Chester Holiday Rentals

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Our top choices for Chester holiday rentals

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, (75 reviews)
"Here is good accommodation! Next time, I hope I will stay here."
United States
YOSHIRO
The price is AU$203
includes taxes & fees
7 July - 8 July
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.4 out of 10, Exceptional, (3 reviews)
"Very nice clean room with comfortable bed and nice shower. Kitchenette was good with microwave and mini fridge, basic dishes. The owner was very easy to communicate with. Good location with Mary Jane’s restaurant bar next door had excellent food and nice atmosphere. My only small suggestion would be to put variable light switches so you could turn down the lighting at night. I would definitely recommend and would stay here again on my next trip to Perryville."
United States
James
The price is AU$229
includes taxes & fees
9 June - 10 June
The Atrium - A Boutique Hotel

Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!
Ste. Genevieve
10.0 out of 10, Exceptional, (280 reviews)
"Clean and spacious but hard to find location "
United States
William
The price is AU$257
includes taxes & fees
10 June - 11 June
Beautiful Modern Loft In Wine Country!

Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
10.0 out of 10, Exceptional, (23 reviews)
"Awesome place to stay really nice host would highly recommend!!!!"
United States
Cayson P.
The price is AU$134
includes taxes & fees
16 June - 17 June
Countryside Private Guest Room

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (5 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 AU$450
includes taxes & fees
9 June - 10 June
Tiny Houses of French Village

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, (1 review)
The price is AU$176
includes taxes & fees
9 June - 10 June
Lois' Hideout Comfy 1 bedroom camper within 7 minutes of Kinkaid Lake.

Peaceful Country Home

Peaceful Country Home
Marissa
10.0 out of 10, Exceptional, (50 reviews)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is AU$473
includes taxes & fees
8 June - 9 June
Peaceful Country Home

Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (72 reviews)
"Awesome, clean house in a nice little town. We had all we needed and host was so easy to communicate with. We would definitely return!"
United States
PATRICK E.
The price is AU$316
includes taxes & fees
8 June - 9 June
Peter Ray House

Fishing Cabin next to Kinkaid Lake

Fishing Cabin next to Kinkaid Lake
Murphysboro
10.0 out of 10, Exceptional, (1 review)
"Cabin was fine. Beds were good, kitchen was clean. Rooms were clean also. The hosts provided excellent extras that made a big difference. Toilets worked just fine. Since we were both in our 70s we found it tough to sit as they were quite low and seemed small. Grill was ok. Could use a burner cover on one of the burners but that did not affect our use.Overall it was a very good cabin. A fishing cabin!Picnic table outside was rotted and one section gave way when my partner rested his elbows on it....
United States
thomas s.
The price is AU$359
includes taxes & fees
8 June - 9 June
Fishing Cabin next to Kinkaid Lake

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, (4 reviews)
"Very nice place, will definitely be back."
United States
Greg W.
The price is AU$384
includes taxes & fees
8 June - 9 June
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.

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
9.0 out of 10, Wonderful, (2 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 AU$274
includes taxes & fees
9 June - 10 June
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress

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 AU$201
includes taxes & fees
8 June - 9 June
Vallee Suite at Baetje Farms

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 AU$209
includes taxes & fees
8 June - 9 June
Coeur de la Crème Suite at Baetje Farms

Sweet Farm Stay

Sweet Farm Stay
Freeburg
10.0 out of 10, Exceptional, (46 reviews)
"Place is a beautiful little farm set in the farmland with all the things needed for a great day."
United States
Clint M.
The price is AU$260
includes taxes & fees
21 June - 22 June
Sweet Farm Stay

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, (16 reviews)
"Nice house to have a small Christmas get together with great hosts."
United States
Sean D.
The price is AU$396
includes taxes & fees
8 June - 9 June
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

In the Country a Beautiful 2-bedroom house with its own private lake

In the Country a Beautiful 2-bedroom house with its own private lake
Waterloo
9.8 out of 10, Exceptional, (20 reviews)
"10/10 would stay here again. Serene location with a small lake on the property with tons of fish. Owners even provided rowboat and life jackets. We also saw deer, frogs and a wild turkey. Comfy beds and well stocked kitchen with everything we needed."
United States
cynthia
The price is AU$355
includes taxes & fees
11 June - 12 June
In the Country a Beautiful 2-bedroom house with its own private lake

Fit and Fueled Studio

Fit and Fueled Studio
Pinckneyville
10.0 out of 10, Exceptional, (2 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 AU$292
includes taxes & fees
11 June - 12 June
Fit and Fueled Studio

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (29 reviews)
"Very enjoyable stay!"
United States
Matt and Mary S.
The price is AU$401
includes taxes & fees
15 June - 16 June
Homestead Hideaway + Hot Tub

Retreat Air - King Bed, Hot Tub & No cleaning fee

Retreat Air - King Bed, Hot Tub & No cleaning fee
Perryville
10.0 out of 10, Exceptional, (5 reviews)
"Great host. Would stay again."
United States
Chris E.
The price is AU$247
includes taxes & fees
13 June - 14 June
Retreat Air - King Bed, Hot Tub & No cleaning fee

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, (12 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 AU$396
includes taxes & fees
9 June - 10 June
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses
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

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 favourite 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 depend 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 AU$203 per night. Entering your travel dates in the search wizard might find you 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 has air conditioning and laundry facilities 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 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.