A steel bridge over a river with a white boat.

Chester Holiday Rentals

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Check prices for these dates

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

Our top choices for Chester holiday 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 HK$692
HK$792 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$690
HK$1,141 total
includes taxes & fees
2 Dec - 3 Dec
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 HK$1,004
HK$3,156 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$1,582
HK$2,440 total
includes taxes & fees
4 Nov - 5 Nov
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, (9 reviews)
"Great location!"
United States
Katie M.
The price is HK$1,051
HK$1,247 total
includes taxes & fees
2 Dec - 3 Dec
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 HK$1,334
HK$1,896 total
includes taxes & fees
14 Nov - 15 Nov
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 HK$1,373
HK$3,447 total
includes taxes & fees
14 Nov - 15 Nov
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 HK$1,530
HK$2,384 total
includes taxes & fees
9 Nov - 10 Nov
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 HK$1,161
HK$1,518 total
includes taxes & fees
5 Nov - 6 Nov
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 HK$1,744
HK$2,670 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$745
HK$1,036 total
includes taxes & fees
5 Nov - 6 Nov
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 HK$745
HK$1,036 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$863
HK$1,014 total
includes taxes & fees
15 Nov - 16 Nov
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 HK$1,306
HK$2,314 total
includes taxes & fees
9 Nov - 10 Nov
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 HK$2,276
HK$3,643 total
includes taxes & fees
5 Nov - 6 Nov
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 HK$4,002
HK$6,538 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$1,875
HK$2,905 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$1,177
HK$1,355 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$981
HK$1,147 total
includes taxes & fees
15 Nov - 16 Nov
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 HK$1,546
HK$2,074 total
includes taxes & fees
11 Nov - 12 Nov
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 21 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:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

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

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Chester has to offer?

In the Country a Beautiful 2-bedroom house with its own private lake: This holiday home rental outside of Chester is equipped with a BBQ, 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 that 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 holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.