Chesterville Holiday Rentals

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Holiday Rentals in Chesterville

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Sullivan
10.0 out of 10, Exceptional, (45)
"This property is beautiful, we had a great time relaxing at this comfortable cottage. "
United States
Michael C.
The price is NZ$628
includes taxes & fees
11 Nov - 12 Nov
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
Sullivan
10.0 out of 10, Exceptional, (22)
"The cabin was clean and had all the amenities needed for an escape from society. Its far enough from town to feel secluded but close enough that you can easily drive in to grab essentials. The hot tub was clean and a preheated for our stay. The hardest part about the entire stay was leaving. It felt nice to get away for a few days. "
United States
Kelly
The price is NZ$445
includes taxes & fees
10 Nov - 11 Nov
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Brickway Retreat

Mattoon
9.8 out of 10, Exceptional, (38)
"This property was very clean, super cute and very comfortable. The character that was maintained in the home, while being updated was amazing! I will definitely stay here again! "
United States
Amanda J.
The price is NZ$320
includes taxes & fees
19 Nov - 20 Nov
Brickway Retreat

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Arthur
10.0 out of 10, Exceptional, (54)
"Easy to get to, close to the cute Main Street and also to the Amish markets!"
United States
Devin
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Newly updated and cozy home! Located near downtown!

Mattoon
9.2 out of 10, Wonderful, (15)
"It was conveniently located near the train station and restaurants. The host was always quick to respond to inquiries. "
United States
Linda M.
Newly updated and cozy home! Located near downtown!

Binion Lodge: Wooded Privacy Near Lake Shelbyville

Sullivan Township
10.0 out of 10, Exceptional, (14)
"Peaceful, beautiful place"
United States
Maria G.
The price is NZ$776
includes taxes & fees
8 Dec - 9 Dec
Binion Lodge: Wooded Privacy Near Lake Shelbyville

Charming 3-bedroom house in enchanting Arthur

Arthur
10.0 out of 10, Exceptional, (3)
"All was wonderful. Loved the notes left in the closet! "
United States
Melissa H.
Charming 3-bedroom house in enchanting Arthur

Bring The Whole Crew, We've Got Room!

Mattoon
Bring The Whole Crew, We've Got Room!

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

Mattoon
10.0 out of 10, Exceptional, (1)
"Had a great time with our family and it was close to arthur"
United States
Daniel S.
The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

Updated spacious 2 br Flat

Mattoon
9.0 out of 10, Wonderful, (2)
"Was great location for my stay. House had everything I needed. Great communication w the host. Highly recommend"
United States
Charlie W.
Updated spacious 2 br Flat

Cozy 2BR Loft in Downtown Charleston, IL

Charleston
10.0 out of 10, Exceptional, (6)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is NZ$351
includes taxes & fees
9 Nov - 10 Nov
Cozy 2BR Loft in Downtown Charleston, IL

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.
The price is NZ$467
includes taxes & fees
9 Nov - 10 Nov
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Cozy Country Home Near Lake Shelbyville

Sullivan
Cozy Country Home Near Lake Shelbyville

803 Edgar just 5 minutes from the Emerald Acres Sports complex.

Mattoon
803 Edgar just 5 minutes from the Emerald Acres Sports complex.

Country Club House

Mattoon
Country Club House
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

Find out more about Chesterville

Everything you need to know about Chesterville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chesterville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterville holiday rentals we have selected for you start as low as NZ$320 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chesterville rentals

At Expedia, we put the best Chesterville holiday 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 holiday.

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 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?

Brickway Retreat: This holiday home rental outside of Chesterville is located in a rural location, 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. You and your friends and family can relax into your holiday with amenities such as 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 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.