A steel bridge over a river with a white boat.

Search Chester Cottage Rentals from CA $263

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chester cottages

Exterior

1. Cozy 2-bedroom cottage in charming Ste. Genevieve

Cozy 2-bedroom cottage in charming Ste. Genevieve
Ste. Genevieve
9.8 out of 10, Exceptional, (8 reviews)
"The “little brick house” was a great place for us to stay on our journey back from a trip out west. The town was fun to explore with its cute historic charm as well. Would highly recommend for anyone looking to getaway or stop through."
United States
Sarah H.
The price is CA $214
CA $263 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 2-bedroom cottage in charming Ste. Genevieve
A cozy living room with a brown leather sofa, a wooden coffee table, and a dining table with a vase of flowers.

2. Salt & Honey Cottage Walk to Dining & Pet Friendly

Salt & Honey Cottage Walk to Dining & Pet Friendly
Waterloo
10.0 out of 10, Exceptional, (3 reviews)
"We loved staying here. It was the perfect location and and it was decorated beautifully. Would definitely stay here again. "
United States
Wendy B.
The price is CA $180
CA $356 total
includes taxes & fees
Oct 14 - Oct 15
Salt & Honey Cottage Walk to Dining & Pet Friendly
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

Triangle Inn Motel

Triangle Inn Motel

8/10 Good
"Very clean and bed was comfortable for an old motel"
Kimmy 1-night trip
Posted 2 days ago
Triangle Inn Motel

Find out more about Chester

Chester Cottages information

Number of reviews
11
Accommodation
14 Cottages
Lowest Price
CA $263
Highest Price
CA $356

Frequently asked questions

Why book your cottage in Chester with Expedia?
Expedia has some excellent cottages in Chester, so get ready for a memorable stay on nature's doorstep. If you have a fixed budget, click on how much you'd like to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your getaway looks like.
How can I find cheap cottages in Chester?
Expedia can help you look for cheap cottages in Chester. To discover your dream stay in just a few clicks, try out our convenient filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Chester near my cottage?
Whatever your interests, Chester has a whole lot to keep you going. Chester Skating Rink, Popeye Museum and Elzie C. Segar Memorial Park are on most visitors' sightseeing itineraries. Don't leave without exploring Kaskaskia Bell, Mary's River Covered Bridge and Randolph County State Recreation Area either. With Expedia's hotel deals in Chester, you can discover more terrific attractions like these with the cash you save.

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