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Chesterville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥16,361
￥33,423 total
includes taxes & fees
Oct 20 - Oct 21
The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
A brick house with a white door, a mailbox, and a wooden porch.

2. 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 ￥17,389
￥28,481 total
includes taxes & fees
Oct 26 - Oct 27
Brickway Retreat
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

3. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (45 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is ￥25,830
￥42,879 total
includes taxes & fees
Oct 27 - Oct 28
Prairieview Cabin - with Hot Tub
A living room with a sofa, a television, a Christmas tree, and a wall clock.

4. 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 ￥33,652
￥61,289 total
includes taxes & fees
Oct 27 - Oct 28
Prairieview Cottage Retreat - Hot Tub Sunsets
An aerial view of Lake Shelbyville with RVs, a large building, and a bridge in the background.

5. 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 ￥24,186
￥45,065 total
includes taxes & fees
Oct 29 - Oct 30
Fish, boat, grill, chill, pets, relax
A compact kitchen with wooden cabinets, a refrigerator, a stove, and two bar stools.

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
9.4 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 ￥28,454
￥44,060 total
includes taxes & fees
Oct 29 - Oct 30
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
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, (15 reviews)
"Very cool space in a great location "
United States
Stewart T.
The price is ￥23,715
￥31,501 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥40,908
￥74,896 total
includes taxes & fees
Oct 20 - Oct 21
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

Comfort Suites Mattoon East

Comfort Suites Mattoon East

10/10 Excellent
"This is my 3rd stay. Each visit gets better. The facility is very clean organized and welcoming for guest. Responsive to my requests. Safe and secure environment. Great Breakfast. Staff attentive to food and cleanliness of cafe"
Charlene 2-night trip
Posted 15 hours ago
Comfort Suites Mattoon East

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:

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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?

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.