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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chester vacation rentals

Interior

1. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.6 out of 10, Exceptional, (4 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 SAR 284
SAR 599 total
includes taxes & fees
16 Aug - 17 Aug
The Atrium - A Boutique Hotel
View from property

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
9.8 out of 10, Exceptional, (94 reviews)
"I really enjoyed my time at the stay !"
United States
Ronrecus
The price is SAR 348
SAR 536 total
includes taxes & fees
18 Aug - 19 Aug
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Exterior

3. Private Hot Tub + Fire Pit | 4BR/2Bth Ranch | 10 Min to Historic Ste. Genevieve by Timber Oaks Vacation Rentals

Private Hot Tub + Fire Pit | 4BR/2Bth Ranch | 10 Min to Historic Ste. Genevieve by Timber Oaks Vacation Rentals
Saint Mary
9.8 out of 10, Exceptional, (8 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 SAR 469
SAR 1,568 total
includes taxes & fees
16 Aug - 17 Aug
Private Hot Tub + Fire Pit | 4BR/2Bth Ranch | 10 Min to Historic Ste. Genevieve by Timber Oaks Vacation Rentals
Outdoor spa tub

4. Retreat Air - King Bed, Swim Spa & No cleaning fee

Retreat Air - King Bed, Swim Spa & No cleaning fee
Perryville
10.0 out of 10, Exceptional, (8 reviews)
"Great host. Would stay again."
United States
Chris E.
The price is SAR 582
SAR 710 total
includes taxes & fees
12 Sep - 13 Sep
Retreat Air - King Bed, Swim Spa & No cleaning fee
Exterior

5. Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!
Ste. Genevieve
10.0 out of 10, Exceptional, (288 reviews)
"The place was easy to find. Cute, clean, and relaxing. It was the perfect stay for our trip. Highly recommend. "
United States
Shayna P.
The price is SAR 556
SAR 760 total
includes taxes & fees
13 Sep - 14 Sep
Beautiful Modern Loft In Wine Country!
Coffee/tea maker, full-size fridge, microwave, oven

6. 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 SAR 757
SAR 1,168 total
includes taxes & fees
16 Aug - 17 Aug
Urban Lofts
Exterior

7. Cozy 2-bedroom cottage in charming Ste. Genevieve

Cozy 2-bedroom cottage in charming Ste. Genevieve
Ste. Genevieve
10.0 out of 10, Exceptional, (4 reviews)
"Great location!"
United States
Katie M.
The price is SAR 563
SAR 700 total
includes taxes & fees
13 Sep - 14 Sep
Cozy 2-bedroom cottage in charming Ste. Genevieve
Coffee/tea maker, fridge, microwave, oven

8. Downtown Loft w/ Amazing Bath Tub & Shower

Downtown Loft w/ Amazing Bath Tub & Shower
Perryville
10.0 out of 10, Exceptional, (7 reviews)
"Amazing place. "
United States
Brandy P.
The price is SAR 732
SAR 1,201 total
includes taxes & fees
10 Sep - 11 Sep
Downtown Loft w/ Amazing Bath Tub & Shower
Exterior

9. 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, (154 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 SAR 897
SAR 1,325 total
includes taxes & fees
12 Sep - 13 Sep
Silo Farm Haus- located in the heart of wine country!
Exterior

10. 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
10.0 out of 10, Exceptional, (2 reviews)
"Great place great communication"
United States
Kevin E.
The price is SAR 357
SAR 458 total
includes taxes & fees
10 Sep - 11 Sep
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.
Interior

11. Vallee Suite at Baetje Farms

Vallee Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (4 reviews)
"It was beautiful, quite and everything we expected!! Thanks for a great stay!!"
United States
Heather
The price is SAR 357
SAR 526 total
includes taxes & fees
13 Sep - 14 Sep
Vallee Suite at Baetje Farms
Terrace/patio

12. Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (6 reviews)
"I was a great experience loved everything about it"
United States
Alisha
The price is SAR 742
SAR 1,159 total
includes taxes & fees
17 Aug - 18 Aug
Tiny Houses of French Village
Property grounds

13. Peaceful Country Home

Peaceful Country Home
Marissa
10.0 out of 10, Exceptional, (49 reviews)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is SAR 672
SAR 1,222 total
includes taxes & fees
16 Aug - 17 Aug
Peaceful Country Home
Microwave, oven, stovetop

14. Fishing Cabin next to Kinkaid Lake

Fishing Cabin next to Kinkaid Lake
Murphysboro
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, very nice well stocked cabin"
United States
Charles B.
The price is SAR 638
SAR 955 total
includes taxes & fees
10 Sep - 11 Sep
Fishing Cabin next to Kinkaid Lake
Terrace/patio

15. Coeur de la Crème Suite at Baetje Farms

Coeur de la Crème Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (3 reviews)
"Spotless comfortable room"
United States
Barbara
The price is SAR 375
SAR 544 total
includes taxes & fees
16 Aug - 17 Aug
Coeur de la Crème Suite at Baetje Farms
Smart TV

16. 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, (5 reviews)
"Very nice place, will definitely be back."
United States
Greg W.
The price is SAR 469
SAR 1,023 total
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Exterior

17. The Weber Farm - Enjoy a beautiful 100 acre farm!

The Weber Farm - Enjoy a beautiful 100 acre farm!
Frohna
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful time! "
United States
Alison C.
The price is SAR 338
SAR 615 total
includes taxes & fees
18 Aug - 19 Aug
The Weber Farm - Enjoy a beautiful 100 acre farm!
Coffee/tea maker, fridge, microwave, oven

18. 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 SAR 413
SAR 720 total
includes taxes & fees
10 Sep - 11 Sep
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
Exterior

19. 5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana

5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana
Ste. Genevieve
10.0 out of 10, Exceptional, (3 reviews)
"5 Charles Farms was the perfect location to stay following a wedding at Charleville Brewery & Winery. Everything was clean and tidy, and the snacks were a great bonus! Would definitely stay here again if coming to the area."
United States
Nicole T.
The price is SAR 668
SAR 997 total
includes taxes & fees
17 Aug - 18 Aug
5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana
Interior

20. Downtown Urban Loft above Restaurants

Downtown Urban Loft above Restaurants
Perryville
The price is SAR 871
SAR 1,391 total
includes taxes & fees
10 Sep - 11 Sep
Downtown Urban Loft above Restaurants
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

Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve

8/10 Good
"The Breakfast items were a bit stale. Staff was not super helpful."
Jamie 5-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Sainte Genevieve

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?

Silo Farm Haus- located in the heart of wine country!: This vacation home rental outside of Chester is in a rural location and offers a Smart TV to help you feel perfectly comfortable in your new surroundings.

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 Fort Kaskaskia and Cohen Memorial Home.

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.