Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Golconda

4.96 out of 5 average rating, 107 reviews

Shawnee Pines Lodging - #1 Loft Cabin

LeninRating, 5 stars1 week ago

Lovely stay, me and my mates enjoyed our stay. The lake and canoes were a bonus I had not known about, overall 10/10 stay. A few stinkbugs were a bit annoying, but nothing the swatters couldn’t take care of, it’s expected for the area. I would highly recommend this to others.

Top guest favourite

Home in Cobden

4.93 out of 5 average rating, 61 reviews

Wine trail, views, hot tub, pool…

PhyllisRating, 5 stars1 day ago

What a beautiful home in an excellent location. Loved the layout. Plenty of room to visit with friends. The large deck was wonderful and the view is amazing. The beds were very comfy and the master bedroom downstairs is perfect. The decor is beautiful yet very comfortable. Our host Lisa is very responsive and always available to help if needed. This home is a rare find and we will definitely return. Thank you Lisa for sharing your home with us.

Top guest favourite

Cabin in Alto Pass

4.99 out of 5 average rating, 272 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

JosephRating, 5 stars1 week ago

THANK YOU AGAIN SO MUCH! We had a fantastic weekend. Ma's Cabin was the perfect "home-base" for our hiking adventures. Was so peaceful to relax after hiking all the trails. Everything we needed for our getaway. Sid and Patty were so friendly and of course Lillie stole the show ❤️. Thank you again!

Top guest favourite

Treehouse in Marble Hill

5 out of 5 average rating, 5 reviews

Crooked Creek Treehouses (Stony Branch Loft)

TaraRating, 5 stars2 weeks ago

My husband and I celebrated our 17th wedding anniversary with an amazingly peaceful stay! We arrived to the cutest welcome sign wishing us a “Happy Anniversary” along with celebratory drinks. There was absolutely everything we needed and more! We met Roger when he checked in to see if we needed anything! Barb was always very quick to respond and overly helpful! We have already started making plans for our return hopefully next year! Thanks again ❤️

Guest favourite

Tiny home in Marion

4.97 out of 5 average rating, 242 reviews

Tiny House Cabin near Lake Egypt, Hiking, Wineries

MorganRating, 5 stars2 weeks ago

We loved the included pond, paddle boards, and the cabin too. The kids loved the trip and we had the best time. The sweetest golden retriever (Kevin) made our time on the boards so fun and we have lots of memories to take home with us. Thanks for sharing your space and making it the best for guests to enjoy the area.

Superhost

Flat in Makanda

5 out of 5 average rating, 3 reviews

Bluestem Retreat, Apartment G

ShannonRating, 5 stars11 months ago

Phyllis was wonderful, kind, and inviting. check in and out was quick and painless. furniture is comfortable and she allows pets for a still reasonable price! plenty of space for the dogs to run and the place is perfectly placed far enough away from the hustle and bustle in town but close enough to run to the store if you need somrthing!

Guest favourite

Cabin in Brookport

4.96 out of 5 average rating, 127 reviews

Beautiful Lakefront Cabin with Hot Tub!

Destiny AnnRating, 5 stars4 weeks ago

Loved this place! Very private and such a good place to unwind with a loved one. We kayak and it was amazing. We sat in the hot tub and watch the rain on the lake and it was the most beautiful time. I recommend 10/10! And dispensaries are only 18 miles away.

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Top guest favourite

Home in Jackson

4.94 out of 5 average rating, 177 reviews

*County Club 439*

ThomasRating, 5 stars1 week ago

This house is a favorite of my family. We chose to stay here again because of the avaible space and the area to entertain my large family. Krista is a great host and does a great job at promptly responding to any question I have. I cannot wait to use this property again.

Guest favourite

Home in Goreville

4.94 out of 5 average rating, 35 reviews

The Perch, sleeps 12 at LOE

KaRissaRating, 5 stars1 week ago

Beautiful place, just as described. Kitchen was well stocked with amenities to cook. Extremely clean.

Guest favourite

Home in Paducah

5 out of 5 average rating, 41 reviews

Home in Excellent Location!

AndrewRating, 5 stars1 week ago

Absolutely amazing place to stay!

Guest favourite

Cabin in Goreville

4.93 out of 5 average rating, 80 reviews

Secluded “Treehouse Feel” Cabin | Cozy & Private

BillieRating, 5 stars1 day ago

I loved it, it was so peaceful! Lots of places to hike. Very cozy and clean.

Guest favourite

Farm stay in Jackson

4.88 out of 5 average rating, 16 reviews

The Cabins 2

CamrynRating, 5 stars1 day ago

Stayed at Austin’s for a couple night with my husband and our dog. It was clean, peaceful, and overall a great stay! Austin was very responsive and helpful with directions and instructions! If we ever stay in Jackson again we will definitely stay here.

Guest favourite

Home in Carbondale

5 out of 5 average rating, 14 reviews

Owls Nest

GustaboRating, 5 stars1 month ago

The Owls Nest was a perfect place to stay with our family and our 2 dogs. The fenced in back yard had plenty of room, a fire pit and nice sized deck. The bedrooms were all cozy and had comfortable beds. The living room has plenty of room to play games or watch a movie and the kitchen has everything you need . We love to hike and Mt Bike and this location was close to many hiking trails and about a 5 min drive to Touch of Nature trails for riding. We would definitely book another stay at the Owls Nest!

Superhost

Home in Creal Springs

4.5 out of 5 average rating, 4 reviews

Sunset Family Lake House

BryanRating, 5 stars3 days ago

nice house by the lake

Guest favourite

Home in Hornbeak

4.89 out of 5 average rating, 37 reviews

Buddy’s Reel’ Em Inn

DustyRating, 5 stars1 week ago

We had a great stay for our annual fishing trip. Place is as described and conveniently located to most all boat ramps. We had one minor issue and it was resolved within an hour.

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Holiday rentals in Charleston

Top-rated holiday rentals in Charleston

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