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Compare Cottages in Chester with updated reviews, rates, and availability.

Other property types in Chester

The 1801 House: A beautiful historic home in the Ste Genevieve Historic District
Exterior
The 1801 House: A beautiful historic home in the Ste Genevieve Historic District
10.0 out of 10, Exceptional, 98 reviews
"We needed an interesting place to visit that was not a big city. We wanted a nice relaxing environment. St Genevieve and the 1801 House met our expectations. The hosts thought of everything their guests would need. The kitchen was equipped with everything we needed to prepare meals. I will recommend this property to others."
The 1801 House: A beautiful historic home in the Ste Genevieve Historic District
Beautiful Modern Loft In Wine Country!
Fridge, microwave, stovetop, coffee/tea maker
Beautiful Modern Loft In Wine Country!
10.0 out of 10, Exceptional, 231 reviews
"My fiancé had a romantic getaway at the goose hill loft. The property is beautiful and the loft was very spacious. I highly recommend this property for both couples and small families."
The price is $148
$179 total
includes taxes & fees
Jun 10 - Jun 11
Beautiful Modern Loft In Wine Country!
Downtown historic main street
Interior
Downtown historic main street
9.6 out of 10, Exceptional, 161 reviews
"The price it says is not accurate, it says it fits 6 but u are charged 25 for each person on top of price of stay."
The price is $120
$142 total
includes taxes & fees
Jun 10 - Jun 11
Downtown historic main street
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.

Chester Cottages information

Number of reviews
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 Cottages
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Frequently asked questions

Why book your cottage in Chester with Expedia?
Reserving a cottage in Chester is as simple as deciding on your travel dates and choosing your ideal place for a vacation in the outdoors. From luxurious retreats to affordable properties and cottages that offer conveniences like a kitchen, Expedia has something for all styles and tastes. As for epic deals? We have them too!
How can I find cheap cottages in Chester?
A great way to find cheap cottages in Chester is with Expedia’s convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of awesome prices in just a few clicks.
What is there to do in Chester near my cottage?
Chester has enough sights and experiences to keep you going for weeks, starting with Randolph County State Recreation Area. Chester Skating Rink, Marys River Covered Bridge and Elzie C. Segar Memorial Park are other popular attractions. If you have time to spare, Pierre Menard Home and Popeye Museum will round off your itinerary nicely.

Recent reviews of Chester hotels
Expedia verified reviews

Red Bud Country Inn

Red Bud Country Inn

5/5 Excellent
"Onsite staff member was prompt & responsive, even during my late night arrival & departure. There were security lights & cameras all around the lobby & exterior of the building. Parking was very close to the lobby entrance. All of this made me feel very safe. There were stocked vending machines in the lobby & free coffee available. The room has a good sized mini frig & microwave. The price for all of this was fantastic & I will use it again."
A verified traveler stayed at Red Bud Country Inn
Posted 1 day ago
Red Bud Country Inn