Chesterville Vacation Rentals

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In two weeks
Dec 26 - Dec 28
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Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Chesterville vacation rentals

Exterior detail
Brickway Retreat

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (40)
"This house was perfect! Very clean, beautifully decorated and very cozy. So many nice extras. Because of bad weather we had to modify our stay and we were very grateful that the hosts were able to accommodate us. We would absolutely stay here again. "
United States
Shari
$170 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Brickway Retreat
Smart TV, fireplace
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub
2.0 star property
Sullivan
10.0 out of 10, Exceptional, (23)
"Great place! "
United States
Luis G.
$253 nightly
The price is $268
Dec 14 - Dec 15
Total with taxes and fees
Cozy Country Cabin - Sleeps 6 - with Hot Tub
Interior
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Sullivan
10.0 out of 10, Exceptional, (49)
"This is a great location for a weekend getaway !"
United States
Julie M.
$336 nightly
The price is $356
Dec 15 - Dec 16
Total with taxes and fees
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Fridge, microwave, oven, stovetop
Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (8)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
$185 nightly
The price is $196
Dec 16 - Dec 17
Total with taxes and fees
Cozy 2BR Loft in Downtown Charleston, IL
Fridge, microwave, oven, stovetop
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Mattoon
10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
United States
Chad S.
$248 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Exterior
Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax
Sullivan
9.6 out of 10, Exceptional, (58)
"The condo is nice and clean, and so close to the lake. The experience has been wonderful, and Stacey is great to work with. It backs right up to the golf course, a short walk to the campgrounds, and an easy trail to the lake. "
United States
Audrey M.
$248 nightly
The price is $263
Dec 14 - Dec 15
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

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (14)
"Great very quiet and relaxing awesome property and host"
United States
Tyler R.
$399 nightly
The price is $427
Dec 15 - Dec 16
Total with taxes and fees
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

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

10/10 Excellent
"Clean room. Low water pressure in sink. Shower seemed ok. Breakfast was good."
Rick 1-night trip
Posted 6 days ago
Quality Inn & Suites Mattoon South

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.

Explore a world of travel with Expedia

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?

Brickway Retreat: Visitors like this Chesterville vacation home rental. It is located in a rural location 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.