Default HTG hotel image

Chesterville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chesterville vacation rentals

Interior

1. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (61 reviews)
"Very clean and cute place! We enjoyed our stay very much. The hosts were wonderful, and we even got the blessing of a visit by the 2 puppies that live on the property. Definitely recommend staying here! "
United States
Lisa S.
The price is AED 770
AED 1,416 total
includes taxes & fees
17 Aug - 18 Aug
Prairieview Cottage Retreat - Hot Tub Sunsets
Smart TV, fireplace

2. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is AED 576
AED 980 total
includes taxes & fees
2 Sep - 3 Sep
Prairieview Cabin - with Hot Tub
Exterior detail

3. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (51 reviews)
"Place wa exactly as described and the owner was a great communicator. Highly recommend this place and when we return will see if it’s available ! "
United States
Angela C.
The price is AED 404
AED 670 total
includes taxes & fees
19 Aug - 20 Aug
Brickway Retreat
Exterior

4. Binion Lodge: Wooded Privacy Near Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (18 reviews)
"Great very quiet and relaxing awesome property and host"
United States
Tyler R.
The price is AED 909
AED 1,696 total
includes taxes & fees
16 Aug - 17 Aug
Binion Lodge: Wooded Privacy Near Lake Shelbyville
Coffee/tea maker, fridge, microwave, oven

5. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (12 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is AED 551
AED 736 total
includes taxes & fees
23 Aug - 24 Aug
Cozy 2BR Loft in Downtown Charleston, IL
Microwave, oven, stovetop, dishwasher

6. Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds

Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Sullivan
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. It was close proximity to the beach on Lake Shelbyville and the property was clean."
United States
aubrey m.
The price is AED 661
AED 1,024 total
includes taxes & fees
16 Aug - 17 Aug
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Exterior

7. Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (70 reviews)
"It was excellent!"
United States
Samuel D S.
The price is AED 661
AED 1,179 total
includes taxes & fees
1 Sep - 2 Sep
Fish, boat, grill, chill, pets, relax
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterville Hotel Reviews

Fairfield by Marriott Inn & Suites Mattoon

Fairfield by Marriott Inn & Suites Mattoon

10/10 Excellent
"To the point. Stay here save your self looking for something else. Long answer: Brand new hotel. And it feels like it. Place is very clean. Staff are very nice and helpful. Breakfast was good. Through the coffee was weak. (Can’t win it all I suppose.) I did have an extra guest in my shower, but the little fellow was easily relocated. It’s a hotel it’s never going to be perfect. But I would absolutely plan any travels on the area so I could stay here at the end of the day."
A 1-night trip
Posted 13 hours ago
Fairfield by Marriott Inn & Suites Mattoon

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?

Fish, boat, grill, chill, pets, relax: Visitors like this Chesterville vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the arcade game room 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 Rockome Gardens and The Little Theatre on the Square.

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.