A steel bridge over a river with a white boat.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chester vacation rentals

A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

1. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.4 out of 10, Exceptional, (12 reviews)
"What an amazing little suite wrapped in a very thought-filled overall venue. Very unique room with a so many details. The overall building with fire pit, game rooms, and local vendor items…all was quite amazing. Every element is thought out very well. It is very convenient and overall comfortable. It was a great getaway."
United States
Brian
The price is ￥13,897
￥15,909 total
includes taxes & fees
Nov 4 - Nov 5
The Atrium - A Boutique Hotel
A cabin surrounded by a natural forest setting with a fire pit and outdoor seating.

2. Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
2.0 star property
French Village
10.0 out of 10, Exceptional, (119 reviews)
"Recomend this location"
United States
Jose
The price is ￥13,894
￥22,959 total
includes taxes & fees
Dec 2 - Dec 3
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
A living room with a leather sofa, a coffee table, and a television on a wooden shelf.

3. Sleeps 8 | Private Hot Tub + Fenced Yard | Near Historic Ste. Genevieve

Sleeps 8 | Private Hot Tub + Fenced Yard | Near Historic Ste. Genevieve
Saint Mary
9.8 out of 10, Exceptional, (12 reviews)
"The house was very clean. It's located in a quiet and safe neighborhood. It was well stocked with cooking utensils. It was pet friendly with a secure fenced backyard. The host was responsive and accommodating. We stayed here while we were in town for work and would stay here again."
United States
Deborah H.
The price is ￥21,378
￥64,931 total
includes taxes & fees
Nov 4 - Nov 5
Sleeps 8 | Private Hot Tub + Fenced Yard | Near Historic Ste. Genevieve
A modern kitchen with a large island, stainless steel appliances, and exposed brick walls.

4. Urban Lofts

Urban Lofts
3.0 star property
Perryville
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful place and staff was amazing!"
United States
Grace
The price is ￥31,764
￥49,001 total
includes taxes & fees
Nov 4 - Nov 5
Urban Lofts
Exterior

5. 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)
"Great location!"
United States
Katie M.
The price is ￥21,113
￥25,030 total
includes taxes & fees
Dec 2 - Dec 3
Cozy 2-bedroom cottage in charming Ste. Genevieve
A compact kitchen with a stone floor, a microwave, a stove, and a refrigerator. There are wooden cabinets and a window with blinds.

6. Fishing Cabin next to Kinkaid Lake

Fishing Cabin next to Kinkaid Lake
Murphysboro
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, very nice well stocked cabin"
United States
Charles B.
The price is ￥26,785
￥38,073 total
includes taxes & fees
Nov 4 - Nov 5
Fishing Cabin next to Kinkaid Lake
A modern kitchen with white cabinets, a central island, and a stone fireplace.

7. Minutes from Lake |Fire Pit | Like-New 3BR Retreat

Minutes from Lake |Fire Pit | Like-New 3BR Retreat
Murphysboro
9.8 out of 10, Exceptional, (7 reviews)
"Everything with the house was great. Even the minor issues with the internet and washer going down were handled quick. Beautiful property and very communicative"
United States
Scott M.
The price is ￥27,573
￥69,238 total
includes taxes & fees
Nov 5 - Nov 6
Minutes from Lake |Fire Pit | Like-New 3BR Retreat
A modern kitchen with dark wood cabinets, a central island, and a brick wall.

8. Downtown Urban Loft #9

Downtown Urban Loft #9
Perryville
10.0 out of 10, Exceptional, (8 reviews)
"The Zen atmosphere made it really relaxing and the spa bathroom was incredible"
United States
Hunter
The price is ￥30,724
￥47,879 total
includes taxes & fees
Nov 16 - Nov 17
Downtown Urban Loft #9
A white two-story house with a covered porch, a chimney, and a small garden area with chairs and a table.

9. Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!
Ste. Genevieve
10.0 out of 10, Exceptional, (296 reviews)
"Absolutely beautiful place to stay!! Very clean!"
United States
Jimmy B.
The price is ￥23,319
￥30,486 total
includes taxes & fees
Nov 5 - Nov 6
Beautiful Modern Loft In Wine Country!
A wooden deck with two Adirondack chairs and a hammock.

10. Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (6 reviews)
"Very nice place very clean well kept inside an out it's a nice little romantic getaway they have it set up so great its a must see sunset very relaxing "
United States
Chris
The price is ￥35,025
￥53,607 total
includes taxes & fees
Nov 4 - Nov 5
Tiny Houses of French Village
A room with two chairs, a table with a fruit platter, a hanging light fixture, and a view through a window with a curtain.

