A mountainous landscape with a bridge in the distance.

Fort Montgomery 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 Fort Montgomery vacation rentals

Property grounds

1. 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, (144 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥30,522
￥50,985 total
includes taxes & fees
Sep 9 - Sep 10
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 ￥19,269
￥61,668 total
includes taxes & fees
Sep 9 - Sep 10
House on the Babbling Brook- Quiet 2BR + King Bed!
TV

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 ￥20,249
￥36,926 total
includes taxes & fees
Sep 9 - Sep 10
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 ￥17,881
￥70,104 total
includes taxes & fees
Sep 9 - Sep 10
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

5. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is ￥17,573
￥64,307 total
includes taxes & fees
Sep 9 - Sep 10
3BR Near West Point | Coffee Bar | Sleeps 6
3 bedrooms, desk, iron/ironing board, travel crib

6. 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 ￥24,292
￥71,898 total
includes taxes & fees
Sep 29 - Sep 30
Local Artist Inspired | Walk to WestPoint + King Bed
Coffee/tea maker, fridge, microwave, oven

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 ￥17,189
￥34,691 total
includes taxes & fees
Sep 10 - Sep 11
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV

8. 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 ￥39,623
￥63,562 total
includes taxes & fees
Sep 9 - Sep 10
Walk to WP Gate + Free Parking!
Exterior detail

9. 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 ￥42,569
￥70,896 total
includes taxes & fees
Sep 29 - Sep 30
Fabulous 3bdrm Home w/parking!
Interior

10. 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 ￥37,438
￥66,184 total
includes taxes & fees
Sep 9 - Sep 10
Lovely 3BR Home with parking-Walk to WP Gate!
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 ￥50,099
￥88,826 total
includes taxes & fees
Sep 9 - Sep 10
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Outdoor spa tub

12. 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, (13 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is ￥34,838
￥68,100 total
includes taxes & fees
Sep 10 - Sep 11
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Coffee/tea maker, fridge, microwave, oven

13. 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 ￥38,538
￥69,642 total
includes taxes & fees
Sep 30 - Oct 1
Contemporary Cozy Cottage
Outdoor dining

14. 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 ￥33,990
￥76,819 total
includes taxes & fees
Sep 22 - Sep 23
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Interior

15. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is ￥30,213
￥35,021 total
includes taxes & fees
Sep 14 - Sep 15
Harriman Outdoor Center - Mountain Laurel Cabin
Desk, WiFi (free), bed sheets

16. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is ￥22,013
￥45,099 total
includes taxes & fees
Sep 9 - Sep 10
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Smart TV

17. 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 ￥20,810
￥45,514 total
includes taxes & fees
Sep 14 - Sep 15
Grant - A Tranquil One Bedroom Steps from River
House (3 Bedrooms) | Interior

18. 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 ￥57,190
￥107,651 total
includes taxes & fees
Sep 13 - Sep 14
Bright Cornwall-on-hudson Vacation Rental!
1 bedroom, WiFi (free)

19. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.6 out of 10, Excellent, (24 reviews)
"Worst hotel experience I have ever had. Grounds were unkept. No one was at the front desk when I first arrived. Waited 20 minutes for someone to arrive and had to leave for dinner. Came back to find out that they were overbooked."
United States
Glenn
The price is ￥12,637
￥14,295 total
includes taxes & fees
Sep 30 - Oct 1
2 Queen Beds | Non-Smoking, Kitchen
Exterior

20. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Nice place to stay"
United States
Anonymous traveler
The price is ￥12,637
￥14,612 total
includes taxes & fees
Oct 5 - Oct 6
1 Queen Bed | Non-Smoking, Kitchen
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 Fort Montgomery Hotel Reviews

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"nice place. definitely dated but everything was clean! the staff were helpful, the sheets were washed, breakfast vouchers were provided and it was quiet. no complaints. right off the highway and right outside of town. super close to the water too."
toni 1-night trip
Posted 4 hours ago
West Gate Inn Nyack

Find out more about Fort Montgomery

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

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

Frequently asked questions

Are there vacation rentals in Fort Montgomery?

Yes, we offer vacation rentals close to the most popular points of interest in Fort Montgomery, or you can go with a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the mountain landscape in Fort Montgomery. Make sure you have time to check out the shopping and riverfront during your trip.

What are some of the best vacation rentals that Fort Montgomery has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Fort Montgomery vacation home rental. It 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.

What’s there to see and do in Fort Montgomery?

Enjoy the area's cultural attractions such as United States Military Academy, or get outdoors into nature at a spot like Boscobel House and Gardens. In the larger area, you’ll find Bear Mountain State Park and Woodbury Common Premium Outlets.

What’s a vacation rental in Fort Montgomery like?

Vacation rentals are private properties you can stay in for a couple of days or more in Fort Montgomery. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.