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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Chester

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, (111)
"Great place and host!"
The price is SAR 717
SAR 1,133 total
includes taxes & fees
30 Jun - 1 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 1,133 total
includes taxes & fees
24 Jun - 25 Jun
Hike & Fish: Outdoor Retreat Near Trails
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 SAR 675
SAR 1,638 total
includes taxes & fees
2 Jul - 3 Jul
Hello Small Stone
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
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 929
SAR 1,893 total
includes taxes & fees
23 Jun - 24 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 SAR 1,032
SAR 2,265 total
includes taxes & fees
25 Jun - 26 Jun
Charming Cottage in the Heart of the Shawangunks
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Fridge, microwave, stovetop, dishwasher

Hudson Valley Retreat w/ Pool Near Greenwood Lake

10.0 out of 10, Exceptional, (1)
"My family and I traveled to NY from NC so we could from my son off at a West Point Stem program. We were 30 minutes from West Point and 1.5 hours from NY city. Perfect location to travel back and forth. We had a quiet location with privacy to relax but enjoy the city life when we wanted. Highly recommend. "
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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
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
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (146)
"Love this cottage and will definitely be staying here again."
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
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 SAR 563
SAR 1,126 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Haven: A Romantic Retreat in our Tiny House!
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Terrace/patio

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
24 Jun - 25 Jun
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Family Home Close to Warwick, 5 Mi to Lake!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
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!
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (25)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
Property grounds

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

9.8 out of 10, Exceptional, (18)
"My husband and I were very happy with our stay here. Sara was a communicative and flexible host, even before we arrived. The place matched our expectations from the listing. The cottage was clean, comfortable and had everything we needed for our multiple day stay. "
The price is SAR 678
SAR 1,823 total
includes taxes & fees
23 Jun - 24 Jun
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
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, (13)
"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Outdoor pool

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

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."
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
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 SAR 687 and SAR 687 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.