Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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

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Top guest favorite
A rustic cabin is viewed from the front porch, featuring two rocking chairs positioned to face the surroundings. Soft warm lights illuminate the porch, while greenery is visible in planters. The exterior showcases wooden siding and a welcoming red door, surrounded by a gravel pathway.
Cabin in Cobden
4.99 out of 5 average rating, 171 reviews

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

Top guest favorite
The exterior of a charming house is displayed, featuring a red and white color scheme. A covered porch with a swinging bench is visible, along with a flag pole supporting an American flag. Two windows allow natural light to enter the home.
Bungalow in Karnak
4.99 out of 5 average rating, 141 reviews

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.

Top guest favorite
The geodesic dome is illuminated warmly from within, creating a welcoming glow against the night sky. The structure's unique shape and large window reveal a glimpse of the cozy interior, showcasing a serene space ideal for relaxation and connection with nature.
Dome in Perryville
4.94 out of 5 average rating, 167 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Top guest favorite
The custom-built treehouse is elevated on stilts, surrounded by greenery. A spacious deck features a railing, offering access to the entrance. Steps lead to the ground below, while large glass doors enhance the connection to nature.
Treehouse in Cape Girardeau
4.99 out of 5 average rating, 196 reviews

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!

Guest favorite
The front of the cottage is framed by a well-manicured lawn, showcasing a single-story structure with a peaked roof. Two large windows on either side of the double doors provide ample natural light, while two rocking chairs are placed on the covered porch.
Cottage in Bardwell
4.94 out of 5 average rating, 104 reviews

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.

Top guest favorite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.95 out of 5 average rating, 255 reviews

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

Top guest favorite
A cozy living space features exposed brick walls complemented by a patterned area rug. Two armchairs provide comfortable seating, one in a checked pattern and the other a textured fabric. A window is adorned with sheer and geometric-patterned curtains, allowing natural light to illuminate the room.
Guesthouse in Cape Girardeau
4.94 out of 5 average rating, 584 reviews

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.

Top guest favorite
Dome in Stonefort
4.99 out of 5 average rating, 129 reviews

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!

Top guest favorite
A secluded treehouse cabin is elevated on wooden stilts, surrounded by lush green trees. The exterior features a blend of dark siding and large windows, allowing natural light to filter into the space. A spacious deck extends around the structure for outdoor enjoyment.
Treehouse in Makanda
4.96 out of 5 average rating, 421 reviews

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!

Top guest favorite
The two-story brick home is surrounded by lush green grass and large trees, offering a spacious front yard. A welcoming entrance with a white frame and several windows enhances the inviting appearance of the house, which is partially fenced and set against a backdrop of nature.
Home in Cape Girardeau
4.98 out of 5 average rating, 441 reviews

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

Top guest favorite
Home in Clinton
4.99 out of 5 average rating, 197 reviews

The Peery House at Springhill Farms

The Peery House is our family home-place, built circa 1900, transformed into a quaint Airbnb. It is located on our farm, Springhill Family Farms in Western KY and is a great place for someone looking to get away from the busyness of life, looking for rest and relaxation or just looking for a unique, little farmhouse while passing through the area.

Top guest favorite
A comfortable living area features a dark sofa adorned with a seasonal pillow. A round chandelier hangs above, providing soft lighting. A coffee table rests in front of the couch, surrounded by side tables with lamps. Wall art depicting winter scenes is displayed above the sofa.
Cottage in Paducah
4.99 out of 5 average rating, 683 reviews

Copper Creek Cottage in the country close to city

Welcome to Copper Creek Cottage. We are located in the country but minutes away from downtown Paducah, and the mall area. We are 2.5 miles from I-24. Our cottage sleeps 4. (Queen bed & full pull-out sofa). The cottage is great for a couple's weekend, girls' trip or any occasion. The nightly price will be reduced for longer stays.

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