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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Chester vacation rentals

View from property

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, (104 reviews)
"I really enjoyed my time at the stay !"
United States
Ronrecus
The price is ￥15,751
￥24,979 total
includes taxes & fees
Oct 18 - Oct 19
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Interior

2. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.8 out of 10, Exceptional, (7 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 ￥11,790
￥24,882 total
includes taxes & fees
Sep 25 - Sep 26
The Atrium - A Boutique Hotel
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, (10 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 ￥18,153
￥63,456 total
includes taxes & fees
Sep 20 - Sep 21
Private Hot Tub + Fire Pit | 4BR/2Bth Ranch | 10 Min to Historic Ste. Genevieve by Timber Oaks Vacation Rentals
Exterior

4. Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!
Ste. Genevieve
10.0 out of 10, Exceptional, (289 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 ￥23,081
￥31,579 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful Modern Loft In Wine Country!
Coffee/tea maker, full-size fridge, microwave, oven

5. 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 ￥31,440
￥48,502 total
includes taxes & fees
Oct 4 - Oct 5
Urban Lofts
Exterior

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

Cozy 2-bedroom cottage in charming Ste. Genevieve
Ste. Genevieve
9.8 out of 10, Exceptional, (7 reviews)
The price is ￥23,393
￥28,758 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 2-bedroom cottage in charming Ste. Genevieve
Exterior

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
10.0 out of 10, Exceptional, (2 reviews)
"Great place great communication"
United States
Kevin E.
The price is ￥14,815
￥17,189 total
includes taxes & fees
Sep 23 - Sep 24
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.
Outdoor spa tub

8. 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 place to spend some time exploring the area."
United States
Darla C.
The price is ￥24,172
￥29,340 total
includes taxes & fees
Sep 25 - Sep 26
Retreat Air - King Bed, Swim Spa & No cleaning fee
Exterior

9. 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 ￥14,065
￥24,522 total
includes taxes & fees
Sep 30 - Oct 1
The Weber Farm - Enjoy a beautiful 100 acre farm!
Interior

10. Vallee Suite at Baetje Farms

Vallee Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (5 reviews)
"It was beautiful, quite and everything we expected!! Thanks for a great stay!!"
United States
Heather
The price is ￥14,815
￥21,833 total
includes taxes & fees
Sep 20 - Sep 21
Vallee Suite at Baetje Farms
Coffee/tea maker, fridge, microwave, oven

11. 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 ￥17,155
￥29,916 total
includes taxes & fees
Sep 19 - Sep 20
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
Exterior

12. Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses
New Offenburg
10.0 out of 10, Exceptional, (14 reviews)
"The host was very responsive, the house was spotless, and the beds were so comfortable. It was a lovely stay."
United States
Karen M.
The price is ￥22,051
￥46,013 total
includes taxes & fees
Sep 21 - Sep 22
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses
Terrace/patio

13. 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 ￥15,595
￥22,613 total
includes taxes & fees
Sep 21 - Sep 22
Coeur de la Crème Suite at Baetje Farms
Smart TV

14. 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 ￥19,494
￥41,980 total
includes taxes & fees
Sep 24 - Sep 25
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Microwave, oven, stovetop

15. 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 ￥26,512
￥39,666 total
includes taxes & fees
Sep 28 - Sep 29
Fishing Cabin next to Kinkaid Lake
Coffee/tea maker, fridge, microwave, oven

16. Downtown Urban Loft #9

Downtown Urban Loft #9
Perryville
10.0 out of 10, Exceptional, (7 reviews)
"Amazing place. "
United States
Brandy P.
The price is ￥30,410
￥49,417 total
includes taxes & fees
Oct 19 - Oct 20
Downtown Urban Loft #9
2 bedrooms, desk, bed sheets

17. Fit and Fueled Studio

Fit and Fueled Studio
Pinckneyville
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed. "
United States
Brandon H.
The price is ￥20,274
￥31,735 total
includes taxes & fees
Sep 25 - Sep 26
Fit and Fueled Studio
Interior

18. Downtown Urban Loft #1

Downtown Urban Loft #1
Perryville
The price is ￥30,410
￥49,885 total
includes taxes & fees
Sep 23 - Sep 24
Downtown Urban Loft #1
Terrace/patio

19. 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 ￥30,816
￥48,141 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Houses of French Village
Exterior

20. 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, (156 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 ￥37,272
￥57,750 total
includes taxes & fees
Oct 2 - Oct 3
Silo Farm Haus- located in the heart of wine country!
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 design of this line is kind of "euro minimalist". Charming to me, and a nice offset to the old colonial "Habitant" vibe in town. Obviously well managed, but with limited amenities. Basically clean, but a few noticable oversights."
Marshall 1-night trip
Posted 9 hours ago
Microtel Inn & Suites by Wyndham Sainte Genevieve

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.