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Cottages in Chester

Farm-style Ste. Genevieve Retreat w/ Fire Pit!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Farm-style Ste. Genevieve Retreat w/ Fire Pit!

3.0 star property
Farm-style Ste. Genevieve Retreat w/ Fire Pit!
Cottage w/ Yard, Walk to Historic Attractions
Cottage (2 Bedrooms) | Interior

Cottage w/ Yard, Walk to Historic Attractions

3.0 star property
10.0 out of 10, Exceptional, (1)
"The little blue cottage was very comfortable, clean and close to everything downtown. We parked the car and walked everywhere. It was on a quiet street. The bed was comfy, clean kitchen. We liked the little back yard, for relaxing. "
Cottage w/ Yard, Walk to Historic Attractions
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
House (0 Bedroom) | Interior

'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The house and host were just awesome, enjoyed our stay Toni even helped me Extend!! Would def stay again:)"
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
Chic Ste Genevieve Home w/ Nice Interior Amenities
Interior

Chic Ste Genevieve Home w/ Nice Interior Amenities

3.0 star property
Chic Ste Genevieve Home w/ Nice Interior Amenities
Missouri Castle w/ Private Lake, Pool & 100 Acres!
House (Multiple Bedrooms) | Interior

Missouri Castle w/ Private Lake, Pool & 100 Acres!

3.0 star property
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Hot Tub & Creek Views: Secluded Perryville Cabin
House (3 Bedrooms) | Interior

Hot Tub & Creek Views: Secluded Perryville Cabin

3.0 star property
Hot Tub & Creek Views: Secluded Perryville Cabin
Ste Genevieve Home on 17 Acres, Near Wineries!
Exterior

Ste Genevieve Home on 17 Acres, Near Wineries!

3.0 star property
Ste Genevieve Home on 17 Acres, Near Wineries!
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

Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

10/10 Excellent
"Clean, comfortable, quiet. Close to amenities."
Rodney 1-night trip
Posted 1 day ago
Super 8 by Wyndham Perryville

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.