
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.

Quaint Apartment in Cornwall on Hudson
Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Your West Point Academy Home Away from Home
Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

West Point Mountain House
Welcome to West Point! Enjoy early check-in in and late check out at our beautiful mountainside house overlooking the village on its own private hill! Spacious, yet cozy, this house is great for large families or groups of friends coming to explore West Point, Bear Mountain, Storm King, or the Hudson Valley at large. 1 hour from NYC and minutes away from restaurants and local attractions. This 3500 Sq Ft home features fun for everyone in a private setting yet still close to all the fun!

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.

The Little Red House
Located in a quiet neighborhood just off the Hudson River, yet only a 10 min drive from the bustling town of Beacon and within walking distance to the Newburgh action where you will find restaurants, coffee shops, galleries local shopping, and nightlife. With countless hiking spots, farms, breweries, and wineries, your stay in Hudson Valley will be memorable. The house was also a filming & staging location for the movie “Adults” starring Michael Cera

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!

Lakeside Cottage: Boulder's Bluff
Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.

Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

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.

Cozy 4 Bed 2 Bath Home 1/4 mile from West Point
Split level floor plan featuring 4 spacious, bright bedrooms and 2 full baths. Newly renovated home with large deck for entertaining. Sleeps 10 with room to spare. Quiet end street 1/4 mile from Thayer Hotel at USMA. Walking distance to several restaurants. Amenities include: Satellite TV/WiFi/Washer-Dryer/Dishwasher/Outdoor grill.

View House
Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

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.
Popular amenities for Highland Falls vacation rentals
Other great vacation rentals in Highland Falls

Highland Falls Home - 1/2 Mile to West Point

Highlands Retreat

Hudson Valley Hideaway | Cozy Loft Near Rhinebeck

Ultimate Walking Access to Thayer Gate USMA

Margaret's Heart

Cozy House 3 Blocks From West Pt

Cozy 1-bedroom retreat minutes from West Point!

Lake front cabin Aframe+fire pit+game room+hot tub
When is the best time to visit Highland Falls?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ874 | ﺩ.ﺇ661 | ﺩ.ﺇ731 | ﺩ.ﺇ918 | ﺩ.ﺇ999 | ﺩ.ﺇ1,032 | ﺩ.ﺇ936 | ﺩ.ﺇ951 | ﺩ.ﺇ940 | ﺩ.ﺇ1,025 | ﺩ.ﺇ1,102 | ﺩ.ﺇ970 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
Are there family-friendly house rentals in Highland Falls?
Highland Falls has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
Are there pet-friendly house rentals in Highland Falls?
Four-legged friends are welcome in Highland Falls. Choose from more than 10 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Highland Falls?
Yes! Work meets play with ease at over 20 house rentals in Highland Falls featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Highland Falls have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Highland Falls have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
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 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.
Quick stats about vacation rentals in Highland Falls

Total vacation rentals
Explore 60 vacation rentals in Highland Falls

Nightly prices starting at
Highland Falls vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Highland Falls vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Highland Falls rentals

4.9 Average rating
Highland Falls stays are highly rated by guests—averaging 4.9 out of 5!
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- Astoria Park




