---
title: "Montgomery, NY Cottage Rentals from $218 | Expedia"
description: "Find the best Cottages in Montgomery, NY in 2026. Compare rates from $218, guest reviews and availability of 1 stays. Most stays are fully refundable."
canonical: "https://www.expedia.com/Montgomery-Cottages.d8728-aaCottages.Travel-Guide-Accommodation"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-12T23:35:50Z
---

Plan your trip

- [Montgomery Travel Guide](https://www.expedia.com/Montgomery.dx8728)
- [Hotels in Montgomery](https://www.expedia.com/Montgomery-Hotels.d8728.Travel-Guide-Hotels)
- [Flights to Montgomery](https://www.expedia.com/Cheap-Flights-To-Montgomery.d8728.Travel-Guide-Flights)
- [Things to do in Montgomery](https://www.expedia.com/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)
- [Car Rentals in Montgomery](https://www.expedia.com/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide)
- [Montgomery Vacation Packages](https://www.expedia.com/Montgomery.d8728.Destination-Travel-Guides)
- [Vacation Rentals in Montgomery](https://www.expedia.com/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)

# Search Montgomery Cottages
![A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.](https://images.trvl-media.com/place/8728/833fff0f-5a67-48b4-a309-7ad3ae206be8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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### Upfront pricing
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## Find vacation rentals that suit your style

[Cabins](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CABIN)

[Apartments](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APARTMENT)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APART%5FHOTEL)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=COTTAGE)

[Villas](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=VILLA)

[Condos](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CONDO)

[Chalets](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20New%20York,%20United%20States%20of%20America&regionId=8728&latLong=41.527596,-74.236816&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CHALET)

## Check prices for these dates

[Check prices for these dates, December 12 – 13, 2026](https://www.expedia.com/Hotel-Search?regionId=8728&startDate=2026-12-12&endDate=2026-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=COTTAGE)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=8728&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Montgomery cottages

### [1\. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND](https://www.expedia.com/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Goshen
- Guest rating: 9.4/10 (Exceptional, 17 reviews)
- Price: $258 nightly, $270 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: Great place to stay when visiting Legoland. Convenient location and comfortable and clean., by Jessica C.

### [2\. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro](https://www.expedia.com/Bloomingburg-Hotels-Charming-Cottage-In-The-Lower-Catskills-Near-Ellenville-And-Wurtsboro.h113159615.Hotel-Information)

![A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/5de49e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bloomingburg
- Guest rating: 9.8/10 (Exceptional, 6 reviews)
- Price: $194 nightly, $219 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two., by Brandi A.

### [3\. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks](https://www.expedia.com/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

![A cottage with a wooden deck, a porch, and a staircase leading to the entrance.](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/dabdeda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Kerhonkson
- Guest rating: 9.6/10 (Exceptional, 18 reviews)
- Price: $223 nightly, $225 total, Dec 1 - Dec 2, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: A cozy little cabin. A great place to enjoy in itself and a relaxing place to come back to after a day out. Stayed two nights and went hiking, great location for the mountains. Host was very responsive., by Devon Q.

### [4\. Hudson Valley Retreat w/ Pool Near Greenwood Lake](https://www.expedia.com/Monroe-Hotels-Hudson-Valley-Retreat-W-Pool-Near-Greenwood-Lake.h113435050.Hotel-Information)

![A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/28fa652e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monroe
- Guest rating: 10/10 (Exceptional, 4 reviews)
- Price: $457 nightly, $539 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: The house was very quiet and exactly as advertised. Would stay again!, by Scott

### [5\. Walk-to-Lake Cottage With Grill for Peaceful Fall Days](https://www.expedia.com/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

![A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/e74463e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Putnam Valley
- Guest rating: 9.8/10 (Exceptional, 25 reviews)
- Price: $422 nightly, $466 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: Absolute comfortable stay. Everything you need and fantastic host!! Will be back., by Lisa

### [6\. Hello Small Stone](https://www.expedia.com/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information)

![A rustic cabin with a stone exterior, wooden deck, and a small porch.](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w919h683x47y0-1b7c08f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Middletown
- Guest rating: 9.8/10 (Exceptional, 7 reviews)
- Price: $371 nightly, $420 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: The house was great. It was nice to sit and relax by the small pond in the back., by John H.

### [7\. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![A house with a view of a bridge and mountains.](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Fort Montgomery
- Guest rating: 9.8/10 (Exceptional, 150 reviews)
- Price: $257 nightly, $304 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: We had a great stay!!, by Jasmine

### [8\. Quiet Solitude with Firepit, Electric Stove & Private Deck](https://www.expedia.com/Hopewell-Junction-Hotels-Nature.h132772113.Hotel-Information)

![A two-story house with a balcony, surrounded by lush greenery.](https://images.trvl-media.com/lodging/133000000/132780000/132772200/132772113/bf69d9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Hopewell Junction
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: $473 nightly, $535 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Montgomery cottages
- Review: We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!, by stephanie a.

