A lake surrounded by hills with autumn foliage.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Highland Falls cottages

A house with a view of a bridge and mountains.

1. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (149 reviews)
"We had a great stay!!"
United States
Jasmine
$267 nightly
The price is $315
Nov 9 - Nov 10
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
$567 nightly
The price is $626
Nov 21 - Nov 22
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

3. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$268 nightly
The price is $280
Nov 12 - Nov 13
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A two-story house with a balcony, surrounded by lush greenery.

4. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
$475 nightly
The price is $537
Nov 4 - Nov 5
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A wooden deck with a railing overlooking a body of water and trees.

5. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$353 nightly
The price is $404
Nov 5 - Nov 6
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

6. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (9 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
$441 nightly
The price is $521
Nov 8 - Nov 9
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

7. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
$457 nightly
The price is $517
Nov 8 - Nov 9
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Very high value for the price. Clean and modern. Great breakfast choices."
Thomas 1-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland Falls

Highland Falls Cottages information

Number of reviews
200
Accommodation
61 Cottages
Lowest Price
$280
Highest Price
$698

Frequently asked questions

How much do cottages in Highland Falls cost?
Prepare to pay between $280 and $698 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 vacation 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 accommodations that are very pocket friendly, fine-tune your search results by budget, star rating and amenities.
What is there to do in Highland Falls near my cottage?
Once you've unpacked and settled in, set out and discover the awesome things Highland Falls has to offer. West Point Museum is a top attraction to add to your itinerary.

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