Search Chester Cottage Rentals from CA $193
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Chester Cottages

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (118)
The price is CA $278
CA $449 total
includes taxes & fees
Aug 6 - Aug 7

Charming Cottage in the Heart of the Shawangunks
Charming Cottage in the Heart of the Shawangunks
10.0 out of 10, Exceptional, (15)
The price is CA $379
CA $831 total
includes taxes & fees
Sep 3 - Sep 4

Hello Small Stone
Hello Small Stone
9.6 out of 10, Exceptional, (4)
The price is CA $223
CA $575 total
includes taxes & fees
Aug 6 - Aug 7

Hike & Fish: Outdoor Retreat Near Trails
Hike & Fish: Outdoor Retreat Near Trails
The price is CA $252
CA $446 total
includes taxes & fees
Aug 6 - Aug 7

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
9.8 out of 10, Exceptional, (102)

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood Lake
10.0 out of 10, Exceptional, (6)

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
9.6 out of 10, Exceptional, (13)

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
The price is CA $193
CA $294 total
includes taxes & fees
Aug 13 - Aug 14
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews

Sleep Inn & Suites Middletown - Goshen
10/10 Excellent
Find out more about Chester
Find out more about Chester
Chester Cottages information
Number of reviews | 400 |
---|---|
Accommodation | 84 Cottages |
Lowest Price | CA $193 |
Highest Price | CA $379 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Cottages in Other Destinations
More Accommodation Types in Chester
- Vacation Homes in Chester
- Apartments in Chester
- Condo Rentals in Chester
- Cabin Rentals in Chester
- Villas in Chester
- Motels in Chester
- B&B in Chester
- Farmstay in Chester
- Chalets in Chester
- Guest Houses in Chester
- RV Parks in Chester
- Resorts in Chester
- Aparthotels in Chester
- Houseboats in Chester
- Inns in Chester
- Lodges in Chester
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Niagara Falls
- Hotels in Utica
- Hotels in Lake George
- Hotels in Watertown
- Hotels in Orchard Park
- Hotels in Binghamton
- Hotels in Alexandria Bay
- Hotels with Free Airport Shuttle in Syracuse
- Hotels in Syracuse
- Hotels in Saratoga Springs
- Hotels in Lake Placid
- Hotels in Plattsburgh
- Hotels in Albany
- Hotels in Ellicottville
- Hotels in Lewiston
- Hotels in Watkins Glen
- Hotels in Ithaca
- Beach Hotel in Plattsburgh
- Hotels in Corning
Activities
Packages