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Featured Cottages in Montgomery

Putnam Valley Vacation Rental: Patio & Lake Views!
Private kitchen

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

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
Warwick Vacation Rental w/ Private Yard & Fire Pit
Private kitchen

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
Huguenot Retreat w/ Screened Porch & Lake Access!
Exterior

Huguenot Retreat w/ Screened Porch & Lake Access!

3.0 star property
Huguenot Retreat w/ Screened Porch & Lake Access!
Relaxing New York Home w/ Boat Dock & Lake View!
Miscellaneous

Relaxing New York Home w/ Boat Dock & Lake View!

2.5 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Historic 1800's Cornwall-on-hudson Cottage!
Interior

Historic 1800's Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800's Cornwall-on-hudson Cottage!
Bright Cornwall-on-hudson Vacation Rental!
Private kitchen

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!
Cozy Campbell Hall Getaway w/ Porch!
Terrace/patio

Cozy Campbell Hall Getaway w/ Porch!

3.0 star property
Cozy Campbell Hall Getaway w/ Porch!
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Microwave, oven, stovetop, dishwasher

Luxe Montgomery Home w/ Hot Tub Near Angry Orchard

3.0 star property
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Port Jervis Home ~ 8 Acres w/ Mountain View!
Exterior detail

Port Jervis Home ~ 8 Acres w/ Mountain View!

3.0 star property
Port Jervis Home ~ 8 Acres w/ Mountain View!
High Falls Restorative Cabin in the Woods!
Terrace/patio

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls Restorative Cabin in the Woods!
Waterfront Wallkill Duplex Home w/ Fire Pits!
Outdoor dining

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!
Updated Home w/ Patio Half Mile to West Point
Private kitchen

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Charming Cottage w/ Deck: Mtn + Lake Views!
Private kitchen

Charming Cottage w/ Deck: Mtn + Lake Views!

3.0 star property
Charming Cottage w/ Deck: Mtn + Lake Views!
Pet-friendly Pond View Loft' w/ Private Pool!
Dining

Pet-friendly Pond View Loft' w/ Private Pool!

3.0 star property
Pet-friendly Pond View Loft' w/ Private Pool!
Wallkill Riverfront Retreat: Canoe & Relax!
Property grounds

Wallkill Riverfront Retreat: Canoe & Relax!

3.0 star property
Wallkill Riverfront Retreat: Canoe & Relax!
Idyllic Home on the Hudson w/ Updated Interior!
Microwave, oven, stovetop, dishwasher

Idyllic Home on the Hudson w/ Updated Interior!

3.0 star property
8.0 out of 10, Very good, (1)
"Personally loved the location, very remote and on the river. Not very accessible to restaurants, shopping etc, so just be advised. Also, the train does pass by on a very regular basis, day and nice. The house itself was very nice"
Idyllic Home on the Hudson w/ Updated Interior!
Eclectic Ulster County Cabin ~ 14 Mi to Waterfalls
Interior

Eclectic Ulster County Cabin ~ 14 Mi to Waterfalls

3.0 star property
10.0 out of 10, Exceptional, (1)
"Was nice and secluded and felt very intimate"
Eclectic Ulster County Cabin ~ 14 Mi to Waterfalls
Charming Highland Falls Home < 2 Mi to West Point!
Exterior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Marlboro Vacation Rental w/ Fire Pit & Yard!
1 bedroom, bed sheets

Marlboro Vacation Rental w/ Fire Pit & Yard!

3.0 star property
Marlboro Vacation Rental w/ Fire Pit & Yard!
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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Other property types in Montgomery

Cottage Suites
Private kitchen

Cottage Suites

3.0 star property
8.0 out of 10, Very good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
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.

Frequently asked questions

Why book your cottage in Montgomery with Expedia?
Expedia has some great cottages in Montgomery, so start packing for a memorable holiday close to nature. If you have a budget, click on how much you want to spend and the star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect place whatever your escape looks like.
How can I find cheap cottages in Montgomery?
A good way to locate cheap cottages in Montgomery is with Expedia’s useful filter tool. Narrow down your search results by star rating, amenities and budget to grab awesome rates in a couple of clicks.
What is there to do in Montgomery near my cottage?
After you’ve unpacked your bags, set out and discover the fun things Montgomery has to offer. Thomas Bull Memorial Park is a great attraction to add to your travel itinerary.