Search Cottages in Chester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 8 Cottages in Chester with updated reviews, rates, and availability.

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

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

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!

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!

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

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

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

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

Ste Genevieve Home on 17 Acres, Near Wineries!

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

Chic Ste Genevieve Home w/ Nice Interior Amenities

3.0 star property
Chic Ste Genevieve Home w/ Nice Interior Amenities
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chester

Postcard Cabins St. Francois

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place made me look like a rockstar to my wife. I surprised her with a V day getaway. The cabin was awesome. We loved the view of nature from the large window. I made dinner reservations nearby at the weingarten vineyard. The hiking trail along the creek was fun. We ate breakfast right down the road at Kozy. For our final night I cooked steaks over the open fire"
The price is AED 331
AED 356 total
includes taxes & fees
24 Mar - 25 Mar
Postcard Cabins St. Francois

Beautiful Modern Loft In Wine Country!

10.0 out of 10, Exceptional, (245)
"very clean, nice view.Close enough to town, yet away in the open country"
The price is AED 544
AED 664 total
includes taxes & fees
9 Mar - 10 Mar
Beautiful Modern Loft In Wine Country!

Private Cabin with Pond on Family Farm

10.0 out of 10, Exceptional, (64)
"We truly enjoyed our stay at this charming little cabin. It is clean, comfortable, and the location is so so beautiful. Also, Tom is an amazing and responsive host! We will absolutely stay here again in the future. "
Private Cabin with Pond on Family Farm
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

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.