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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chester cottages

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

1. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (53 reviews)
"Great lake house in the beautiful Berkshires. House looked just like the online pics. Kitchen fully stocked with everything you would need. Lake view & backyard were amazing! Lots of fun using kayaks & canoes."
United States
Rose Angela M.
$493 nightly
The price is $551
Oct 23 - Oct 24
Total with taxes and fees
Cozy Cottage-Sunset On The 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

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"The room was clean, it was spacious and the bed was really neat. The sheets did have a stain and I did tell them and they resolved it. The staff was super nice, at all times. Breakfast was delicious, one of the best hotel breakfast I had. There was different varieties of food. When something would run out, they would go fill back up quick."
Gladys 3-night trip
Posted 6 hours ago
Tru by Hilton Chicopee Springfield

Find out more about Chester

Chester Cottages information

Number of reviews
53
Accommodation
84 Cottages
Lowest Price
$551
Highest Price
$551

Frequently asked questions

Why book your cottage in Chester with Expedia?
We think a getaway should be a piece of cake, so if you're after cottages in Chester at an affordable rate, Expedia has got you covered. Keep the budget under control and pick an economical option far away from the downtown buzz, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Chester?
With Expedia's filter tool, comparing cheap cottages in Chester couldn't be easier. To view accommodations that are very pocket friendly, narrow down your search by amenities, star rating and budget.
What is there to do in Chester near my cottage?
If you're ready to fill up your itinerary in Chester, be sure to stop by Chester Town Hall. It's a hit with locals and travelers alike.

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