Search Chester Cottages

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Chester cottages

House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
$272 nightly
The price is $308
Mar 31 - Apr 1
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$275 nightly
The price is $287
Mar 3 - Mar 4
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Property grounds

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, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
$269 nightly
The price is $304
Mar 3 - Mar 4
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$389 nightly
The price is $440
Mar 5 - Mar 6
Total with taxes and fees
Hello Small Stone
Outdoor dining

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Vernon Township
8.8 out of 10, Excellent, (3 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
$423 nightly
The price is $478
Mar 3 - Mar 4
Total with taxes and fees
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Property grounds

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
10.0 out of 10, Exceptional, (1 review)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$190 nightly
The price is $214
Mar 20 - Mar 21
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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 Chester Hotel Reviews

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent
"Great Service "
Eddy 1-night trip
Posted 1 day ago
Holiday Inn Express Ramsey-Mahwah by IHG

Find out more about Chester

Chester Cottages information

Number of reviews
153
Accommodation
79 Cottages
Lowest Price
$214
Highest Price
$478

Frequently asked questions

How much do cottages in Chester cost?
Prices for cottages in Chester range between $214 and $478 per night. Whatever your budget, you're sure to find an ideal place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Chester with Expedia?
Booking a cottage in Chester is as simple as deciding on your travel dates and choosing your ideal place for a vacation in nature. From chic retreats to affordable stays and cottages that include conveniences like a kitchen, Expedia has something for all tastes and styles. As for the best deals around? We've have them as well!
How can I find cheap cottages in Chester?
With Expedia's useful filter tool, scoring cheap cottages in Chester is a snap. To find properties that'll make your hip pocket happy, refine your search by amenities, star rating and budget.
What is there to do in Chester near my cottage?
Once you've settled into your hotel, head out and discover the wonderful things Chester has on offer. Castle Fun Center is a popular attraction to add to your must-see list.

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