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 AED 278
AED 586 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 AED 340
AED 524 total
includes taxes & fees
18 Aug - 19 Aug
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Smart TV, fireplace, books, offices

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 AED 494
AED 1,578 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 AED 569
AED 695 total
includes taxes & fees
4 Sep - 5 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 AED 544
AED 744 total
includes taxes & fees
19 Aug - 20 Aug
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 AED 740
AED 1,142 total
includes taxes & fees
13 Aug - 14 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 AED 551
AED 681 total
includes taxes & fees
24 Aug - 25 Aug
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 AED 716
AED 1,175 total
includes taxes & fees
13 Aug - 14 Aug
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 AED 878
AED 1,293 total
includes taxes & fees
23 Aug - 24 Aug
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 AED 349
AED 448 total
includes taxes & fees
13 Aug - 14 Aug
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 AED 349
AED 514 total
includes taxes & fees
13 Aug - 14 Aug
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 AED 726
AED 1,134 total
includes taxes & fees
13 Aug - 14 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 AED 658
AED 1,195 total
includes taxes & fees
13 Aug - 14 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 AED 624
AED 934 total
includes taxes & fees
13 Aug - 14 Aug
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 AED 367
AED 533 total
includes taxes & fees
13 Aug - 14 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 AED 459
AED 1,000 total
includes taxes & fees
13 Aug - 14 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 AED 331
AED 602 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 AED 404
AED 712 total
includes taxes & fees
13 Aug - 14 Aug
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 AED 654
AED 975 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 AED 852
AED 1,361 total
includes taxes & fees
17 Aug - 18 Aug
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

Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

10/10 Excellent
"This was an excellent place to stay ."
Jon 1-night trip
Posted 10 hours ago
Holiday Inn Express & Suites Perryville by IHG

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.