Two large silos, a barn, and a green field under a blue sky.

Search Montgomery Cottages

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Montgomery cottages

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1. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$284 nightly
The price is $296
Sep 4 - Sep 5
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Property grounds

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.4 out of 10, Exceptional, (3 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
$206 nightly
The price is $231
Sep 2 - Sep 3
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior

3. 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, (16 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.
$235 nightly
The price is $239
Sep 9 - Sep 10
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
1 bedroom, iron/ironing board, WiFi, bed sheets

4. Private Pool House - Pool · Jacuzzi · Fireplace

Private Pool House - Pool · Jacuzzi · Fireplace
Pine Bush
$434 nightly
The price is $486
Sep 2 - Sep 3
Total with taxes and fees
Private Pool House - Pool · Jacuzzi · Fireplace
Exterior

5. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (6 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$356 nightly
The price is $403
Sep 2 - Sep 3
Total with taxes and fees
Hello Small Stone
Property grounds

6. 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, (142 reviews)
"We had a great stay!!"
United States
Jasmine
$284 nightly
The price is $335
Sep 2 - Sep 3
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
House (1 Bedroom) | Interior

7. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
$364 nightly
The price is $412
Sep 2 - Sep 3
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
Exterior

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, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$662 nightly
The price is $729
Sep 4 - Sep 5
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
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

8/10 Good
"Hotel staff very helpful. Common areas were very clean with newer furniture. Good location. No walkable restaurants but very short drive both directions. Very quite location"
william 4-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Montgomery

Montgomery Cottages information

Number of reviews
205
Accommodation
104 Cottages
Lowest Price
$231
Highest Price
$729

Frequently asked questions

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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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