Fort Montgomery Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Fort Montgomery vacation homes
1. 3BR West Point Retreat-3min to Back Gate+ King Bed
3BR West Point Retreat-3min to Back Gate+ King BedHighland 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."
Christine T.
The price is CA $182
CA $645 total
includes taxes & fees
Nov 12 - Nov 13
2. Hudson Valley/West Point Retreat w/ parking!
Hudson Valley/West Point Retreat w/ parking!Highland Falls
The price is CA $411
CA $677 total
includes taxes & fees
Dec 8 - Dec 9
3. 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. "
Briana T.
The price is CA $280
CA $506 total
includes taxes & fees
Dec 8 - Dec 9
4. 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."
Beth M.
The price is CA $298
CA $514 total
includes taxes & fees
Dec 8 - Dec 9
5. Perfect 2BR with Free Parking! Walk to West Point!
Perfect 2BR with Free Parking! Walk to West Point!Highland Falls
The price is CA $283
CA $455 total
includes taxes & fees
Nov 16 - Nov 17
6. Contemporary Cozy Cottage
Contemporary Cozy CottageLake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
Heather M.
The price is CA $318
CA $565 total
includes taxes & fees
Nov 16 - Nov 17
7. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West PointCornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
Elisabeth
The price is CA $345
CA $619 total
includes taxes & fees
Nov 16 - Nov 17
8. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedroomsLake Peekskill
8.0 out of 10, Very good, (3 reviews)
"This home was just as advertised and perfect for a girls weekend getaway. It was clean, cozy and a picture-perfect fall view. Would highly recommend."
Karen W.
The price is CA $468
CA $883 total
includes taxes & fees
Nov 16 - Nov 17
9. Spacious 4-bedroom house in northern Westchester with sweeping views
Spacious 4-bedroom house in northern Westchester with sweeping viewsMontrose
The price is CA $699
CA $869 total
includes taxes & fees
Nov 12 - Nov 13
10. Bright Cornwall-On-Hudson Vacation Rental!
Bright Cornwall-On-Hudson Vacation Rental!Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable house and great location."
Betty B.
The price is CA $433
CA $959 total
includes taxes & fees
Nov 22 - Nov 23
11. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King BedNew Windsor
The price is CA $304
CA $712 total
includes taxes & fees
Nov 16 - Nov 17
12. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock ParkHopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
Peter W.
The price is CA $239
CA $363 total
includes taxes & fees
Nov 13 - Nov 14
13. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of TownWarwick
8.8 out of 10, Excellent, (23 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
Joseph
The price is CA $127
CA $219 total
includes taxes & fees
Nov 16 - Nov 17
14. Hudson View Hot Tub · Walk to Waterfront
Hudson View Hot Tub · Walk to WaterfrontNewburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
Rachel M.
The price is CA $481
CA $1,129 total
includes taxes & fees
Nov 12 - Nov 13
15. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Lakefront • 7BR Retreat • Sleeps 12 • Massage ChairMonroe
10.0 out of 10, Exceptional, (5 reviews)
"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."
Moshe F.
The price is CA $833
CA $1,631 total
includes taxes & fees
Nov 16 - Nov 17
16. Lakefront Paradise Pool + Paddle Boats Sleeps 12
Lakefront Paradise Pool + Paddle Boats Sleeps 12Monroe
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...
Courtney D.
The price is CA $667
CA $1,952 total
includes taxes & fees
Dec 8 - Dec 9
17. House + Suite for 6 · Hot Tub · Walk to River
House + Suite for 6 · Hot Tub · Walk to RiverNewburgh
10.0 out of 10, Exceptional, (1 review)
The price is CA $685
CA $1,697 total
includes taxes & fees
Nov 12 - Nov 13
18. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8Chester
8.8 out of 10, Excellent, (3 reviews)
"Thank you for the weekend. We had a great time and Sugarloaf was a great location for us all to catch up."
Jeff S.
The price is CA $390
CA $1,061 total
includes taxes & fees
Nov 12 - Nov 13
19. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
Robert T.
The price is CA $249
CA $470 total
includes taxes & fees
Nov 12 - Nov 13
20. Chestnut on Willow Lake
Chestnut on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
Quintina R.
