A lake surrounded by hills with autumn foliage.

Highland Falls Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Highland Falls vacation rentals

Private kitchen

1. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio

2. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (11 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥19,201
￥61,974 total
includes taxes & fees
Sep 15 - Sep 16
House on the Babbling Brook- Quiet 2BR + King Bed!
Living area

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 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 ￥20,613
￥37,667 total
includes taxes & fees
Sep 15 - Sep 16
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

4. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very Good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is ￥20,584
￥70,902 total
includes taxes & fees
Sep 16 - Sep 17
3BR West Point Retreat-3min to Back Gate+ King Bed
Room

5. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is ￥25,157
￥72,770 total
includes taxes & fees
Sep 29 - Sep 30
Local Artist Inspired | Walk to WestPoint + King Bed
Room

6. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is ￥28,571
￥77,473 total
includes taxes & fees
Oct 7 - Oct 8
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Private kitchen

7. 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 ￥39,839
￥63,747 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Interior

8. 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 ￥41,613
￥71,630 total
includes taxes & fees
Sep 22 - Sep 23
Lovely 3BR Home with parking-Walk to WP Gate!
Living area

9. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is ￥44,032
￥69,252 total
includes taxes & fees
Sep 22 - Sep 23
Walk to WP Gate + Free Parking!
Exterior detail

10. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is ￥42,903
￥71,203 total
includes taxes & fees
Sep 29 - Sep 30
Fabulous 3bdrm Home w/parking!
Exterior detail

11. Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Highland Falls
9.6 out of 10, Exceptional, (36 reviews)
"Good location and had a great stay!"
United States
James M.
The price is ￥50,384
￥89,839 total
includes taxes & fees
Sep 15 - Sep 16
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Property grounds

12. 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, (145 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥30,415
￥51,171 total
includes taxes & fees
Sep 15 - Sep 16
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

13. 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, (14 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is ￥29,954
￥59,518 total
includes taxes & fees
Sep 21 - Sep 22
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Private kitchen

14. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (40 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 ￥38,403
￥67,114 total
includes taxes & fees
Sep 30 - Oct 1
Contemporary Cozy Cottage
Living area

15. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (48 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is ￥20,737
￥43,617 total
includes taxes & fees
Sep 21 - Sep 22
Grant - A Tranquil One Bedroom Steps from River
Outdoor dining

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is ￥50,929
￥98,769 total
includes taxes & fees
Sep 15 - Sep 16
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Living area

17. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is ￥32,995
￥63,035 total
includes taxes & fees
Sep 24 - Sep 25
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Terrace/patio

18. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
10.0 out of 10, Exceptional, (1 review)
The price is ￥20,092
￥62,679 total
includes taxes & fees
Sep 15 - Sep 16
River Views & Deck | River Suite on Washington
Exterior

19. 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 ￥12,565
￥14,529 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Lobby

20. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥11,307
￥12,791 total
includes taxes & fees
Oct 6 - Oct 7
1 King Bed | Non-Smoking, Kitchen, Shower
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

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

10/10 Excellent
"Clean room."
urice 1-night trip
Posted 1 hour ago
Hilton Garden Inn Nanuet

Find out more about Highland Falls

Search for holiday rentals in Highland Falls on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland Falls using one of the methods below:

  • View our selection of featured holiday rentals in Highland Falls
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  • Enter your travel dates to view the best deals on holiday rentals in Highland Falls while they last

Look no further and take a look at our great range of rental properties in Highland Falls!

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 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. 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.