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Chesterville Holiday Rentals

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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 holiday 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 HK$812
HK$1,650 total
includes taxes & fees
30 Sept - 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 HK$1,299
HK$2,053 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 HK$1,670
HK$2,875 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)
"Great place for a stay. Nice amenities and very clean. Would absolutely stay again"
United States
Kevin F.
The price is HK$863
HK$1,413 total
includes taxes & fees
7 Oct - 8 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 HK$1,412
HK$2,078 total
includes taxes & fees
7 Oct - 8 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 HK$1,200
HK$2,145 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 HK$1,177
HK$1,538 total
includes taxes & fees
30 Sept - 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 HK$1,942
HK$3,382 total
includes taxes & fees
30 Sept - 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.
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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 11 hours ago
Best Western Heartland Inn

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
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  • 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 holiday rentals in Chesterville?

Yes, there are holiday rentals close to the most popular sights in Chesterville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chesterville has to offer?

Fish, boat, grill, chill, pets, relax: This holiday home rental outside of Chesterville is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of an arcade/games 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 wider area, you’ll find Mattoon City Hall and Rockome Gardens.

What are holiday rentals like in Chesterville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterville. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.