
House vacation rentals in Highland Falls
Find and book unique houses on Airbnb
Quick stats about house rentals in Highland Falls

Total vacation rentals
Explore 40 vacation rentals in Highland Falls

Nightly prices starting at
Highland Falls vacation rentals start at G$10,462 GYD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
Top-rated house rentals in Highland Falls
Guests agree: these houses are highly rated for location, cleanliness, and more.

Modern 3BD West Point USMA House w/ HotTub!
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!
ValueLocationSleep quality
4.99 out of 5 average rating, 116 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
ValueFamilyLaundry
4.81 out of 5 average rating, 136 reviews
Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC
LocationValueTV
4.99 out of 5 average rating, 190 reviews
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 and cozy, this home is great for large families or groups of friends coming to explore West Point, Bear Mountain, Storm King, or the Hudson Valley at large. Just 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, but still close to all the fun!
FamilyLocationHospitality
4.97 out of 5 average rating, 114 reviews
Ultimate Walking Access to Thayer Gate USMA
Stay extra day on us! Book 4 nights and get the 5th night free at our family friendly beautiful farmhouse. Enjoy the ultimate walking access to Thayer Gate and immerse yourself in the West Point experience. Hosted by a ‘23 Old Grad Mom, our home features a kitchen with granite counters, dining for 10, with a 75” SmartTV, fast wifi and a great backyard for entertaining. Relax in cold AC near the Academy. No smoking or pets. No exceptions/loss of deposit. No smoking or pets or loss of deposit.
LocationFamilyBathroom
4.97 out of 5 average rating, 126 reviews
Home in Cold Spring- Farm Stay!
Escape to our charming home nestled on five acres of farmland. This stay offers both seclusion and convenience, providing an ideal retreat for families, friends, or anyone seeking a peaceful countryside experience. Outdoor Space: -Walkable property featuring goats, chickens, horses, and donkeys -Large front porch featuring stunning mountain views and sunsets -Nearby hiking trails Location: -Five-minute drive to the quaint village of Cold Spring -Many shops, restaurants, and river views
LocationValueAir conditioning
4.99 out of 5 average rating, 104 reviews
Cozy Riverfront Victorian in the Hudson Valley
Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.
FamilyValueParking
4.92 out of 5 average rating, 194 reviews
Balmville Mid-Century Gem & Work From Home Retreat
Gather with friends and family or enjoy a work from home getaway in this mid century gem, located in the lovely hamlet of Balmville. This section of the Hudson River Valley is known for its well-maintained historic homes, river views, and vibrant culture. Enjoy dinner and cocktails in the city of Newburgh just 1.5 miles away, or cross the bridge to Beacon (just 5 miles away) and enjoy all Main Street has to offer. Hike Mount Beacon, Breakneck Ridge, and more.
LocationFamilyIndoor spaces
4.99 out of 5 average rating, 210 reviews
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
Welcome to the West Point Grad Mom House — Whether you’re visiting your Plebe, Yearling, Cow or Firstie our home was designed with West Point families in mind just steps from Thayer Gate. Why families love staying here: • Walk to Thayer Gate, Main Street • Easy access to West Point • Spacious gathering areas • Historic charm combined with modern comfort • Thoughtful touches from a fellow Grad Mom who understands how special these visits are
FamilyLocationBathroom
5.0 out of 5 average rating, 105 reviews
Cozy House 3 Blocks From West Pt
Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is conveniently situated right by Thayer Gate (3 blocks) where there are shuttles to all events and destinations. Steps away (1 block) from the restaurants on Main street and the West Point visiting center and Museum (3 blocks). 10 Mins to Bear Mountain State Park 15 Mins to Storm King Art Center 20 Mins to Woodbury Commons
LocationFamilyOutdoor spaces
4.93 out of 5 average rating, 178 reviews
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!
FamilyLocationAccess
4.99 out of 5 average rating, 214 reviews
Lovely 3BR Home with parking-Walk to WP Gate!
Walk to West Point! Enjoy the Hudson Valley. Bring the whole family to this great place with lots of room for fun. Cozy up in our spacious living room while dinner is cooking in the fully equipped kitchen. The back deck is perfect for morning coffee, unwinding in the evening with a glass of wine or a family BBQ. You will find everything you need for work or play here in the heart of Highland Falls, New York. Looking forward to having you!
LocationFamilyKitchen
4.8 out of 5 average rating, 141 reviewsPopular amenities for Highland Falls house rentals
House rentals with a pool

