A mountainous landscape with a bridge in the distance.

Search Fort Montgomery Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Fort Montgomery 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
$280 nightly
The price is $331
Oct 21 - Oct 22
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)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$645 nightly
The price is $712
Oct 31 - Nov 1
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

3. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
$591 nightly
The price is $698
Oct 22 - Oct 23
Total with taxes and fees
Bright Cornwall-on-hudson Vacation Rental!
A wooden deck with a railing overlooking a body of water and trees.

4. 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, (27 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$372 nightly
The price is $425
Oct 21 - Oct 22
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

5. 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.
$281 nightly
The price is $293
Nov 1 - Nov 2
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A two-story house with a front yard, a staircase, and a covered outdoor seating area.

6. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
$732 nightly
The price is $815
Oct 21 - Oct 22
Total with taxes and fees
Snow Days & City Escapes: Spacious Ossining Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fort Montgomery Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Was under construction, room was clean and comfortable."
Gary 4-night trip
Posted 1 hour ago
Ramada by Wyndham Newburgh/West Point

Find out more about Fort Montgomery

Fort Montgomery Cottages information

Number of reviews
193
Accommodation
52 Cottages
Lowest Price
$293
Highest Price
$815

Frequently asked questions

How much do cottages in Fort Montgomery cost?
Expect to pay between $293 and $815 per night for cottages in Fort Montgomery. No matter your budget, a wonderful stay is only a few clicks 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 Fort Montgomery with Expedia?
Expedia has some wonderful cottages in Fort Montgomery, so get ready for an unforgettable vacay on nature's doorstep. If you need to stick to a budget, choose how much you're willing to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the right fit whatever your escape looks like.
How can I find cheap cottages in Fort Montgomery?
Expedia is here to help you easily track down cheap cottages in Fort Montgomery. To find your perfect stay in just a few keystrokes, simply use our convenient filter tool to refine your search results by amenities, star rating and budget.

Explore a world of travel with Expedia