### [9\. Hike & Fish: Outdoor Retreat Near Trails](https://www.expedia.com/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/780cac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Westbrookville
- Price: $304 nightly, $344 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Montgomery cottages

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.

[View all properties](https://www.expedia.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&regionId=8728&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## 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.

[See all hotels in Montgomery](https://www.expedia.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&adults=2&regionId=8728)

![A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.](https://images.trvl-media.com/place/8728/833fff0f-5a67-48b4-a309-7ad3ae206be8.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## 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](https://www.expedia.com/Thomas-Bull-Memorial-Park-Campbell-Hall.d553248621555565638.Vacation-Attraction) is a top attraction to add to your itinerary.

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- [Cabin Rentals in Hudson Valley](https://www.expedia.com/Hudson-Valley-Cabins.d6056301-aaCabins.Travel-Guide-Accommodation)
- [Motels in 57 St. - 7 Av Station](https://www.expedia.com/57-St-7-Av-Station-Motels.d6176874-aaMotels.Travel-Guide-Accommodation)
- [Houseboats in 72nd St. Station](https://www.expedia.com/72nd-St-Station-Houseboats.d6184647-aaHouseboats.Travel-Guide-Accommodation)
- [Hostels in Astoria - Ditmars Blvd. Station](https://www.expedia.com/Astoria-Ditmars-Blvd-Station-Hostels.d6184737-aaHostels.Travel-Guide-Accommodation)
- [Cottages in Campbell Hall](https://www.expedia.com/Campbell-Hall-Cottages.d6338665-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in 86 St. Station](https://www.expedia.com/86-St-Station-Guest-Houses.d553248635995343378-aaGuestHouses.Travel-Guide-Accommodation)
- [Apartments in New York](https://www.expedia.com/New-York-Apartments.d178293-aaApartments.Travel-Guide-Accommodation)
- [Ranches in Bronx](https://www.expedia.com/Bronx-Ranches.d83335-aaRanches.Travel-Guide-Accommodation)
- [Apartments in 72nd Street Station](https://www.expedia.com/72nd-Street-Station-Apartments.d553248635996309633-aaApartments.Travel-Guide-Accommodation)
- [Hostels in Port Authority Bus Terminal](https://www.expedia.com/Port-Authority-Bus-Terminal-Hostels.d502052-aaHostels.Travel-Guide-Accommodation)
- [B&B in Walden](https://www.expedia.com/Walden-Bed-And-Breakfast.d6361117-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in 138 St. - Grand Concourse Station](https://www.expedia.com/138-St-Grand-Concourse-Station-Guest-Houses.d6176516-aaGuestHouses.Travel-Guide-Accommodation)
- [Castles in Bronx](https://www.expedia.com/Bronx-Castles.d83335-aaCastles.Travel-Guide-Accommodation)
- [Aparthotels in 59 St. - Columbus Circle Station](https://www.expedia.com/59-St-Columbus-Circle-Station-Apart-Hotels.d6176898-aaApartHotels.Travel-Guide-Accommodation)
- [Apartments in Port Authority Bus Terminal](https://www.expedia.com/Port-Authority-Bus-Terminal-Apartments.d502052-aaApartments.Travel-Guide-Accommodation)
- [Hostels in South Bronx](https://www.expedia.com/South-Bronx-Hostels.d159786-aaHostels.Travel-Guide-Accommodation)
- [Hostels in Walden](https://www.expedia.com/Walden-Hostels.d6361117-aaHostels.Travel-Guide-Accommodation)
- [Houseboats in New York](https://www.expedia.com/New-York-Houseboats.d178293-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Montgomery](https://www.expedia.com/Montgomery-Motels.d8728-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Montgomery](https://www.expedia.com/Montgomery-Guest-Houses.d8728-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Port Authority Bus Terminal](https://www.expedia.com/Port-Authority-Bus-Terminal-Apart-Hotels.d502052-aaApartHotels.Travel-Guide-Accommodation)
- [Apartments in 59 St. - Columbus Circle Station](https://www.expedia.com/59-St-Columbus-Circle-Station-Apartments.d6176898-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in 5 Av.-59 St. Station](https://www.expedia.com/5-Av-59-St-Station-Private-Vacation-Homes.d6176851-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Guest Houses in Randall's Island](https://www.expedia.com/Randalls-Island-Guest-Houses.d553248635074843140-aaGuestHouses.Travel-Guide-Accommodation)

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