Holiday rentals with outdoor seating in Southern

4.99 out of 5 average rating, 171 reviews

The cabin's welcoming entrance features a wooden porch supported by sturdy beams. Two rocking chairs sit on the porch, surrounded by greenery and stone accents. A red door and a large window enhance the cabin's rustic charm, while the natural setting invites relaxation.

Cabin in Cobden

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

5 out of 5 average rating, 182 reviews

A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.

Dome in Cobden

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.

Home in Southern Precinct

An exterior view of the country chateau showcases a welcoming deck with seating, surrounded by lush greenery. A private hot tub is positioned on a concrete pad, adjacent to the home, enhanced by a stone chimney that adds rustic charm.

4.98 out of 5 average rating, 101 reviews

Country Chateau w/ Hot Tub Near Wine Trail

Green Acres is a charming country chateau with space for up to 8 guests. This home features a private hot tub, fire pit, shuffleboard table, lower-level bar, and plenty of room to gather. Enjoy a furnished kitchen, cozy living spaces, and peaceful views. Ideal for wine trail trips, family gatherings, or couples’ getaways, the property also includes a large barn perfect for storing Jeeps, boats, bikes, or outdoor gear. Close to wineries, hiking, and everything Southern Illinois has to offer.

Treehouse in Cape Girardeau

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.

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!

4.98 out of 5 average rating, 161 reviews

A cozy living area is presented, featuring a stone fireplace with a mounted television above. Comfortable seating options include a leather armchair and a soft couch, arranged around a wooden coffee table. Natural light filters in through the window, enhancing the tranquil environment.

Cabin in Makanda

Sanctuary Cabin- Hot Tub & Woods

Hi, hello, welcome! We invite you to take it easy at this unique and tranquil getaway. The kitchen is stocked, the hot tub is ready to go, and the local area boasts many wineries, state parks for hiking, and beautiful scenery. This spacious cabin features a comfortable King bed, 55” TV above a gas fireplace, and recently had a top to bottom renovation! The spacious back deck features a large hot tub just steps from the back door, hooks for the provided terry cloth robes, and a Weber grill.

4.96 out of 5 average rating, 144 reviews

A bi-level home is set against a clear blue sky, surrounded by green lawn and blooming trees. A paved driveway leads to an attached garage, offering convenient access. The expansive landscape in the background hints at the property's spacious surroundings.

Home in Harrisburg

Spurlock Place- Shawnee National Forest (HOT TUB)

Hike, explore, work, or relax on our 2 country acres. Just 15 minutes from the Garden of the Gods, our home features a game room, high speed Internet, and plenty of space to spread out and enjoy nature. There’s a large gas station and DG store 1/2 mile away for anything you need, and Harrisburg is just a short drive further. If you’re looking to explore or hunt in the Shawnee National Forest, this is the perfect place to be! Guests have full access to the home, hot tub and all amenities.

4.9 out of 5 average rating, 161 reviews

A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.

Cabin in Anna

Shawnee Hiking!Hot tub!Fire Pit!Wine Trail!

WELCOME TO LUXURY GLAMPING ON THE SHAWNEE WINE TRAIL OF BEAUTIFUL SOUTHERN ILLINOIS. You will be resting in an authentic oak timber cabin, built on the historical "Trail of Tears" in Union County - Anna, Illinois. This lodging offers the rustic appeal, a taste of Native America with the comforts of contemporary amenities including an outdoor hot tub all year long! *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #2.

4.95 out of 5 average rating, 128 reviews

A cozy sitting area is surrounded by wooden walls, featuring a large window that offers views of the forest. A red chair stands next to a small side table, while a gray couch is positioned against the wall. Decorative art pieces adorn the space.

Tiny home in Cobden

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.

4.99 out of 5 average rating, 129 reviews

Dome in Stonefort

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!

5 out of 5 average rating, 143 reviews

An inviting modern cabin exterior is illuminated at dusk. The deck features outdoor seating with a table and chairs, complemented by a hot tub nearby. Soft lighting outlines the steps, providing a warm glow against the backdrop of a deep blue sky.

Cabin in Pomona

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.

4.94 out of 5 average rating, 286 reviews

The exterior of the cabin is surrounded by tall trees displaying vibrant autumn foliage. A porch extends from the front, offering a view of the yard blanketed in fallen leaves. Sunlight filters through the branches, enhancing the serene woodland setting.

