A lake surrounded by hills with autumn foliage.

Highland Falls Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Highland Falls vacation rentals

TV

1. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 540
AED 963 total
includes taxes & fees
9 Sep - 10 Sep
Cozy 1-bedroom retreat minutes from West Point!
Coffee/tea maker, fridge, microwave, oven

2. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 949
AED 1,532 total
includes taxes & fees
9 Sep - 10 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior detail

3. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 753
AED 1,369 total
includes taxes & fees
13 Aug - 14 Aug
Fabulous 3bdrm Home w/parking!
Interior

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 753
AED 1,407 total
includes taxes & fees
13 Aug - 14 Aug
Lovely 3BR Home with parking-Walk to WP Gate!
TV

5. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is AED 1,064
AED 1,682 total
includes taxes & fees
9 Sep - 10 Sep
Walk to WP Gate + Free Parking!
Property grounds

6. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,232 total
includes taxes & fees
13 Aug - 14 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Coffee/tea maker, fridge, microwave, oven

7. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is AED 826
AED 1,563 total
includes taxes & fees
13 Aug - 14 Aug
Contemporary Cozy Cottage
Exterior detail

8. Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 692
AED 1,911 total
includes taxes & fees
13 Aug - 14 Aug
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Outdoor spa tub

9. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 889
AED 1,722 total
includes taxes & fees
8 Sep - 9 Sep
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Outdoor dining

10. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is AED 1,154
AED 2,291 total
includes taxes & fees
18 Aug - 19 Aug
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Smart TV

11. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is AED 496
AED 1,084 total
includes taxes & fees
31 Aug - 1 Sep
Grant - A Tranquil One Bedroom Steps from River
Lobby

12. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
The price is AED 299
AED 338 total
includes taxes & fees
1 Sep - 2 Sep
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
House (3 Bedrooms) | Interior

13. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is AED 1,363
AED 2,565 total
includes taxes & fees
19 Aug - 20 Aug
Bright Cornwall-on-hudson Vacation Rental!
Coffee/tea maker, fridge, microwave, stovetop

14. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (32 reviews)
"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"
United States
Dawn H.
The price is AED 1,128
AED 2,625 total
includes taxes & fees
19 Aug - 20 Aug
Bright Cornwall-On-Hudson Vacation Rental!
Property grounds

15. Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Carmel
9.4 out of 10, Exceptional, (10 reviews)
"Such a lovely cabin - so many details to make for an incredible stay. Amazing location - lake, mountains! Wylda was wonderful."
United States
Clare
The price is AED 367
AED 844 total
includes taxes & fees
13 Aug - 14 Aug
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior

16. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 269
AED 311 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Terrace/patio

17. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is AED 601
AED 1,665 total
includes taxes & fees
1 Sep - 2 Sep
River Views & Deck | River Suite on Washington
3 bedrooms, desk, travel crib, WiFi

18. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Cornwall
9.0 out of 10, Wonderful, (2 reviews)
"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "
United States
Jeff M.
The price is AED 1,561
AED 3,844 total
includes taxes & fees
23 Aug - 24 Aug
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
House | 7 bedrooms

19. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is AED 2,762
AED 5,206 total
includes taxes & fees
2 Sep - 3 Sep
West Point Summer Pool Jacuzzi Events Pets OK
Private kitchen

20. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very Good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is AED 1,286
AED 3,024 total
includes taxes & fees
17 Aug - 18 Aug
Perfect and Spacious Hudson Valley Escape!
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Very clean property, bit further out from most of the other hotels but it is newer. Getting into the property is a bit more complicated as you enter via the storage center’s driveway"
Sharon 1-night trip
Posted 7 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

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?

Cozy Cabin with Sauna & Firepit!: This vacation home rental outside of Highland Falls offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals are there in Highland Falls?

Expedia has 22 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.