Cozy, Modern Retreat in the Woods of Cold Spring
ValueLocationLayout
4.95 out of 5 average rating, 179 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
ValueLocationView
5.0 out of 5 average rating, 107 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
LocationFamilyView
4.92 out of 5 average rating, 181 reviews
Lake Views | Pool + Hot Tub | 1hr NYC | Ski Access
FamilyLocationCheck-in
4.92 out of 5 average rating, 118 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
ValueLocationDecor
4.96 out of 5 average rating, 141 reviews
Cozy getaway 1 hr from NYC!
FamilyLocationLayout
4.91 out of 5 average rating, 186 reviews
Scenic River View Escape | New Paltz
LocationValueComfort
4.88 out of 5 average rating, 242 reviews
midcentury mod hot tub*walk out trail R2R/Mohonk
FamilyLocationCheckout
4.98 out of 5 average rating, 549 reviewsWeekly house rentals

Eclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
ValueFamilyHospitality
4.87 out of 5 average rating, 166 reviews
Your West Point Academy Home Away from Home
LocationFamilyCheckout
4.99 out of 5 average rating, 128 reviews
Waterfront Lake House
LocationFamilyHiking
4.94 out of 5 average rating, 143 reviews
4 Bd Paradise Gorgeous Design Close to All!
ValueFamilyBathroom
4.96 out of 5 average rating, 152 reviews
Crystal Wave LakeHouse
LocationFamilyBackyard
4.91 out of 5 average rating, 150 reviews
The Little Red House
LocationValueRiver
4.99 out of 5 average rating, 158 reviews
NEW! Stylish Home in the Heart of Beacon
FamilyLocationParking
4.99 out of 5 average rating, 189 reviews
The Peekskill RiverView House
LocationFamilyGetting around
4.89 out of 5 average rating, 225 reviewsPrivate house rentals

Lady Montgomery
LocationValueLaundry
4.86 out of 5 average rating, 154 reviews
Bear Mtn Haus near hiking trails
LocationFamilyHospitality
4.85 out of 5 average rating, 141 reviews
Panoramic Lakeviews & Lush Garden | Beach Access
FamilyValueLaundry
5.0 out of 5 average rating, 227 reviews
Peaceful Yellow Door Cottage
FamilyLocationWalkability
4.93 out of 5 average rating, 168 reviews
Beacon Creek House
FamilyLocationIndoor spaces
4.99 out of 5 average rating, 167 reviews
Highland Falls Home - 1/2 Mile to West Point
FamilyLocationAccuracy
4.97 out of 5 average rating, 74 reviews
Delightful Home!
FamilyLocationOutdoor spaces
4.82 out of 5 average rating, 22 reviews
Old Grad House, within Cadet Walking Privileges
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 31 reviewsWhen is the best time to visit Highland Falls?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,913 GYD | G$64,236 GYD | G$61,725 GYD | G$60,679 GYD | G$74,070 GYD | G$72,187 GYD | G$62,772 GYD | G$64,027 GYD | G$61,725 GYD | G$63,818 GYD | G$74,070 GYD | G$62,772 GYD |
| 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 |
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
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- United Nations Headquarters
- Bear Mountain State Park
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- Grand Central Terminal
- Minnewaska State Park Preserve
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- Bronx Zoo





