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Chesterville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Chesterville vacation rentals

Smart TV, fireplace

Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (38 reviews)
"Very nice place to stay!"
United States
Brandon R.
$263 nightly
The price is $265
Jun 23 - Jun 24
Total with taxes and fees
Prairieview Cabin - with Hot Tub
Exterior detail

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (48 reviews)
"We there only 2days for a volleyball tournament and it was exactly what we needed. Priced very affordable for a family of 4 when comparing it to hotel stays for 2 nights. The property was very clean and inviting. "
United States
Ross N.
$170 nightly
The price is $180
Jun 29 - Jun 30
Total with taxes and fees
Brickway Retreat
Smart TV

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway
Mattoon
10.0 out of 10, Exceptional, (12 reviews)
"Had a great time with our family and it was close to arthur"
United States
Daniel S.
$203 nightly
The price is $215
Jul 11 - Jul 12
Total with taxes and fees
The Little House on Prairie: Family-Friendly 2-Bedroom Getaway
Exterior

Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (69 reviews)
"Everything was as they said it would be. Thank you. "
United States
Renee F.
$355 nightly
The price is $376
Jun 23 - Jun 24
Total with taxes and fees
Fish, boat, grill, chill, pets, relax
Exterior

Binion Lodge: Wooded Privacy Near Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (16 reviews)
"Great very quiet and relaxing awesome property and host"
United States
Tyler R.
$417 nightly
The price is $435
Jun 23 - Jun 24
Total with taxes and fees
Binion Lodge: Wooded Privacy Near Lake Shelbyville
Microwave, oven, stovetop, dishwasher

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
$263 nightly
The price is $279
Jun 23 - Jun 24
Total with taxes and fees
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Interior

Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (59 reviews)
"Communication was great. Check in was super easy. Home was beautiful, and had everything you would ever need. Beautiful, quiet location."
United States
Melissa
$352 nightly
The price is $355
Jun 30 - Jul 1
Total with taxes and fees
Prairieview Cottage Retreat - Hot Tub Sunsets
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

Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston

10/10 Excellent
"Good location"
Otto 2-night trip
Posted 3 hours ago
Days Inn by Wyndham Charleston

Find out more about Chesterville

Everything you need to know about Chesterville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $180 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterville rentals

At Expedia, we put the best Chesterville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway: Visitors like this Chesterville vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Hippie Memorial 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.