Highland Falls Rentals
From $364 per night (USD)VRBO
Updated Home w/ Patio Half Mile to West Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Hudson River haven is perfect for your next visit to Highland Falls! Whether you’re here to visit a loved one at We ...
From $364 per night (USD)VRBO
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Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming historic home is located only 2 blocks from Thayer Gate at the United States Military Academy at West Poin ...
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From $336 per night (USD)VRBO
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled just above charming Main Street, this freshly updated 2-bedroom apartment is the perfect home base for families ...
From $336 per night (USD)VRBO
From $331 per night (USD)Expedia
West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your stylish retreat in the heart of Highland Falls! This charming 2-bedroom apartment boasts breathtaking mo ...
From $331 per night (USD)Expedia
From $540 per night (USD)VRBO
Home: 2 Mi to Thayer Gate at U.S. Military Academy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Multiple Living Areas | Stargazing | 2 Mi to Hudson River | In-Unit Laundry There’s plenty of breathing room for the wh ...
From $540 per night (USD)VRBO
From $566 per night (USD)VRBO
Charming 4 bedroom home close to West Point
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy easy access to everything from this perfectly located home base. Walking distance to Thayer Gate, Main Street in H ...
From $566 per night (USD)VRBO
From $246 per night (USD)VRBO
Local Artist Inspired | Walk to WestPoint + King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This unique place has a style all its own. Local Artist Inspired with a modern feel that's walking distance to West Poin ...
From $246 per night (USD)VRBO
From $158 per night (USD)Expedia
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to West Point! Stay at our quiet, cozy, and private apartment in the heart of Highland Falls. Walkable to West P ...
From $158 per night (USD)Expedia
From $609 per night (USD)VRBO
Modern West Point House near USMA - 3 bed, 2 bath with Hot tub & Fire pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In the picturesque town of Highland Falls, you'll find this cozy three-bedroom retreat perfect for your relaxing holiday ...
From $609 per night (USD)VRBO
From $359 per night (USD)Expedia
Lovely 3BR Home with parking-Walk to WP Gate!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walk to West Point! Enjoy the Hudson Valley. Bring the whole family to this great place with lots of room for fun. Cozy ...
From $359 per night (USD)Expedia
From $372 per night (USD)VRBO
Walk to WP Gate + Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy stylish comfort at this centrally located 2 Bedroom apartment. This charming second-floor walkup in a 2-family hou ...
From $372 per night (USD)VRBO
From $480 per night (USD)Expedia
Charming Highland Falls Home < 2 Mi to West Point!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the Hudson Valley with this Highland Falls vacation rental as your home base! Situated less than 2 miles from W ...
From $480 per night (USD)Expedia
From $615 per night (USD)VRBO
Room for Everyone: Spacious 6BR West Point Retreat
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to our Grand Serene 6-bedroom, 4-bathroom retreat nestled in the heart of Highland Falls, NY, Minutes to West Po ...
From $615 per night (USD)VRBO
From $354 per night (USD)Expedia
Fabulous 3bdrm Home w/parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your family will be close to everything when you stay at this centrally located home. Easy access to West Point Gate and ...
From $354 per night (USD)Expedia
From $318 per night (USD)VRBO
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this updated and centrally located ground floor apartment that is completely private. Walking distance from W ...
From $318 per night (USD)VRBO
From $276 per night (USD)Expedia
3BR West Point Retreat-3min to Back Gate+ King Bed
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Relax to the the sounds of the flowing brook in this beautiful, restored pre-civil war era home. Tucked away on a dead e ...
From $276 per night (USD)Expedia
From $572 per night (USD)VRBO
5 BR West Point Family Compound- Sleeps 10!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Relax to the the sounds of the flowing brook in this beautiful, restored pre-civil war era home. Tucked away on a dead e ...
From $572 per night (USD)VRBO
From $369 per night (USD)VRBO
Walk to West Point from this 2-bedroom charmer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the beauty of the Hudson River Valley in this charming, mid-century home. Complete with a full kitchen, dinin ...
From $369 per night (USD)VRBO
From $437 per night (USD)VRBO
Cozy House 3 Blocks From West Pt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is ...
From $437 per night (USD)VRBO
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House on the Babbling Brook - 2m to West Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax to the the sounds of the flowing brook in this beautiful, restored pre-civil war era home. Veteran owned, 3 mins ...
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From $1169 per night (USD)VRBO
Historic home at West Point on Main Street. 1 mile from Thayer Gate!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Charming Historic Home with modern amenities near West Point Military Academy. 4 bedrooms upstairs , 1 full bath upstai ...
From $1169 per night (USD)VRBO
From $613 per night (USD)Expedia
West Point Family Retreat, 5 min walk to Thayer!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*Graduation 2025, 2026, 2027, 2028 & 2029 and Ring Weekend 2025, 2026, 2027 & 2028 are booked!* Relax in this well ap ...
From $613 per night (USD)Expedia
From $1156 per night (USD)VRBO
Modern Luxurious Country Retreat w/ Sauna + Hot tub 1hr from NYC
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to a serene modern ranch-style country house and guest cottage nestled on 4 private acres, just 1 hour from NYC. ...
From $1156 per night (USD)VRBO
From $543 per night (USD)Expedia
Modern Farmhouse Walking Distance to West Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay in this newly renovated home with original details and decorated with modern day charm. Walking distance to We ...
From $543 per night (USD)Expedia
From $357 per night (USD)VRBO
Discover Nature’s Glory! Perfect Family Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Rustling trees, fresh mountain air, and all the time in the world to just slow down and enjoy it. This is everything NY ...
From $357 per night (USD)VRBO
From $279 per night (USD)Expedia
House on the Babbling Brook- Quiet 2BR + King Bed!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax to the the sounds of the flowing brook in this beautiful, restored pre-civil war era home. Tucked away on a dead e ...
From $279 per night (USD)Expedia
From $879 per night (USD)VRBO
West Point Mountain House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to West Point and enjoy early check in & late check out at this beautiful mountainside house overlooking the vil ...
From $879 per night (USD)VRBO
From $417 per night (USD)Expedia
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this delightful condo in picturesque Garrison. With 2 queen beds spread across 3 levels, with kitchen, laundry ...
From $417 per night (USD)Expedia
From $488 per night (USD)VRBO
Home To Rent For West Point Activities, PCS Moves, and TDY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our charming home overlooks the Hudson River in a quiet neighborhood. It is in an excellent location in close proximity ...
From $488 per night (USD)VRBO