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Dec 19 - Dec 21
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Our top choices for Chester cottages

Exterior
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"Just what we were hoping for."
United States
Anonymous traveler
$401 nightly
The price is $443
Dec 11 - Dec 12
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
Property grounds
Cozy Spring House in Gorgeous Chadds Ford!

Cottage in Chadds Ford

10.0 out of 10, Exceptional, (66)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
$310 nightly
The price is $337
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
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

Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

10/10 Excellent
"My boyfriend and I enjoy the night "
Arysleydy 1-night trip
Posted 4 hours ago
Hilton Philadelphia at Penn's Landing

Find out more about Chester

Chester Cottages information

Number of reviews
102
Accommodation
34 Cottages
Lowest Price
$337
Highest Price
$443

Frequently asked questions

Why book your cottage in Chester with Expedia?
Expedia has some great cottages in Chester, so start packing your bags for an unforgettable vacay on nature's doorstep. If you have a set budget, choose how much you're willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a hot tub or free WiFi. We'll help you find the perfect pad whatever your plans or style of travel.
How can I find cheap cottages in Chester?
A good way to uncover cheap cottages in Chester is with Expedia's user-friendly filter tool. Narrow your search results by amenities, budget and star rating to take advantage of unbeatable prices in a few clicks.
What is there to do in Chester near my cottage?
Once you've checked in to your hotel, venture out and discover the awesome things Chester has to offer. Subaru Park is a top attraction to add to your must-see list.

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