The price is CA $544
CA $762 total
includes taxes & fees
Nov 12 - Nov 13
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.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Fort Montgomery Hotel Reviews
Sleep Inn & Suites Monroe - Woodbury
10/10 Excellent
Find out more about Fort Montgomery
Fort Montgomery Vacation Homes information
Number of reviews | 150 |
|---|---|
Accommodation | 199 Vacation Homes |
Lowest Price | CA $219 |
Highest Price | CA $1,952 |
Explore a world of travel with Expedia
- Hotels near Woodbury Common Premium Outlets
- Motels in Newburgh
- Overlook Lodge at Bear Mountain
- Apartments in New York
- Hostels in Mohegan Lake
- West Point Motel
- B&B in Newburgh
- Motels in Buchanan
- B&B in Woodbury
- B&B in Cornwall
- Soho Hotels
- Hotels near John F. Kennedy Intl.
- Motels in New York
- Hotels near LaGuardia
- Cabin Rentals in Hillcrest
- B&B in Croton-on-Hudson
- Resorts in Monroe
- B&B in Mount Ivy
- Villas in Woodbury
- Villas in Viola
- Apartments in Buchanan
- Motels in Bear Mountain
- Manhattan Hotels
- Chelsea Hotels
- B&B in Monroe
- Guest Houses in Beacon
- B&B in Beaverdam Lake-Salisbury Mills
- Rv Parks in Philipstown
- Hotels near Bear Mountain State Park
- Hotels near Times Square
- B&B in Buchanan
- Hampton Inn Harriman Woodbury
- Condo Rentals in West Point
- Hostels in Rockland County
- Hotels near LEGOLAND® New York
- Motels in Highland Falls
- Holiday Inn Express West Point by IHG
- Hotels near Central Park
- New York Hotels
- Villas in West Point
- Cabin Rentals in Woodbury
- Motels in Salisbury Mills
- Midtown Hotels
- Brooklyn Hotels
- Inns in West Point
- Marriott Hotels & Resorts in Bear Mountain
- Hostels in New York
- Cheap Hotels in New York
- Cheap Hotels in Manhattan
- B&B in Beacon
- Flights from London (LON) to New York (NYC)
- Flights from Toronto (YYZ) to New York (JFK)
- Air Canada Toronto (YYZ) to New York (LGA) flights
- Flights from Montreal (YUL) to New York (LGA)
- Flights from Toronto (YYZ) to New York (NYC)
- Flights from Halifax (YHZ) to New York (LGA)
- Flights from Toronto (YYZ) to New York (LGA)
- Flights to New York
- Flights from Toronto (YTO) to New York (NYC)
- Flights from Québec (YQB) to New York (NYC)
- Flights from Ottawa (YOW) to New York (NYC)
- Flights from Detroit (DTW) to New York (LGA)
- Flights from Vancouver (YVR) to New York (NYC)
- Flights from Ottawa (YOW) to New York (LGA)
- Flights from Calgary (YYC) to New York (JFK)
- Westjet Toronto (YYZ) to New York (LGA) flights
- Flights from Buffalo (BUF) to New York (JFK)
- Flights to Bear Mountain
- Flights from Toronto (YTZ) to New York (NYC)
- Flights from Winnipeg (YWG) to New York (LGA)
- Flights from Vancouver (YVR) to New York (JFK)
- Flights from Los Angeles (LAX) to New York (NYC)
- Flights from Toronto (YYZ) to Newburgh (SWF)
- Flights from Hamilton (YHM) to New York (LGA)
- Flights from Edmonton (YEG) to New York (LGA)
- Flights from Boston (BOS) to New York (NYC)
- Flights from Stewart Intl.
- Trump Tower
- Brooklyn Bridge
- Visit Manhattan
- Visit Central New York City
- Empire State Building
- All inclusive Vacation Packages New York
- Bear Mountain State Park
- Visit Bear Mountain
- Times Square
- Wall Street
- Legoland® New York
- Visit SoHo
- Visit Downtown Brooklyn
- Mohonk Preserve Visitor Center
- New York Vacations
- Visit New York
- Woodbury Common Premium Outlets