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

Vacation Rentals in Chesterville

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (16)
"Property was beautiful and their dog was super friendly. Will definitely be staying here again!"
The price is CA $203
CA $357 total
includes taxes & fees
Jul 11 - Jul 12
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

Cozy 2BR Loft in Downtown Charleston, IL

10.0 out of 10, Exceptional, (1)
"Whole experience was great!"
The price is CA $205
CA $257 total
includes taxes & fees
Jul 15 - Jul 16
Cozy 2BR Loft in Downtown Charleston, IL

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (30)
"This is definitely a repeat location for a girls’ getaway weekend. Quiet, clean, and equipped with all of the amenities. "
The price is CA $239
CA $441 total
includes taxes & fees
Jul 14 - Jul 15
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Binion Lodge: Wooded Privacy Near Lake Shelbyville

10.0 out of 10, Exceptional, (10)
"Everything was clean and comfortable, with nice space"
The price is CA $347
CA $594 total
includes taxes & fees
Jul 23 - Jul 24
Binion Lodge: Wooded Privacy Near Lake Shelbyville

Charming 3-bedroom house in enchanting Arthur

10.0 out of 10, Exceptional, (2)
"All was wonderful. Loved the notes left in the closet! "
Charming 3-bedroom house in enchanting Arthur

Newly Remodeled! Mattoon Room: B4 - Queen

10.0 out of 10, Exceptional, (1)
"The location was perfect as it was only 11 minutes to Eastern IL Univ. The directions sent to enter the property was clear and easy to understand. Room clean and free of odor. Several chain and local restaurants nearby. "
The price is CA $75
CA $111 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! Mattoon Room: B4 - Queen

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

10.0 out of 10, Exceptional, (46)
"This was our 4th stay here always love being here!!! "
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Brickway Retreat

9.8 out of 10, Exceptional, (34)
"Great place to stay very clean! Many choices close by for meals."
The price is CA $135
CA $217 total
includes taxes & fees
Jul 14 - Jul 15
Brickway Retreat

Newly Remodeled! B2 - Two Room Suite, King & Queen

9.0 out of 10, Wonderful, (2)
"Very nice property. Only suggestions would be to put a chair in each room."
The price is CA $103
CA $141 total
includes taxes & fees
Jul 20 - Jul 21
Newly Remodeled! B2 - Two Room Suite, King & Queen

Historic Charleston Home < 1 Mi to University!

3.0 star property
Historic Charleston Home < 1 Mi to University!

Newly updated and cozy home! Located near downtown!

8.8 out of 10, Excellent, (10)
"Great!"
Newly updated and cozy home! Located near downtown!

Historic Charleston Home < 1 Mi to University!

6.0 out of 10, (2)
Historic Charleston Home < 1 Mi to University!

Newly Remodeled! B5 - Two Room Suite, King & Queen

8.0 out of 10, Very good, (1)
"The rooms were clean as described and very plain as pictured. The only thing s missing is a desk and chair and a place to hang clothes. "
The price is CA $133
CA $174 total
includes taxes & fees
Jul 11 - Jul 12
Newly Remodeled! B5 - Two Room Suite, King & Queen

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

Newly Remodeled! - B6 - Large King ADA Accessible

The price is CA $131
CA $173 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! - B6 - Large King ADA Accessible

Newly Remodeled! B3 - Two Room Suite, King & Queen

The price is CA $93
CA $130 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! B3 - Two Room Suite, King & Queen

Newly Remodeled! B8 - Two Room Suite, King & Queen

The price is CA $127
CA $169 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! B8 - Two Room Suite, King & Queen

Newly Remodeled! Mattoon Room: B1 - Queen Room

The price is CA $75
CA $111 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! Mattoon Room: B1 - Queen Room

Newly Remodeled! B7 - Two Room Suite, King & Queen

The price is CA $116
CA $157 total
includes taxes & fees
Jul 15 - Jul 16
Newly Remodeled! B7 - Two Room Suite, King & Queen
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

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 Ironhorse Golf Club.

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.