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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,198 total
includes taxes & fees
11 Aug - 12 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
TV

2. 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 420
AED 791 total
includes taxes & fees
11 Aug - 12 Aug
Cozy 1-bedroom retreat minutes from West Point!
TV

3. 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 837
AED 1,375 total
includes taxes & fees
11 Aug - 12 Aug
Walk to WP Gate + Free Parking!
Coffee/tea maker, fridge, microwave, oven

4. 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 1,003
AED 1,603 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior detail

5. 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 816
AED 1,432 total
includes taxes & fees
10 Aug - 11 Aug
Fabulous 3bdrm Home w/parking!
Interior

6. 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 906
AED 1,594 total
includes taxes & fees
11 Aug - 12 Aug
Lovely 3BR Home with parking-Walk to WP Gate!
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 1,542 total
includes taxes & fees
9 Aug - 10 Aug
Contemporary Cozy Cottage
Outdoor dining

8. 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 1,045
AED 2,139 total
includes taxes & fees
19 Aug - 20 Aug
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
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 988
AED 1,831 total
includes taxes & fees
9 Aug - 10 Aug
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

10. Luxury 10BR w/Pool, Hot Tub & Pizza Oven

Luxury 10BR w/Pool, Hot Tub & Pizza Oven
Stony Point
The price is AED 11,570
AED 16,614 total
includes taxes & fees
12 Aug - 13 Aug
Luxury 10BR w/Pool, Hot Tub & Pizza Oven
Private kitchen

11. 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 3,025 total
includes taxes & fees
17 Aug - 18 Aug
Perfect and Spacious Hudson Valley Escape!
House | 7 bedrooms

12. 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 2,918
AED 5,425 total
includes taxes & fees
2 Sep - 3 Sep
West Point Summer Pool Jacuzzi Events Pets OK
3 bedrooms, desk, travel crib, WiFi

13. 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
9 Aug - 10 Aug
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Exterior detail

14. 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 812
AED 2,041 total
includes taxes & fees
9 Aug - 10 Aug
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
House (3 Bedrooms) | Interior

15. 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!
Smart TV, video games, DVD player, books

16. '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 AED 987
AED 1,776 total
includes taxes & fees
10 Aug - 11 Aug
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Interior

17. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is AED 720
AED 802 total
includes taxes & fees
30 Aug - 31 Aug
Harriman Outdoor Center - Mountain Laurel Cabin
Interior

18. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is AED 896
AED 1,039 total
includes taxes & fees
23 Aug - 24 Aug
Harriman Outdoor Center - Cranberry Cabin
Interior

19. Harriman Outdoor Center - Storm King Lodge

Harriman Outdoor Center - Storm King Lodge
Haverstraw
The price is AED 2,097
AED 2,433 total
includes taxes & fees
23 Aug - 24 Aug
Harriman Outdoor Center - Storm King Lodge
Coffee/tea maker, fridge, microwave, oven

20. Marvelous 6-bedroom house with AC in Monroe

Marvelous 6-bedroom house with AC in Monroe
Monroe
The price is AED 9,183
AED 13,288 total
includes taxes & fees
9 Aug - 10 Aug
Marvelous 6-bedroom house with AC in Monroe
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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent
"We had a great stay here. Very clean and quiet. Breakfast was excellent. We would definitely stay here again."
Brian 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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?

Cozy Cabin with Sauna & Firepit!: Visitors like this Fort Montgomery vacation home rental. It 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.

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 popular places like Woodbury Common Premium Outlets and LEGOLAND® New York.

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.