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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
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Featured Cottages in Highland Falls

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelent House 👏👌👌"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Luxe Family Home on Orange Lake w/ Private Dock!
Interior

Luxe Family Home on Orange Lake w/ Private Dock!

3.0 star property
Luxe Family Home on Orange Lake w/ Private Dock!
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
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Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Family Home Close to Warwick, 5 Mi to Lake!
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Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
Charming Victorian Retreat w/ Hudson River Views
Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Serene Holmes Cottage Near Lakes & Trails!
Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Pet-friendly Hopewell Junction Home w/ Pool
Outdoor dining

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Dreamy Hudson Valley Cottage w/ State Park Views
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Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Updated Home w/ Patio Half Mile to West Point
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Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Bright Cornwall-on-hudson Vacation Rental!
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Bright Cornwall-on-hudson Vacation Rental!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
Bright Cornwall-on-hudson Vacation Rental!
Historic 1800s Cornwall-on-hudson Cottage!
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Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
Charming Highland Falls Home < 2 Mi to West Point!
Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Relaxing New York Home w/ Boat Dock & Lake View!
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Relaxing New York Home w/ Boat Dock & Lake View!

3.0 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Cozy Campbell Hall Getaway w/ Porch!
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Cozy Campbell Hall Getaway w/ Porch!

3.0 star property
Cozy Campbell Hall Getaway w/ Porch!
Lakefront Brewster Vacation Rental w/ Private Dock
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Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Exterior

Luxe Montgomery Home w/ Hot Tub Near Angry Orchard

3.0 star property
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Outdoor Entertainment Areas: Spacious Katonah Gem!
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Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property
Outdoor Entertainment Areas: Spacious Katonah Gem!
Lake Carmel Access: Waterfront Home w/ Deck!
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Lake Carmel Access: Waterfront Home w/ Deck!

3.0 star property
Lake Carmel Access: Waterfront Home w/ Deck!
Private Pool & Patio: Luxe Westchester Home!
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Private Pool & Patio: Luxe Westchester Home!

3.0 star property
Private Pool & Patio: Luxe Westchester Home!
Ossining Vacation Rental Near River, Trails & Mta!
Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
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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Top Highland Falls Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Room was small but nice and very comfortable. The food was excellent."
ELLEN 3-night trip
Posted 1 day ago
The Thayer Hotel at West Point

Frequently asked questions

How much do cottages in Highland Falls cost?
Prepare to pay between and per night for cottages in Highland Falls. No matter your budget, a wonderful stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Highland Falls with Expedia?
Reserving a cottage in Highland Falls is as simple as entering your travel dates and selecting an ideal place for a holiday in the outdoors. From chic retreats to affordable properties and cottages that come with perks like a hot tub, Expedia has something for all tastes. As for the best deals around? We've got them too!
How can I find cheap cottages in Highland Falls?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Highland Falls is a cinch. To discover accommodation that are very pocket friendly, fine-tune your search results by budget, star rating and amenities.