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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

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

Cottage w/ Yard, Walk to Historic Attractions
Main Living Area | Smart TV

Cottage w/ Yard, Walk to Historic Attractions

10.0 out of 10, Exceptional, (35)
"Girl cousin weekend! It was perfect for our needs."
Cottage w/ Yard, Walk to Historic Attractions
CWR Cottage - A cozy cottage in a quiet country setting
Exterior

CWR Cottage - A cozy cottage in a quiet country setting

8.8 out of 10, Excellent, (10)
"We enjoyed our stay at the cottage. Gavin enjoyed crawling around in a new place, different surroundings. We enjoyed being able to be together as a family"
CWR Cottage - A cozy cottage in a quiet country setting
Farm-style Ste. Genevieve Retreat w/ Fire Pit!
Terrace/patio

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

3.0 star property
Farm-style Ste. Genevieve Retreat w/ Fire Pit!
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
Exterior

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

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was a very neat cottage to stay in. We would definitely stay again. So much nicer than staying a hotel. "
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
Cottage w/ Yard, Walk to Historic Attractions
Living area

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

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

3.0 star property
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Chic Ste Genevieve Home w/ Nice Interior Amenities
Living area

Chic Ste Genevieve Home w/ Nice Interior Amenities

3.0 star property
Chic Ste Genevieve Home w/ Nice Interior Amenities
Ste Genevieve Home on 17 Acres, Near Wineries!
Property grounds

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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Other property types in Chester

Private Cabin with Pond on Family Farm
Cabin exterior from across pond

Private Cabin with Pond on Family Farm

10.0 out of 10, Exceptional, (61)
"We stayed in this cabin for the second year in a row now, were just as satisfied as the first time. It is a nice little place away from the city just enough to relax in the quiet but also not having to drive far to get to the city. As always, check in process was easy with very friendly service. By the way, if you're ever checking in during the orchards off season, you can still ask for Their famous apple cider donuts or gooey butter cake! They may have some left in the freezer!"
Private Cabin with Pond on Family Farm
Postcard Cabins St. Francois
Exterior

Postcard Cabins St. Francois

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay here. It was a little confusing to find our cabin at first. The cabin was very clean and not outdated in style. It was very quiet and nice for relaxing! I wish there was a tv in the cabin for more entertainment!"
The price is SAR 270
SAR 291 total
includes taxes & fees
25 Feb - 26 Feb
Postcard Cabins St. Francois
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
New Summer 2018

Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

10.0 out of 10, Exceptional, (164)
"Nice location, clean and inviting."
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
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.

Frequently asked questions

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Booking a cottage in Chester is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From chic retreats to budget-friendly stays and cottages that include amenities like laundry facilities, Expedia has something for all tastes. As for the best deals around? We’ve have them as well!
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