
Vacation rentals in Charleston
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Top-rated vacation 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

Artist Vibe on the SI Wine Trail. New Kitchen!
What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

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!

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.

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

Downtown Guesthouse- Romantic Getaway
The guesthouse seamlessly blends modern amenities with historic charm in a cozy, compact space. The antique claw foot tub/shower combo offers a charming, yet snug, spot for a relaxing soak—true to its historic roots, the bathroom could be best described as a quaint water closet. After a day of exploring unwind in the patio. Play a favorite record, and savor your coffee while daydreaming about new experiences. Despite its small size, it provides all the modern comforts you need.

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!

Modern Cabin at Trillium Ridge
Tucked into the rolling hills of the Shawnee National Forest, our modern cabin offers a welcoming retreat where comfort and nature meet. Wander down a private trail to explore or climb at the Holy Boulders, or take an easy drive to local wineries and see the iconic sights of Little Grand Canyon, Inspiration Point, and Pomona Natural Bridge. When you’re ready to slow down, return to soak in the hot tub, unwind in the sauna, and settle into our cabin made for rest and connection.

Eva’s Roost - Center For Lost Arts
Eva’s Roost is located at Center For Lost Arts near Cobden, Illinois. Uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Extensive, curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Yoga mat, guitar & some art supplies. Personal outdoor space with firepit & comfy adirondack chairs. Entrance to wandering trails right outside your back door. Perfect place to retreat and renew.

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.

The Hamilton House
Majestic, Two Story Home. A Great Place for Making Memories. BEFORE YOU BOOK: So there are no misunderstandings. Please read our rules, and understand our pricing, because there is an extra guest fee after the first 2 guests and weekends are priced different than weekdays. 2 Night Min. Stay on Weekends Only - 1 Night Stays Sun. - Thurs. No Parties-No Smoking-No Animals
Popular amenities for Charleston vacation rentals
Other great vacation rentals in Charleston

The Disney Cabin at West Ridge Outdoor Resort

849 Country Cottage

Cozy 2 Bedroom House

Farmer Ty’s ranch house from ‘Farmer Wants a Wife’

Traditional Family Home

Luxe 2KBR Apt w/ Electric Fireplace · By KeenStays

Crooked Creek Treehouses (Stony Branch Loft)

Private A Frame cabin/Horseshoe Lake
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