Chesterville Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Chesterville

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (17)
"Great place! "
The price is ¥21,907
¥39,734 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Wooded rural country estate near Lake Shelbyville and Illinois Amish country

10.0 out of 10, Exceptional, (40)
"great location, quite and peace full host is awesome"
Wooded rural country estate near Lake Shelbyville and Illinois Amish country

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (36)
"This is definitely a repeat location for a girls’ getaway weekend. Quiet, clean, and equipped with all of the amenities. "
The price is ¥25,730
¥52,356 total
includes taxes & fees
Sep 2 - Sep 3
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Brickway Retreat

9.8 out of 10, Exceptional, (36)
"Great place to stay very clean! Many choices close by for meals."
The price is ¥16,173
¥26,490 total
includes taxes & fees
Sep 26 - Sep 27
Brickway Retreat

Binion Lodge: Wooded Privacy Near Lake Shelbyville

10.0 out of 10, Exceptional, (14)
"Everything was clean and comfortable, with nice space"
The price is ¥37,284
¥64,211 total
includes taxes & fees
Sep 15 - Sep 16
Binion Lodge: Wooded Privacy Near Lake Shelbyville

Charming 3-bedroom house in enchanting Arthur

10.0 out of 10, Exceptional, (3)
"This was the perfect house for us to stay in for our family reunion. Great location, quiet, comfortable & clean. Hope to be able to stay there again in the future. "
Charming 3-bedroom house in enchanting Arthur

Cozy 2BR Loft in Downtown Charleston, IL

10.0 out of 10, Exceptional, (2)
"Cute little loft and great location in the main square with lots of walkable restaurants."
The price is ¥22,055
¥28,829 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 2BR Loft in Downtown Charleston, IL

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
The price is ¥17,644
¥38,022 total
includes taxes & fees
Sep 20 - Sep 21
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

10.0 out of 10, Exceptional, (50)
"Clean and comfortable stay!"
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Newly updated and cozy home! Located near downtown!

9.0 out of 10, Wonderful, (13)
"This home has everything anyone would need. Be it a single person or a family. Our host is awesome also. "
Newly updated and cozy home! Located near downtown!

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

Updated spacious 2 br Flat

9.0 out of 10, Wonderful, (2)
"Was great location for my stay. House had everything I needed. Great communication w the host. Highly recommend"
Updated spacious 2 br Flat

803 Edgar just 5 minutes from the Emerald Acres Sports complex.

803 Edgar just 5 minutes from the Emerald Acres Sports complex.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterville Hotel Reviews

Find out more about Chesterville

Find out more about Chesterville

Search for holiday rentals in Chesterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterville using one of the methods below:

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

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

Frequently asked questions

Can I find vacation rentals in Chesterville?

Yes, we give you a choice of vacation rentals near top local attractions in Chesterville, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Chesterville?

Wooded rural country estate near Lake Shelbyville and Illinois Amish country: Visitors like this Chesterville vacation home rental. It is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Chesterville?

Explore the area and family-friendly sights such as Beachy's Bulk Foods, or get out into nature at a spot like Mattoon Peterson Park. In the larger area, you’ll find Mattoon City Hall and Rockome Gardens.

What are vacation rentals like in Chesterville?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Chesterville. Vacation rentals offer extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.