11. Amoureux Suite at Baetje Farms

Amoureux Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (1 review)
The price is ￥14,968
￥20,798 total
includes taxes & fees
Nov 5 - Nov 6
Amoureux Suite at Baetje Farms
A cozy kitchen with two chairs, a small table with snacks, a coffee machine, and a view through a large window.

12. Vallee Suite at Baetje Farms

Vallee Suite at Baetje Farms
Bloomsdale
9.8 out of 10, Exceptional, (6 reviews)
"It was beautiful, quite and everything we expected!! Thanks for a great stay!!"
United States
Heather
The price is ￥14,968
￥20,798 total
includes taxes & fees
Nov 4 - Nov 5
Vallee Suite at Baetje Farms
A recreational vehicle with a covered living area, a small porch, and a wooden deck.

13. Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.

Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.
Oraville
9.4 out of 10, Exceptional, (3 reviews)
"Great place great communication"
United States
Kevin E.
The price is ￥17,332
￥20,373 total
includes taxes & fees
Nov 4 - Nov 5
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.
A red chair and a table with two glasses of wine and a lit fire pit.

14. Peaceful Country Home

Peaceful Country Home
Marissa
10.0 out of 10, Exceptional, (51 reviews)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is ￥26,289
￥46,560 total
includes taxes & fees
Nov 9 - Nov 10
Peaceful Country Home
A wooden treehouse with a glass window, surrounded by dense forest.

15. TreeLoft at BaseCamp

TreeLoft at BaseCamp
Perryville
10.0 out of 10, Exceptional, (5 reviews)
"This place is perfect if you want a private upscale experience that is immersed in natural beauty. The treehouse is luxurious and so comfortable. We loved every minute of our stay. "
United States
joel r.
The price is ￥45,692
￥73,155 total
includes taxes & fees
Nov 5 - Nov 6
TreeLoft at BaseCamp
A modern kitchen with stainless steel appliances, a large window, and a breakfast setup on the counter.

16. Gorgeous, downtown house!

Gorgeous, downtown house!
Perryville
10.0 out of 10, Exceptional, (1 review)
"Our stay was excellent and our host Carisa was a Great person to work with. The house was beautiful. The house worked out great for us. We had 6 people staying and we all had very comfortable beds and our own bathrooms. Great for a large family. "
United States
Doyle or Cheryl D.
The price is ￥80,356
￥131,292 total
includes taxes & fees
Nov 4 - Nov 5
Gorgeous, downtown house!
A two-story cylindrical building with a covered porch and a welcoming sign.

17. Silo Farm Haus- located in the heart of wine country!

Silo Farm Haus- located in the heart of wine country!
Ste. Genevieve
10.0 out of 10, Exceptional, (160 reviews)
"We had an amazing time! Great property and cozy. We had a few dead flies in the bed but otherwise perfect stay!"
United States
Anthony S.
The price is ￥37,657
￥58,346 total
includes taxes & fees
Nov 4 - Nov 5
Silo Farm Haus- located in the heart of wine country!
A spacious living room with hardwood flooring, a sofa, a chair, and a small table with a lamp.

18. Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.

Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Oraville
10.0 out of 10, Exceptional, (6 reviews)
"Very nice place, will definitely be back."
United States
Greg W.
The price is ￥23,634
￥27,218 total
includes taxes & fees
Nov 4 - Nov 5
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

19. Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress

Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
Oraville
9.4 out of 10, Exceptional, (3 reviews)
"Had a nice time. Loved staying in the camper. The host was very prompt when communicating. Would definitely stay again."
United States
Joseph S.
The price is ￥19,695
￥23,043 total
includes taxes & fees
Nov 4 - Nov 5
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
A modern outdoor seating area with Adirondack chairs and a fire pit, surrounded by a gravel patio.

20. THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek

THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
Ste. Genevieve
10.0 out of 10, Exceptional, (13 reviews)
"Lovely place, communicative owners, would definitely stay there again!"
United States
Jana R.
The price is ￥31,055
￥41,337 total
includes taxes & fees
Nov 4 - Nov 5
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
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

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Limpio,muy fácil el check in cómodo y limpio."
Dixon 2-night trip
Posted 9 hours ago
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Are there vacation rentals in Chester?

Yes, we give you a choice of vacation rentals near top attractions in Chester, or you can choose a more secluded option if you're looking for relaxation. Chester is known for its golf courses and parks. Make sure you have time to check out the restaurants and entertainment choices during your trip.

What are some of the best vacation home rentals that Chester has to offer?

In the Country a Beautiful 2-bedroom house with its own private lake: This vacation home rental outside of Chester is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Chester?

Mississippi River and Elzie C. Segar Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Popeye Museum is one of the cultural attractions. Other places in town to visit include Cohen Memorial Home and Mary's River Covered Bridge.

What are vacation rentals like in Chester?

Vacation rentals are private accommodations you can stay in for a short or long stay in Chester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.