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Kitchen features microwave, toaster, and oven, along with a large sink and staircase to the upper level.

Home: 2 Mi to Thayer Gate at U.S. Military Academy

10.0 out of 10, Exceptional, (2)
"Your home was amazing! My family and I enjoyed every minute! "
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat
Relax on the patio with a round table and two chairs, surrounded by a white railing and overlooking a serene grassy area with trees.

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

10.0 out of 10, Exceptional, (4)
"Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay."
$539 nightly
The price is $626
Aug 14 - Aug 15
Total includes taxes and fees
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat
YOIN: Whispers of Tranquility, a Zen Retreat
Enjoy meals in this stylish dining area with a long table for four, a pendant light, and a vase with a single flower.

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat
Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town
Enjoy cooking in this kitchen with sleek appliances, light grey cabinetry, and a wooden floor.

Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town

10.0 out of 10, Exceptional, (3)
"The house was big enough for 2 families. It was very clean and comfortable. The property is beautiful and Cold Springs was the perfect spot for everything we wanted to do while in NY. The caretakers were very responsive and accommodating. We would definitely stay here again. "
Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town
The Queen City Cottage
Heritage Food & Drink offers a modern architectural design with a flat roof and a welcoming entrance.

The Queen City Cottage

7.4 out of 10, Good, (16)
"We had a great stay! Good location and the house was very clean. Would definitely stay here again!"
The Queen City 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 Cold Spring Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"great place to stay"
anthony 1-night trip
Posted 11 hours ago
Sleep Inn & Suites Monroe - Woodbury