Search Chester Cottage Rentals from CA $328

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Chester cottages

TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is CA $267
CA $328 total
includes taxes & fees
Apr 19 - Apr 20
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
House (4 Bedrooms) | Interior

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
3.0 star property
West Dover
The price is CA $209
CA $714 total
includes taxes & fees
Apr 20 - Apr 21
Outdoor Adventure Hub! Family Home in West Dover
Exterior

Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (1 review)
"House was perfect! Well appointed with everything you need. Beds very comfortable and very clean. Host was very responsive and was there if you needed anything. Will definitely stay again. "
United States
Stephen S.
The price is CA $308
CA $830 total
includes taxes & fees
Apr 19 - Apr 20
Terrific 3-bedroom cottage with AC in charming Cavendish
House (4 Bedrooms) | Interior

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing
3.0 star property
Newfane
The price is CA $308
CA $788 total
includes taxes & fees
Apr 19 - Apr 20
Outdoor Adventure Haven 14 Mi to Mount Snow Skiing
House (5 Bedrooms) | Interior

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is CA $1,591
CA $2,492 total
includes taxes & fees
Apr 19 - Apr 20
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

6/10 Okay
"The construction right below our room until after 9:30pm was aweful. I'm surprised we weren't at least placed in a room further from the construction. Hot tub was brown, not at all like the photos. The room was clean so that met expectations."
Hannah 1-night trip
Posted 13 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Cottages information

Number of reviews
9
Accommodation
168 Cottages
Lowest Price
CA $328
Highest Price
CA $2,492

Frequently asked questions

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What is there to do in Chester near my cottage?
Once you've unpacked your suitcases, venture out and discover the incredible things Chester has on offer. DaVallia Art & Accents is a top attraction to add to your must-do list.

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