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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chester cottages

A house with a deck, surrounded by trees and a grassy slope.

1. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is 3.792.204 ₫
10.462.587 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
A green wooden house with a sloped roof and a front porch.

2. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is 35.688.276 ₫
55.859.165 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
A wooden deck leading to a house with a view of a road and greenery.

3. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Spacious Vermont Farmhouse 3 Mi to Mount Snow
3.0 star property
West Dover
The price is 9.870.120 ₫
20.294.006 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Spacious Vermont Farmhouse 3 Mi to Mount Snow
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

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"We're not usually 'motel' people so we were skeptical. Turns out it was such a great place...clean, comfortable. We would definitely recommend."
Cheryl 1-night trip
Posted 1 hour ago
Aspen At Manchester

Find out more about Chester

Chester Cottages information

Number of reviews
1
Accommodation
147 Cottages
Lowest Price
10.462.587 ₫
Highest Price
55.859.165 ₫

Frequently asked questions

Why book your cottage in Chester with Expedia?
We think that travelling should be a walk in the park, so if you're on the lookout for cottages in Chester at a competitive price, Expedia has you covered. Stick to the budget and choose a cheap option far from the hustle and bustle, or splurge on an upscale cottage to pamper your loved ones.
How can I find cheap cottages in Chester?
Expedia can help you look for cheap cottages in Chester. To reserve a superb stay in a few quick clicks, try out our handy filter tool to refine your search by amenities, star rating and budget.
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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