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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 91 Cottages in Chester with updated reviews, rates, and availability.

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Pool

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (146)
"Me and my boyfriend had an amazing time here. The property was very clean and well maintained. It’s a short drive to anywhere you want to go in Warwick! We will definitely be coming back to stay again :)"
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Fridge, microwave, stovetop, dishwasher

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is AED 691
AED 1,114 total
includes taxes & fees
2 Jun - 3 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Lake

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (100)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Hello Small Stone
Exterior

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house was great. It was nice to sit and relax by the small pond in the back."
The price is AED 661
AED 1,587 total
includes taxes & fees
4 Jun - 5 Jun
Hello Small Stone
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Terrace/patio

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"Overall Great"
The price is AED 606
AED 1,144 total
includes taxes & fees
2 Jun - 3 Jun
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (24)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
Hike & Fish: Outdoor Retreat Near Trails
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is AED 397
AED 798 total
includes taxes & fees
3 Jun - 4 Jun
Hike & Fish: Outdoor Retreat Near Trails
Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Living area

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Property grounds

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

2.0 star property
8.0 out of 10, Very Good, (2)
"Nice"
The price is AED 1,010
AED 1,977 total
includes taxes & fees
3 Jun - 4 Jun
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Charming Cottage in the Heart of the Shawangunks
Fridge, oven, stovetop, coffee/tea maker

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (12)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is AED 1,561
AED 2,908 total
includes taxes & fees
5 Jun - 6 Jun
Charming Cottage in the Heart of the Shawangunks
A romantic cottage and artist's retreat looking down over an enchanted lake
Property grounds

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (99)
"It was an awesome stay we loved the couple days we got to spend there!!"
A romantic cottage and artist's retreat looking down over an enchanted lake
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Smart TV, fireplace

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

9.6 out of 10, Exceptional, (12)
"The property was amazing, Ceren was very accommodative, and we had a great time!"
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Charming Victorian Retreat w/ Hudson River Views
Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Cozy Haven: A Romantic Retreat in our Tiny House!
Living area

Cozy Haven: A Romantic Retreat in our Tiny House!

7.0 out of 10, Good, (9)
"we enjoyed the cozy home it is a nice place to get away"
The price is AED 551
AED 1,102 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Haven: A Romantic Retreat in our Tiny House!
Lakefront Getaway : Mountain & Lakes views
Outdoor dining

Lakefront Getaway : Mountain & Lakes views

9.6 out of 10, Exceptional, (5)
"Very nice, quiet place for couple summer getaway. We enjoyed our stay. "
Lakefront Getaway : Mountain & Lakes views
All-season Vernon Township Lake House Retreat!
Interior

All-season Vernon Township Lake House Retreat!

3.0 star property
All-season Vernon Township Lake House Retreat!
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
Fridge, microwave, oven, stovetop

This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

9.8 out of 10, Exceptional, (18)
"Really nice little cabin in Putnam, close to cold spring and beacon. Cozy and enjoyed the stay. Beds were very comfortable and place was very clean."
The price is AED 810
AED 1,947 total
includes taxes & fees
4 Jun - 5 Jun
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
Mountain House Escape - 1 Hour from NYC
Outdoor pool

Mountain House Escape - 1 Hour from NYC

10.0 out of 10, Exceptional, (7)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
Mountain House Escape - 1 Hour from NYC
Warwick Vacation Rental w/ Private Yard & Fire Pit
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Warwick Vacation Rental w/ Private Yard & Fire Pit

3.0 star property
10.0 out of 10, Exceptional, (1)
"I was relieved to find that the property looks just like and even better than the pictures online. "
Warwick Vacation Rental w/ Private Yard & Fire Pit
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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Frequently asked questions

How much do cottages in Chester cost?
Prices for cottages in Chester range between AED 397 and AED 1,561 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.