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Highland Falls Vacation Rentals

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Vacation Rentals in Highland Falls

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "
The price is ¥65,093
¥119,617 total
includes taxes & fees
Jun 18 - Jun 19
West Point Family Retreat, 5 min walk to Thayer!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (111)
"Great place and host!"
The price is ¥27,194
¥44,018 total
includes taxes & fees
Jun 18 - Jun 19
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8

10.0 out of 10, Exceptional, (2)
"Beautifully remodeled property with a gorgeous yard and lake access"
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8

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

9.8 out of 10, Exceptional, (15)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is ¥37,464
¥48,272 total
includes taxes & fees
Jun 20 - Jun 21
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (3)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Romantic retreat with stunning views of Croton River Gorge, a birder haven

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

10.0 out of 10, Exceptional, (293)
"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 ¥58,453
¥76,568 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Modern penthouse suite in a restored grain tower with private roof deck.

10.0 out of 10, Exceptional, (21)
"Wonderful stay!"
The price is ¥48,624
¥77,010 total
includes taxes & fees
Jun 22 - Jun 23
Modern penthouse suite in a restored grain tower with private roof deck.

Lake Carmel Access: Waterfront Home w/ Deck!

Lake Carmel Access: Waterfront Home w/ Deck!

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (27)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Cabin in the heart of the Hudson Valley, Cabin 2

9.2 out of 10, Wonderful, (14)
"The cabin was very cute cozy and clean! Perfect for a weekend getaway "
The price is ¥15,704
¥25,358 total
includes taxes & fees
Jun 18 - Jun 19
Cabin in the heart of the Hudson Valley, Cabin 2

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

10.0 out of 10, Exceptional, (80)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (23)
"The cabin was great. We drove to Beacon (15min) and spent a day. We plan to return in the Spring/Summer. "
The price is ¥14,190
¥23,598 total
includes taxes & fees
Jun 22 - Jun 23
Cabin in the heart of the Hudson Valley, Cabin 4

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is ¥64,962
¥125,269 total
includes taxes & fees
Jun 20 - Jun 21
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (16)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

The Warwick Inn Boutique Amity Room 3 an Hour from NYC

10.0 out of 10, Exceptional, (2)
"Was happy with the room, nice property easy to walk to main street. Would stay there again."
The price is ¥20,830
¥31,910 total
includes taxes & fees
Jun 27 - Jun 28
The Warwick Inn Boutique Amity Room 3 an Hour from NYC

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

8.0 out of 10, Very Good, (2)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is ¥12,295
¥22,909 total
includes taxes & fees
Jun 18 - Jun 19
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

Charming large Victorian in historic Newburgh

The price is ¥79,558
¥143,529 total
includes taxes & fees
Jun 19 - Jun 20
Charming large Victorian in historic Newburgh

Cabin in the Heart of the Hudson Valley, Cabin 1

9.8 out of 10, Exceptional, (23)
"Really a nice place. Great for an overnight stop in the Hudson Valley"
The price is ¥18,096
¥31,971 total
includes taxes & fees
Jun 18 - Jun 19
Cabin in the Heart of the Hudson Valley, Cabin 1

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (22)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is ¥32,546
¥58,159 total
includes taxes & fees
Jun 18 - Jun 19
Contemporary Cozy Cottage

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
8.4 out of 10, Very Good, (5)
"The location is close to legoland which is nice. They had connect 4 and some playing cards otherwise the property isnt great for little ones due to some odd decor choices. There were ants and a spider and unsure about the cleaning. Thermostat didnt adjust and dishwasher didnt work. Tvs were hard to use. Wish there had been printed instructions for where to find things in the house, as well as recommendations in the town. Didnt use outdoor deck because too cold but also couldnt open the door and...
The price is ¥41,492
¥59,789 total
includes taxes & fees
Jun 25 - Jun 26
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
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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Frequently asked questions

Are there vacation rentals in Highland Falls?

Yes, we have vacation rentals near top sights in Highland Falls, or you can choose a secluded option if you're looking for a relaxing stay. Highland Falls is known for its university setting and shopping. Make sure you have time to check out the waterfalls and soccer matches during your trip.

What are some of the best vacation rentals that Highland Falls has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental outside of Highland Falls 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 Highland Falls?

Expedia has 17 vacation rentals for your stay in Highland Falls.

What can I see and do in Highland Falls?

Cultural attractions to visit include West Point Museum and United States Military Academy. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

What are vacation rentals like in Highland Falls?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Highland Falls. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.