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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Cottages in Chester

Hike & Fish: Outdoor Retreat Near Trails
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is SAR 687
SAR 1,214 total
includes taxes & fees
24 Aug - 25 Aug
Hike & Fish: Outdoor Retreat Near Trails
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Outdoor dining

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

The price is SAR 525
SAR 818 total
includes taxes & fees
25 Aug - 26 Aug
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Cozy Haven: A Romantic Retreat in our Tiny House!
TV, fireplace

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 SAR 563
SAR 1,126 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Haven: A Romantic Retreat in our Tiny House!
Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (21)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
The price is SAR 667
SAR 1,818 total
includes taxes & fees
24 Aug - 25 Aug
Peaceful Cottage with Grill | Walk to 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, (119)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is SAR 717
SAR 1,163 total
includes taxes & fees
8 Sep - 9 Sep
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 SAR 675
SAR 1,651 total
includes taxes & fees
4 Sep - 5 Sep
Hello Small Stone
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Children's area

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (10)
"Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - "
The price is SAR 557
SAR 1,105 total
includes taxes & fees
31 Aug - 1 Sep
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Outdoor dining

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 SAR 844
SAR 1,805 total
includes taxes & fees
28 Aug - 29 Aug
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Outdoor pool

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

10.0 out of 10, Exceptional, (11)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
The price is SAR 3,310
SAR 5,956 total
includes taxes & fees
2 Sep - 3 Sep
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Charming Cottage in the Heart of the Shawangunks
Fridge, microwave, oven, stovetop

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (15)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is SAR 929
SAR 2,137 total
includes taxes & fees
3 Sep - 4 Sep
Charming Cottage in the Heart of the Shawangunks
Chestnut on Willow Lake
Private kitchen

Chestnut on Willow Lake

9.0 out of 10, Wonderful, (2)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
The price is SAR 1,501
SAR 2,196 total
includes taxes & fees
25 Aug - 26 Aug
Chestnut on Willow Lake
Hickory on Willow Lake
Children's area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is SAR 1,595
SAR 2,316 total
includes taxes & fees
25 Aug - 26 Aug
Hickory on Willow Lake
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Had a great time, free breakfast and wifi was excellent and useful for my family. Beds large enough for parents and children."
Hanna 1-night trip
Posted 17 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

How much do cottages in Chester cost?
Prices for cottages in Chester range between SAR 525 and SAR 3,310 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.