
Holiday rentals in Charleston
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Top-rated holiday rentals in Charleston
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Pop’s Country Cabin
Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

Trails End Tunnel Hill Bike Trail Overnight Stay
Located at the end of the 58 mile Tunnel Hill Bike Trail. Fully furnished with full size kitchen, bathroom with shower, bedroom and pool table. No need to pack, all the basic essentials are provided including, but not limited to, bottled water, paper plates, utensils, towels, soap, shampoo, toothpaste, coffee, juice, milk, bread, etc. If it's not there, the Dollar General Store is located 5 blocks away. Full size bed, room for 2 additional people, inflatable mattress available upon request.

Bald Knob Cabin
Located in heart of Shawnee National Forest, Bald Knob Wilderness and River To River Trail , is a former orchard turned cozy hiker/biker haven. Just 2 miles down the road from Bald Knob Cross of Peace. This studio style cabin was recently renovated and has a fully functioning kitchen. Bald Knob Cabin is the ideal location to unplug and put your feet up after a long day hiking trails or traveling the Shawnee Wine Trail that flows through the cozy, inviting town of Alto Pass. No WIFI or TV!

Twisted Sassafras Treehouse
A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!

Sanctuary Cabin- Hot Tub & Woods
Hi, hello, welcome! We invite you to take it easy at this unique and tranquil getaway. The kitchen is stocked, the hot tub is ready to go, and the local area boasts many wineries, state parks for hiking, and beautiful scenery. This spacious cabin features a comfortable King bed, 55” TV above a gas fireplace, and recently had a top to bottom renovation! The spacious back deck features a large hot tub just steps from the back door, hooks for the provided terry cloth robes, and a Weber grill.

Quiet Country Cottage on Farm-30 Min from Paducah
Charming farm cottage on a hill overlooking West Fork Valley located in rural Carlisle Co. in a peaceful, quiet setting. Our farm has been in our family for 100 years and we love making it available for guests to share our love of the land and the natural beauty of West KY! The cottage features an airy, open floor plan with living, dining sleeping areas & kitchen. There is also one private bedroom & one bath with inviting shower. Woods, creek, wildlife, & only 30 min from Paducah.

Tiny House of Paul - Center For Lost Arts
Perfect if you're working or spending time exploring Southern Illinois. Great discount for longer stays. Tiny House of Paul house has a cozy & spacious feel. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside. Centrally located on the property of Center For Lost Arts near Cobden, Illinois. Wander the trails at the end of a work day, or relax on the deck after hiking or exploring. Enjoy your time in Southernmost Illinois.

Under the Stars - Farmhouse
Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

Modern Dome in Shawnee Forest with Hot Tub
Old Colorado Glamping Dome is nestled deep into the woods surrounded by beautiful tall pines. It is heated and cooled and has all the necessities as a typical house. We also packed as many amenities as we could into this property including an oversized 6-Person hot tub, 500 MBPS fiber internet, outdoor tv, fire pit table, Weber grill, hammock swings, custom bathroom with rainfall shower, full kitchen, coffee bar, king & queen sized beds, bean bag toss, board games and much more!

Rustic reTREEt Treehouse Getaway
This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck, & BBQ grill.

Panthers Inn Treehouse
Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Log Cabin w/ Hot tub - Near Casino & Downtown Cape
THE BEST GETAWAY HERE IN CAPE! Have a relaxing staycation here in Cape Girardeau Perfect for a QUICK GETAWAY for couples, families or friends 5 MINS to the casino, country club and downtown cape Very unique log home with a private bedroom queen size bed, pull-out queen size futon in the living room and twin size hide away SLEEPS 4. Pool table, darts, and a hot tub.There is a large deck and fire pit which has the feel of being in the woods.
Popular amenities for Charleston holiday rentals
Other great holiday rentals in Charleston

The Shawnee Farm House

Dad's Place

The Disney Cabin at West Ridge Outdoor Resort

The Center Country House

Shawnee National Forrest Luxury Escape, Pets Ok

The Cottage, Rusted Route Farms

A-Frame tiny home in tiny home village

Family Home near the MS River with a toy Room
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