Book Holiday Homes in Highland Falls

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Featured Holiday Homes in Highland Falls

Nature Getaway: Charming Villa Near Trails and Parks

Nature Getaway: Charming Villa Near Trails and Parks

Monroe
With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and Schunnemunk State Park.
Nature Getaway: Charming Villa Near Trails and Parks
Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Highland Falls
With a stay at Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi in Highland Falls, you'll be within a 5-minute walk of United States ...
Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Charming Highland Falls Home < 2 Mi to West Point!

Charming Highland Falls Home < 2 Mi to West Point!

Highland Falls
With a stay at this vacation home in Highland Falls, you'll be within a 5-minute drive of Bear Mountain State Park and West Point Museum.
Charming Highland Falls Home < 2 Mi to West Point!
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Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet
Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Stony Point
With a stay at this vacation home in Stony Point, you'll be within a 10-minute drive of Bear Mountain State Park and Harriman State Park.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction
Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research ...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!

Montgomery
The price is AU$1,288 per night from 10 Dec to 11 Dec
AU$1,288
includes taxes & fees
10 Dec - 11 Dec
Located in Montgomery, this vacation home is in a rural location, within a 10-minute drive of City Winery Hudson Valley and Orange County Farmers Museum.
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

Garrison
Located in Philipstown, this vacation home is in the mountains, a 4-minute drive from Graymoor - The Holy Mountain and 9 minutes from Peekskill Landing ...
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

Goshen
With a stay at this vacation home in Goshen, you'll be within a 10-minute drive of LEGOLAND® New York and Goshen Historic Track.
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
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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.

Highland Falls Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Highland Falls vacation homes are the perfect way for you to wing it.

Holiday houses in Highland Falls let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Highland Falls in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Highland Falls adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Highland Falls with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Highland Falls vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Highland Falls Holiday Homes essential information

Accommodation
218 Holiday Homes
Lowest Price
AU$132
Highest Price
AU$1,288
Popular accommodation
Nature Getaway: Charming Villa Near Trails and Parks, Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi, Charming Highland Falls Home < 2 Mi to West Point!, Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. , Updated Getaway w/ Pool & Hot Tub on < 3 Acres!, 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!, 'The Glabin’: Garrison Gem w/ Deck & Fire Pit!, The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

Top trending hotels in Highland Falls

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2 out of 5
17 Main St, Highland Falls, NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 13 Dec to 14 Dec
AU$177
includes taxes & fees
13 Dec - 14 Dec
A stay at FairBridge Inn & Suites at West Point places you in the heart of Highland Falls, within a 5-minute drive of Bear Mountain State Park and West Point ...
FairBridge Inn & Suites at West Point
West Point Motel

West Point Motel

2.5 out of 5
156 Main Street, Highland Falls, NY
Fully refundableReserve now, pay when you stay
The price is AU$244 per night from 2 Dec to 3 Dec
AU$244
includes taxes & fees
2 Dec - 3 Dec
With a stay at West Point Motel in Highland Falls, you'll be within a 5-minute drive of Bear Mountain State Park and Hudson River.
West Point Motel
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59, Nyack, NY
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 9 Dec to 10 Dec
AU$194
includes taxes & fees
9 Dec - 10 Dec
Located in Nyack, West Gate Inn Nyack is within a 5-minute drive of Edward Hopper House Art Center and Memorial Park.
West Gate Inn Nyack
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Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

2.5 out of 5
160 State Route 17 South, Mahwah, NJ
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 16 Dec to 17 Dec
AU$132
includes taxes & fees
16 Dec - 17 Dec
Located in Mahwah, Super 8 by Wyndham Mahwah is a 4-minute drive from Ramapo College of New Jersey and 6 minutes from Ringwood State Park.
Super 8 by Wyndham Mahwah
Don't see what you're looking for?
See all available properties in Highland Falls
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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.

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^Subject to availability and chosen travel dates.