Chester Holiday Rentals

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Our top choices for Chester holiday rentals

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 NZ$263
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

2. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.6 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Matt
The price is NZ$183
includes taxes & fees
16 Nov - 17 Nov
The Atrium - A Boutique Hotel

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

Cozy 2-bedroom cottage in charming Ste. Genevieve
Ste. Genevieve
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Katie M.
The price is NZ$272
includes taxes & fees
7 Dec - 8 Dec
Cozy 2-bedroom cottage in charming Ste. Genevieve

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 NZ$563
includes taxes & fees
16 Nov - 17 Nov
Urban Lofts

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 NZ$347
includes taxes & fees
18 Nov - 19 Nov
Beautiful Modern Loft In Wine Country!

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 traveller
The price is NZ$698
includes taxes & fees
17 Nov - 18 Nov
Sleeps 8 | Private Hot Tub + Fenced Yard | Near Historic Ste. Genevieve

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 NZ$219
includes taxes & fees
16 Nov - 17 Nov
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.

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 NZ$226
includes taxes & fees
16 Nov - 17 Nov
Vallee Suite at Baetje Farms

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 NZ$426
includes taxes & fees
23 Nov - 24 Nov
Fishing Cabin next to Kinkaid Lake

10. Amoureux Suite at Baetje Farms

Amoureux Suite at Baetje Farms
Bloomsdale
10.0 out of 10, Exceptional, (1 review)
The price is NZ$226
includes taxes & fees
16 Nov - 17 Nov
Amoureux Suite at Baetje Farms

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 NZ$616
includes taxes & fees
16 Nov - 17 Nov
Tiny Houses of French Village

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 NZ$532
includes taxes & fees
16 Nov - 17 Nov
Downtown Urban Loft #9

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, (8 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 NZ$774
includes taxes & fees
16 Nov - 17 Nov
Minutes from Lake |Fire Pit | Like-New 3BR Retreat

14. Downtown Urban Loft #1

Downtown Urban Loft #1
Perryville
The price is NZ$550
includes taxes & fees
17 Nov - 18 Nov
Downtown Urban Loft #1

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 NZ$265
includes taxes & fees
17 Nov - 18 Nov
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress

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 NZ$488
includes taxes & fees
17 Nov - 18 Nov
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

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 NZ$478
includes taxes & fees
16 Nov - 17 Nov
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek

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 NZ$663
includes taxes & fees
17 Nov - 18 Nov
Silo Farm Haus- located in the heart of wine country!

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 NZ$161
includes taxes & fees
18 Nov - 19 Nov
Countryside Private Guest Room

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 NZ$680
includes taxes & fees
16 Nov - 17 Nov
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.

Find holiday rentals that suit your style

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as NZ$182 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.