Vacation rentals in Charleston

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.

Beautiful Historic Boulevard District Apartment

This beautiful, private upstairs apartment is located on a favorite street in Cape Girardeau’s Historic Boulevard District. It is walking distance to SEMO University, Capaha Park, and the downtown riverfront. Recently remodeled for laundry, spacious rooms offer private bedroom spaces and a cozy den for watching movies or reading. The kitchen is fully equipped with amenities. This quiet neighborhood setting even has a front porch swing and sitting area where you can enjoy your morning coffee.

MAINSTAY CAPE [downtown]

Nestled in the heart of the Downtown Historic District, this suite is centrally located as a prime destination for any and all travelers alike. With parking available, this space offers a unique & trendy “midwest boho” vibe. ~WALKABLE~ Our studio is 1 block from the bustling Southeast Missouri State University, 1 block from the gorgeous Capaha Park, and 2 blocks from Mercy Hospital. If you are interested in night life, this space is simply a 5-10 minute walk to all DT bars and restaurants.

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Unique Design | Walk Downtown/River | .5 mile SEMO

At our Adventurous 2 Bedroom Suite you’ll first arrive at a Brightly decorated Space with Artsy Walls and Bold Decor. Designed with its History in mind & a twist of Creativity, you will Immerse Yourself within your Stay; from our Stocked Kitchen, Reading Area with Indoor Swing to Themed & Cozy Bedrooms. Enjoy being near Downtown/the River with a short Bike Ride or Walk and when you are ready to Tuck in at night, Sink into our 10” Memory Foam mattress with Plush Pillows and feel at Ease.

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!

Couples Retreat in the Trees + Hot tub

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

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.

The Bird House-a private, country stay

Whether you’re visiting Grand Rivers for the hunting, fishing, shopping, or just to enjoy our many local waterways, The Bird House is perfect for your getaway. Being Conveniently located just 9 miles from the heart of Grand Rivers means that local favorites such as Kentucky Lake, Lake Barkley, LBL, Patti’s, and The Cabin Pizza are only a short drive away. Two bedroom, one bath, washer/dryer, kitchen and an airy 38 x 10 front porch. Sit on the swing and enjoy the country air.

Dee’s Downstairs Private Apartment

1 bedroom with a Queen size bed and a twin rollaway bed. This space is a private apartment in the basement of my home with separate entrance. Sole access to the living room, 1 bedroom with queen bed, full bathroom, game area with foosball and ping pong tables, and kitchenette. Located on 1 acre, so it’s private, but still in town. 5 miles to downtown and 3 miles to mall area. Screened in porch and fire pit area might be shared during summer months.

Gloria’s on Exchange-Entire Home-3rd bedroom opt

Welcome to Gloria’s on Exchange, a cozy home away from home located in a quiet historic neighborhood. The bones of our home date to 1910, but this little house has received a loving renovation. Local art gives off a “rustic” feel, but all is completely tricked out with smart technology and very cozy furniture and bedding. 2 BEDROOMS/2 BATHS ARE INCLUDED IN THE LISTED PRICE. ADD ON OPTION for 3rd bedroom access w queen bed for $30 per night.

Early to Rise, Mins from Downtown! KING SIZE BED!

This house is snuzzled on the corner waiting for you. It is a craftsmen style house of the 1900s. We just restored the original hardwood floor, so that means she’s squeaky and perfectly imperfect! Gather around the Dining Room table to stretch from your drive. Pick either spacious Bedroom to lay your head. Snuggle up on the spacious couches to snag a movie!