
Vacation rentals in Highland Falls
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Top-rated vacation rentals in Highland Falls
Guests agree: these stays are highly rated for location, cleanliness, and more.

Modern Usma Home, Walk to West Point. Hot Tub!
Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers.

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Adorable Guest Apartment in Victorian Mansion
This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Cozy West Point Hide Away and Cadet’s Get Away
Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.

Spacious, bright 5 bedroom house near West Point
Recently renovated 5 bedroom, 2 bathroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!

2nd Fl 2BR Apt Walking distance to WestPoint
I am located in a beautiful area close to all, 3 mins or less walk to the Thayer gate at West Point, also within walking distance to all local restaurants/bars in town, mins away from the bear mountain bridge where the view is spectacular of the Hudson river and more. Beautiful mountains for hikers! This is a great location for family and friends visiting anyone at Westpoint.

Secluded overlook cottage near West Point
This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 minutes from West Pt. Situated on a mountain top, this private little space is a nature lovers paradise. Come, recline on the new outdoor deck, relax by the fire pit and hike/explore the forest trails right out the front door.

Beautiful loft space
Located in the heart of Cold Spring, NY, this beautiful architect-designed loft space is only 2 blocks away from the Metro North train stop. It features a large single bedroom, a full kitchen, a full dining table and chairs, and a sleeper sofa.

Riverview B&B 2 Miles to West Point
"Rosenkavalier" is a full apartment / B&B located in Highland Falls, New York on the majestic Hudson River in the Cragston sub-community, just 2 miles south of the historic US Military Academy at West Point and 45 miles north of New York City.
Popular amenities for Highland Falls vacation rentals
Other great vacation rentals in Highland Falls

Cozy Modern Stay - Walk to West Point & Main St!

Highland Falls Home - 1/2 Mile to West Point

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

Ultimate Walking Access to Thayer Gate USMA

Cozy House 3 Blocks From West Pt

Delightful Home!

Cozy 1-bedroom retreat minutes from West Point!

One Block Stop from West Point
Quick stats about vacation rentals in Highland Falls
Total rentals
60 properties
Nightly prices starting at
R861 ZAR before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Frequently Asked Questions
Are there pet-friendly vacation rentals in Highland Falls?
Four-legged friends are welcome in Highland Falls. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Highland Falls?
Experience the best of Highland Falls with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Highland Falls have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Highland Falls?
Yes! Work meets play with ease at over 40 vacation rentals in Highland Falls featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Highland Falls?
Highland Falls has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Highland Falls have wifi?
Absolutely! We offer over 40 house rentals with wifi in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Highland Falls have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Highland Falls?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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