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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Montgomery cottages

A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

1. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

2. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is P13,366
P21,665 total
includes taxes & fees
Nov 10 - Nov 11
Hike & Fish: Outdoor Retreat Near Trails
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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Learn more about Montgomery

Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

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A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

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.

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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