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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
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5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Browse Select Montgomery Cottages

Hike & Fish: Outdoor Retreat Near Trails
Situated in a wooded area, this cabin offers a natural and secluded environment with a large garage door and a window overlooking the surrounding forest.

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is ฿5,911
฿10,451 total
includes taxes & fees
11 Aug - 12 Aug
Hike & Fish: Outdoor Retreat Near Trails
Luxe Family Home on Orange Lake w/ Private Dock!
House (3 Bedrooms) | Interior

Luxe Family Home on Orange Lake w/ Private Dock!

3.0 star property
Luxe Family Home on Orange Lake w/ Private Dock!
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | 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
Huguenot Retreat w/ Screened Porch & Lake Access!
Cottage (4 Bedrooms) | Front of property

Huguenot Retreat w/ Screened Porch & Lake Access!

3.0 star property
Huguenot Retreat w/ Screened Porch & Lake Access!
Charming Gardiner Home w/ Yard & Sunroom
House (4 Bedrooms) | Front of property

Charming Gardiner Home w/ Yard & Sunroom

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Gardiner Home w/ Yard & Sunroom
Family Home Close to Warwick, 5 Mi to Lake!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
Play, Swim & Unwind: Family Home in Glen Wild!
House (4 Bedrooms) | Interior

Play, Swim & Unwind: Family Home in Glen Wild!

3.0 star property
Play, Swim & Unwind: Family Home in Glen Wild!
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Interior

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!
Charming Victorian Retreat w/ Hudson River Views
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

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

Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
Waterfront Wallkill Duplex Home w/ Fire Pits!
Enjoy a city view from the large window in this apartment's spacious living area, featuring a comfortable seating arrangement and a well-equipped kitchen with ample counter space.

Waterfront Wallkill Duplex Home w/ Fire Pits!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!"
Waterfront Wallkill Duplex Home w/ Fire Pits!
Eclectic Ulster County Cabin w/ Private Hot Tub
Enjoy a relaxing stay in this charming home with a front porch, barbecue grill, and beautifully manicured lawn.

Eclectic Ulster County Cabin w/ Private Hot Tub

3.0 star property
10.0 out of 10, Exceptional, (1)
"Was nice and secluded and felt very intimate"
Eclectic Ulster County Cabin w/ Private Hot Tub
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Enjoy meals in this dining area with a large table and six comfortable chairs.

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Updated Home w/ Patio Half Mile to West Point
House (3 Bedrooms) | Interior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Dreamy Hudson Valley Cottage w/ State Park Views
Relax in this spacious living room with a fireplace, comfortable seating, and a flat-screen TV.

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
Port Jervis Home ~ 8 Acres w/ Mountain View!
House (3 Bedrooms) | Interior

Port Jervis Home ~ 8 Acres w/ Mountain View!

3.0 star property
Port Jervis Home ~ 8 Acres w/ Mountain View!
Warwick Vacation Rental w/ Private Yard & Fire Pit
House (4 Bedrooms) | Interior

Warwick Vacation Rental w/ Private Yard & Fire Pit

3.0 star property
10.0 out of 10, Exceptional, (1)
"I was relieved to find that the property looks just like and even better than the pictures online. "
Warwick Vacation Rental w/ Private Yard & Fire Pit
High Falls Restorative Cabin in the Woods!
Enjoy a warm and inviting dining experience with a view of the surrounding forest from this cozy cabin's dining area.

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls Restorative Cabin in the Woods!
Charming Cottage w/ Deck: Mtn + Lake Views!
House (3 Bedrooms) | Interior

Charming Cottage w/ Deck: Mtn + Lake Views!

3.0 star property
Charming Cottage w/ Deck: Mtn + Lake Views!
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"The staff who served breakfast were friendly and helpful"
Richard 1-night trip
Posted 16 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

Why book your cottage in Montgomery with Expedia?
We think that a holiday 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 favourite 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.