Photo by ViajandoconAna Rustrian

Search Cottages in Montgomery

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (116)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is AED 691
AED 1,118 total
includes taxes & fees
22 Jul - 23 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Cottage in the Heart of the Shawangunks
Fridge, microwave, oven, stovetop

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (13)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
Charming Cottage in the Heart of the Shawangunks
Hike & Fish: Outdoor Retreat Near Trails
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is AED 672
AED 1,188 total
includes taxes & fees
27 Jul - 28 Jul
Hike & Fish: Outdoor Retreat Near Trails
Cozy Cottage with a Pond 2
Property grounds

Cozy Cottage with a Pond 2

6.4 out of 10, (13)
"Stayed here for a night with my friend, and this place was very quaint and cozy! Checking in was easy, the bed was comfy, and it was nice to have a little living room and kitchen area. There was also a family of otters playing in the pond outside!"
The price is AED 367
AED 535 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Cottage with a Pond 2
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Fridge, microwave, stovetop, dishwasher

Hudson Valley Retreat w/ Pool Near Greenwood Lake

10.0 out of 10, Exceptional, (5)
"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!"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hello Small Stone
Exterior

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house was great. It was nice to sit and relax by the small pond in the back."
The price is AED 661
AED 1,608 total
includes taxes & fees
30 Jul - 31 Jul
Hello Small Stone
Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways
Exterior

Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways

10.0 out of 10, Exceptional, (3)
"Very cool chill place to stay. Totally enjoyed my stay very relaxing."
Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways
Play, Swim & Unwind: Family Home in Glen Wild!
House (4 Bedrooms) | Front of property

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

3.0 star property
Play, Swim & Unwind: Family Home in Glen Wild!
Leggett Cottage, High Falls, NY.
Outdoor dining

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (75)
"We really enjoyed our stay! The space was very nice & beautiful during the fall!"
Leggett Cottage, High Falls, NY.
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Smart TV, fireplace

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

9.6 out of 10, Exceptional, (13)
"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Outdoor dining

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

The price is AED 514
AED 793 total
includes taxes & fees
20 Jul - 21 Jul
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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
Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Living area

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
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 2-bedroom cottage with large deck in beautiful Accord NY.
Exterior

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (10)
"This property was outstanding and impeccable in every way. Much thought was given to everything a traveler could use or need. I could easily stay here for a month or more because it felt like a comfortable home. Many thanks to the owner of the property!"
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (58)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Exterior detail

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (53)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
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!
Charming Lakefront Cottage On Masten lake
Property grounds

Charming Lakefront Cottage On Masten lake

9.8 out of 10, Exceptional, (35)
"We really enjoyed this cozy little college next to the lake. It was a perfect place to stay when going to multiple nights of concerts at Bethel Woods. We would love to return some time. The owner is kind and communicative and the entire process was very stress free. Great little place for a couple."
Charming Lakefront Cottage On Masten lake
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (28)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.