Holiday houses in Olive Branch

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

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

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.

1-bedroom tiny home located in historic Bloomfield

Kick back and relax in this calm and stylish space located minutes from the Missouri Veterans Cemetery and The Stars and Stripes Muesum and Library. 1bdrm/1bath comfortably sleeps 2 and is furnished with everything you need. Inside you will find all new appliances, bedding, and linens. Circle drive with parking. No smoking or pets allowed. Local restaurants include Las Brasis and Elderland. Or try out locally owned businesses just 6.5 miles drive to Dexter such as Hickory Log and Dexter BBQ!

Brand new 2 bedroom unit right in downtown Cape.

This special place is close to everything, making it easy to plan your visit. Walking distance to restaurants, the river and nightlife. Property includes wifi, full kitchen, laundry, deck and private parking for one. One king bed room and a twin bed room in addition to a roll out twin bed along with a 60 inch smart television. Dog bed and bowls included along with board games! Property is conveniently located across the street from "The Bar" the famous spot from the movie "Gone Girl" .

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!

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. Please note that since this listing is in my personal family home, I will only host those with positive reviews.

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.

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!