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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chester vacation rentals

A cabin surrounded by a natural forest setting with a fire pit and outdoor seating.

1. 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, (121 reviews)
"Recomend this location"
United States
Jose
The price is AED 323
AED 534 total
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
A building with a dark exterior, a large window, and a sign that reads "The Atrium."

2. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.6 out of 10, Exceptional, (15 reviews)
"Great place to stay"
United States
Matt
The price is AED 324
AED 371 total
includes taxes & fees
14 Nov - 15 Nov
The Atrium - A Boutique Hotel
Exterior

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

Cozy 2-bedroom cottage in charming Ste. Genevieve
Ste. Genevieve
9.8 out of 10, Exceptional, (12 reviews)
"Great location!"
United States
Katie M.
The price is AED 463
AED 526 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom cottage in charming Ste. Genevieve
A modern kitchen with a bar area, a dining area with a sofa and chairs, and a large window with curtains.

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 AED 740
AED 1,142 total
includes taxes & fees
14 Nov - 15 Nov
Urban Lofts
Two Adirondack chairs facing a pond with a view of a green field and hills in the background.

5. 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 AED 544
AED 711 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful Modern Loft In Wine Country!
A dining area with a wooden table and wicker chairs, a 'welcome' sign, and a view of the outside.

6. 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)
"Very roomy and super quiet"
United States
Anonymous traveler
The price is AED 480
AED 1,492 total
includes taxes & fees
17 Nov - 18 Nov
Sleeps 8 | Private Hot Tub + Fenced Yard | Near Historic Ste. Genevieve
A compact kitchen with a black refrigerator, a microwave, a stove, and a toaster.

7. 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 AED 404
AED 475 total
includes taxes & fees
15 Nov - 16 Nov
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.
A modern two-story house with a stone exterior, large windows, and a deck with outdoor seating.

8. 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 AED 349
AED 485 total
includes taxes & fees
15 Nov - 16 Nov
Vallee Suite at Baetje Farms
A wooden deck with a barbecue grill and outdoor furniture, surrounded by trees.

9. Fishing Cabin next to Kinkaid Lake

Fishing Cabin next to Kinkaid Lake
Murphysboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was very clean, parking was easy and plenty of room for the truck and boat. Check in was very easy and great contact with very quick responses. Definitely recommend to stay here."
United States
Dustin M.
The price is AED 624
AED 888 total
includes taxes & fees
14 Nov - 15 Nov
Fishing Cabin next to Kinkaid Lake
A modern two-story house with a stone exterior, large windows, and a deck with outdoor seating.

10. Amoureux Suite at Baetje Farms

Amoureux Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (1 review)
The price is AED 349
AED 485 total
includes taxes & fees
15 Nov - 16 Nov
Amoureux Suite at Baetje Farms
A wooden deck with two Adirondack chairs and a hammock.

11. 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 AED 817
AED 1,250 total
includes taxes & fees
16 Nov - 17 Nov
Tiny Houses of French Village
A modern kitchen with dark wood cabinetry, a large island, and a brick wall.

12. 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 AED 716
AED 1,079 total
includes taxes & fees
16 Nov - 17 Nov
Downtown Urban Loft #9
A modern kitchen with white cabinets, a central island, and a stone fireplace.

13. 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 AED 643
AED 1,614 total
includes taxes & fees
16 Nov - 17 Nov
Minutes from Lake |Fire Pit | Like-New 3BR Retreat
A spacious loft with exposed brick walls, large windows, a kitchen with bar seating, and a ceiling fan.

14. Downtown Urban Loft #1

Downtown Urban Loft #1
Perryville
The price is AED 716
AED 1,116 total
includes taxes & fees
14 Nov - 15 Nov
Downtown Urban Loft #1
A wooden cabinet with stacked plates and a large black container.

15. 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 459
AED 537 total
includes taxes & fees
17 Nov - 18 Nov
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
An outdoor patio area with a seating arrangement and a fire pit.

16. Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Bloomsdale
10.0 out of 10, Exceptional, (20 reviews)
"What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! "
United States
Blake H.
The price is AED 661
AED 995 total
includes taxes & fees
15 Nov - 16 Nov
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
A modern cabin with a gravel patio, outdoor seating, and a large rock feature.

17. 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 AED 760
AED 1,006 total
includes taxes & fees
15 Nov - 16 Nov
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
A two-story house with a covered porch and a circular silo attached to the main building.

18. 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 AED 878
AED 1,360 total
includes taxes & fees
15 Nov - 16 Nov
Silo Farm Haus- located in the heart of wine country!
A wooden bench with a potted plant on a wooden deck.

19. Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
9.8 out of 10, Exceptional, (32 reviews)
"Awesome place to stay really nice host would highly recommend!!!!"
United States
Cayson P.
The price is AED 264
AED 327 total
includes taxes & fees
18 Nov - 19 Nov
Countryside Private Guest Room
A hot tub with a wooden deck surrounding it, a window above, and a view of trees outside.

20. Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
Ste. Genevieve
10.0 out of 10, Exceptional, (63 reviews)
"Very comfortable for our party size of 8...and it would have been fine for more as it is advertised for up to 12. It was clean and everything you would need was provided, from towels to toilet paper to air dryer etc. The check-in and check-out process was super simpler and communication from the host was good."
United States
Don D.
The price is AED 1,175
AED 1,580 total
includes taxes & fees
7 Dec - 8 Dec
Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
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

Hampton Inn & Suites By Hilton Festus

Hampton Inn & Suites By Hilton Festus

8/10 Good
"Good location, updated hotel!"
Shanna 1-night trip
Posted 1 day ago
Hampton Inn & Suites By Hilton Festus

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.