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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chesterville vacation rentals

A kitchen with a white stove, wooden walls, and a wooden staircase.

1. The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood

The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
Arthur
The price is SAR 389
SAR 790 total
includes taxes & fees
30 Sep - 1 Oct
The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

2. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (44 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is SAR 622
SAR 983 total
includes taxes & fees
6 Oct - 7 Oct
Prairieview Cabin - with Hot Tub
A modern kitchen with a central island, dark cabinetry, and a ceiling fan.

3. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (62 reviews)
"Very nice everything was perfect couldn't have asked for a better time recommend very much"
United States
Ben D.
The price is SAR 799
SAR 1,376 total
includes taxes & fees
6 Oct - 7 Oct
Prairieview Cottage Retreat - Hot Tub Sunsets
A brick house with a white door, a mailbox, and a wooden porch.

4. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (53 reviews)
The price is SAR 413
SAR 676 total
includes taxes & fees
6 Oct - 7 Oct
Brickway Retreat
A compact kitchen with wooden cabinets, a refrigerator, a stove, and two bar stools.

5. 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
9.4 out of 10, Exceptional, (3 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 SAR 676
SAR 995 total
includes taxes & fees
30 Sep - 1 Oct
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
An aerial view of Lake Shelbyville with RVs, a large building, and a bridge in the background.

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

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (72 reviews)
"It was excellent!"
United States
Samuel D S.
The price is SAR 574
SAR 1,027 total
includes taxes & fees
1 Oct - 2 Oct
Fish, boat, grill, chill, pets, relax
A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

7. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (13 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is SAR 563
SAR 736 total
includes taxes & fees
30 Sep - 1 Oct
Cozy 2BR Loft in Downtown Charleston, IL
A rustic cabin with a porch, surrounded by a well-maintained lawn and trees.

8. Binion Lodge: Wooded Privacy Near Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (20 reviews)
"Very nice and secluded property! Hosts are outstanding as well!"
United States
John
The price is SAR 929
SAR 1,618 total
includes taxes & fees
30 Sep - 1 Oct
Binion Lodge: Wooded Privacy Near Lake Shelbyville
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

Best Western Heartland Inn

Best Western Heartland Inn

10/10 Excellent
"The new owners have accomplished a very successful renovation! We will definitely stay here again! This hotel is very clean & the staff are kind, friendly & will help make your stay as comfortable as possible."
Brian 1-night trip
Posted 6 hours ago
Best Western Heartland Inn

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 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.