Highland Falls Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Highland Falls

Fridge, oven, stovetop, cookware/dishes/utensils
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$175 nightly
The price is $191
Dec 15 - Dec 16
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
$266 nightly
The price is $269
Dec 8 - Dec 9
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (5)
$313 nightly
The price is $328
Dec 5 - Dec 6
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

Vacation Home in Highland Falls

9.0 out of 10, Wonderful, (4)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
$361 nightly
The price is $408
Dec 4 - Dec 5
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Highland Falls

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.
$242 nightly
The price is $267
Dec 9 - Dec 10
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

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.
$407 nightly
The price is $413
Dec 10 - Dec 11
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$390 nightly
The price is $396
Dec 4 - Dec 5
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Vacation Home in Highland Falls

9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
$339 nightly
The price is $375
Dec 22 - Dec 23
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (7)
"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "
United States
Matt D.
$455 nightly
The price is $524
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior
Walk to WP Gate + Free Parking!

Apartment in Highland Falls

9.8 out of 10, Exceptional, (20)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
$417 nightly
The price is $468
Jan 1 - Jan 2, 2026
Total with taxes and fees
Walk to WP Gate + Free Parking!
Interior
Modern Hudson Valley Retreat Near Mohonk

Apartment in Plattekill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
$236 nightly
The price is $264
Dec 4 - Dec 5
Total with taxes and fees
Modern Hudson Valley Retreat Near Mohonk
Children's area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cottage in Goshen

9.8 out of 10, Exceptional, (11)
"Overall Great"
United States
Nick H.
$281 nightly
The price is $293
Dec 4 - Dec 5
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Fridge, microwave, oven, stovetop
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Apartment in Beacon

10.0 out of 10, Exceptional, (45)
"Great location, so clean and comfortable. "
United States
Barbara
$211 nightly
The price is $243
Dec 9 - Dec 10
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Interior
Villa Verde B&B, bsm, Greenwood Lake NY

Aparthotel in Greenwood Lake

10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
$249 nightly
The price is $282
Jan 1 - Jan 2, 2026
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Apartment in Newburgh

9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
$243 nightly
The price is $275
Dec 29 - Dec 30
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Apartment (1 Bedroom) | Interior
Explore & Work! Stylish Washington Heights Duplex

Apartment in Newburgh

3.0 star property
$285 nightly
The price is $322
Dec 4 - Dec 5
Total with taxes and fees
Explore & Work! Stylish Washington Heights Duplex
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
$131 nightly
The price is $148
Dec 4 - Dec 5
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Game room
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Apartment in CROTON HDSN

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.
$267 nightly
The price is $297
Dec 8 - Dec 9
Total with taxes and fees
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Apartment in Warwick

10.0 out of 10, Exceptional, (40)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
$220 nightly
The price is $249
Dec 8 - Dec 9
Total with taxes and fees
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Property grounds
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in Newburgh

9.4 out of 10, Exceptional, (30)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
$169 nightly
The price is $200
Dec 4 - Dec 5
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
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 Highland Falls Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Everything was great. The lady at the front desk was so nice. Our room was clean and very comfortable. I strongly recommend this hotel for a nice and quiet vacation. "
Salwa 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Nanuet

Find out more about Highland Falls

Everything you need to know about Highland Falls vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Falls vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Falls vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland Falls vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Falls. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland Falls in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland Falls rentals

At Expedia, we put the best Highland Falls vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland Falls rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Falls vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Falls. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 a coffee maker, 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 20 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. Other places in town to visit include Bear Mountain State Park and Harriman State Park.

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.