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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montgomery cottages

A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

1. 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 small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

2. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
$192 nightly
The price is $216
Oct 19 - Oct 20
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A bedroom with a large bed, a window with a view of trees, and a sliding glass door leading to an outdoor area.

3. Private Pool House - Pool · Jacuzzi · Fireplace

Private Pool House - Pool · Jacuzzi · Fireplace
Pine Bush
$474 nightly
The price is $531
Oct 19 - Oct 20
Total with taxes and fees
Private Pool House - Pool · Jacuzzi · Fireplace
A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

4. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
$234 nightly
The price is $237
Oct 20 - Oct 21
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A rustic cabin with a stone exterior, wooden deck, and a small porch.

5. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$317 nightly
The price is $358
Oct 20 - Oct 21
Total with taxes and fees
Hello Small Stone
A wooden deck with a barbecue grill and a trash can.

6. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
$304 nightly
The price is $344
Oct 19 - Oct 20
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
A house with a view of a bridge and mountains.

7. 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
$279 nightly
The price is $330
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.

8. 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.
$453 nightly
The price is $500
Oct 21 - Oct 22
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.

9. 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!
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 Montgomery Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Bear Mountain Inn is a unique and beautiful retreat in the heart of the Hudson Valley. We go for the scenery, hiking, and watching the marine and rail traffic along the Hudson River. Staff is always helpful. We booked 2 nights but could only. stay 1 due to a family emergency and the staff worked with Expedia to refund the 2nd night. Will definitely return as we love the atmosphere. Stayed in 1 of the stone cottages in the woods above the lake. Basic room with a shared common area and outdoor porch/deck. Room had a small refrigerator and TV with local channels. Clean and quiet and what you'd expect in a state or national park setting. Great 1.5 mile paved walking trail below the cottage that circles the picturesque lake on the property grounds. Nice way to start the day."
Robert K 2-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain

Find out more about Montgomery

Montgomery Cottages information

Number of reviews
189
Accommodation
104 Cottages
Lowest Price
$216
Highest Price
$698

Frequently asked questions

Why book your cottage in Montgomery with Expedia?
We think that a vacay should be hassle-free, so if you're on the lookout for cottages in Montgomery at an affordable rate, Expedia delivers. Save those pennies and check in to a wallet-friendly option surrounded by wilderness, or splurge on an upmarket cottage to really spoil your favorite people.
How can I find cheap cottages in Montgomery?
With Expedia's convenient filter tool, comparing cheap cottages in Montgomery has never been simpler. To find stays that are very pocket friendly, narrow your search by budget, amenities and star rating.
What is there to do in Montgomery near my cottage?
Once you've checked in to your hotel, get out and explore the fantastic things Montgomery has for you to experience. Thomas Bull Memorial Park is a top attraction to add to your itinerary.

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