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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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.
The price is AU$422
includes taxes & fees
12 Oct - 13 Oct
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)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is AU$313
includes taxes & fees
12 Oct - 13 Oct
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
The price is AU$749
includes taxes & fees
14 Oct - 15 Oct
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.
The price is AU$365
includes taxes & fees
9 Nov - 10 Nov
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.
The price is AU$546
includes taxes & fees
20 Oct - 21 Oct
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
The price is AU$494
includes taxes & fees
11 Oct - 12 Oct
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, (147 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AU$476
includes taxes & fees
20 Oct - 21 Oct
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.
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
The price is AU$1,003
includes taxes & fees
22 Oct - 23 Oct
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"The room was spotless, the bathroom was spotless and extremely well appointed. The blackout shade in the room did its job perfectly. The bed and bedding were perfect. We liked the fact that the back door was locked regardless of the time of day and had to use your room key to get in. The coffee and light breakfast was a great way to grab a coffee and a yogurt. The staff at the front desk was top notch and this was just a really great Hyatt. The last one we stayed at was in Connecticut and it was just okay, they need to learn from this Hyatt. We will be back."
Michael 3-night trip
Posted 2 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Montgomery

Montgomery Cottages information

Number of reviews
188
Accommodation
103 Cottages
Lowest Price
AU$313
Highest Price
AU$1,003

Frequently asked questions

What is there to do in Montgomery near my cottage?
There are tons of impressive things to put on your itinerary in Montgomery. Drop by top attractions like Angry Orchard, Brotherhood Winery and Highland Lakes State Park. Orange County Farmers Museum, Ice Time Sports Complex and Algonquin Park also appeal to many visitors.