Vacation rentals in Charleston

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

The Roost - Pets friendly

Welcome to The Roost, a cozy, modern tiny home in rural western Kentucky. With two lofts, a bedroom, full kitchen, washer/dryer, and space to sleep five, it’s perfect for a peaceful getaway. The property is home to our 4 off leash dogs who will greet you upon arrival. We ask all other animals are dog friendly. Enjoy sunsets, stocked ponds, wildlife, outdoor dining, and a fire pit. Named after The Hickory Chicken—Southern slang for morel mushrooms—this hidden gem is worth the search

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.

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!

Newly Renovated 3 Bedroom 2 Bath Home - Sleeps 9

Looking for a spacious and welcoming Airbnb in Sikeston? 🏡✨ This gorgeous, newly renovated 3 bedroom, 2 bathroom home is the ideal destination for unforgettable memories with your loved ones. The house sleeps up to 9 guests comfortably, making it perfect for families and groups. Conveniently located in a fantastic residential area, you're just moments away from local attractions, shopping, and dining spots.

Unique luxury cabin with fireplace and pond view

Shawnee Pond Retreat is a two-bedroom countryside haven that sits on a ridge in the Shawnee National Forest. Located just outside Alto Pass near numerous vineyards, lakes and hiking trails, it is a perfect destination for friends, couples, or families. Shawnee Hills Wine Trail has 11 wineries nearby. With its impressive bluffs and spectacular trailways, Giant City State Park is just a 15-minute drive.

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

Emma’s Cottage

Take it easy at this unique and tranquil getaway. Emma’s cottage is located in the historic north end of Sikeston, just minutes away from the local hospital and power plant, which makes it a perfect place for traveling professionals and people coming into town to visit friends and family. This cottage is 2 bedrooms, 1 bathroom, with a queen bed and a full bed.

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.

THE DREAMCATCHER

Beautiful brick home with lake view and access to Reelfoot Lake (no ramp), paved drive with ample parking for boat / trailer, back deck with table and chairs, open space kitchen and den, perfect for group fishing trip, hunting trip, or just sight seeing, (area known for its large population of eagles), quiet neighborhood, peaceful place to stay.