Place to stay in Makanda

Secluded Cabin*Blue Sky & Shawnee*Pet-Friendly

Secluded, yet convenient. Within 5 min of two wineries, ziplining, trail heads, & I-57. Your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. No TV or Wi-Fi (good cell signal though) but that is not why you’re here! Explore the vineyards, walk the trails, and drink complementary on-farm roasted coffee! Pets welcome when you add them to the reservation. We have them too! Maple Ridge Cabin : Gateway to Shawnee Wine Country

4.96 out of 5 average rating, 421 reviews

The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.

Treehouse in Makanda

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!

Popular amenities for outdoor seating rentals in Southern

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 149 reviews

An outdoor seating area features a round table surrounded by four chairs, set on a stone patio. Flowering plants line the edge of a grassy space, and a door leads into the house. The clear blue sky and greenery provide a serene backdrop.

Home in Alto Pass

The Farmhouse in Rhine Valley

5 out of 5 average rating, 3 reviews

Home in Creal Springs

Sam's Place- Peaceful Cabin near Lake Of Egypt

4.95 out of 5 average rating, 44 reviews

A view of the lake is captured from the deck, with sunlight reflecting off the water's surface. Silhouettes of trees frame the scene, while a boat dock is visible in the distance, enhancing the natural landscape.

Home in Creal Springs

Amazing sunsets, boat dock, kayaks, deep water!

4.94 out of 5 average rating, 141 reviews

Home in Golconda

Dawns Retreat

4.97 out of 5 average rating, 103 reviews

A spacious living area features a teal sectional sofa, complemented by soft throw pillows. A round coffee table rests in the center, surrounded by a neutral area rug. In the background, a dining table with seating for six is visible, enhancing the inviting ambience.

Home in Herrin

Charming 3 bedroom retreat

4.85 out of 5 average rating, 27 reviews

Home in Makanda

Cedar Lake Retreat B

4.97 out of 5 average rating, 116 reviews

A spacious living room is presented with two comfortable brown leather sofas and a recliner, arranged around a modern area rug. Natural light filters through sheer white curtains, and a flat-screen TV hangs above a decorative wooden fireplace, creating a cozy environment.

Home in Benton

3BR farmhouse- 5 mins from town

4.8 out of 5 average rating, 143 reviews

Home in Thompsonville

Pond & Hot Tub | Timber Oaks Vacation Rentals

Apartment rentals with outdoor seating

4.88 out of 5 average rating, 110 reviews

A spacious living area features a light-colored sofa facing a flat-screen television. Natural light streams through large windows with wooden blinds, illuminating the modern kitchen equipped with stainless steel appliances. A dining table surrounded by chairs is positioned nearby on polished wooden flooring.

Flat in Du Quoin

30 West·The View·Scenic Escape near Fairground

4.9 out of 5 average rating, 73 reviews

A cozy bedroom is presented with wooden walls, featuring a spacious bed adorned with a patterned quilt. Small sitting area includes a table with two chairs. A window allows natural light, complemented by decorative elements on the walls.

Flat in Murphysboro

The Windbreak

4.96 out of 5 average rating, 25 reviews

The exterior of the apartment is shown, featuring a well-maintained, gray siding facade with a stone base. Two windows provide natural light, while decorative grasses frame the entrance, creating a welcoming first impression. A white picket fence outlines the front yard.

Flat in Benton

Heartland Hidden Haven-Route 66 Getaway

4.95 out of 5 average rating, 306 reviews

A spacious living area features large windows allowing natural light to fill the space. A comfortable grey sofa is paired with a unique coffee table, while stylish dining chairs surround a white table. The kitchen area includes modern appliances and cabinetry.

Flat in Cape Girardeau

Brand new 2 bedroom unit right in downtown Cape.

4.95 out of 5 average rating, 22 reviews

The entrance to the apartment is framed by a covered porch, with a clear view of a serene pond featuring a fountain. Lush green grass and flowering trees can be seen surrounding the water, creating a peaceful outdoor setting.

Flat in Goreville

Country Charm Apartment

4.98 out of 5 average rating, 457 reviews

A view from the front porch showcases a vibrant autumn scene, with trees covered in golden leaves. A cozy seating area is visible, framed by white railings, and a peaceful street with fallen leaves creates a calm atmosphere.

Flat in Cape Girardeau

Beautiful Historic Boulevard District Apartment

4.9 out of 5 average rating, 91 reviews

A spacious living area features comfortable seating with a sofa and armchair, illuminated by soft ceiling lights. A coffee table sits in the center, while a large television rests on a wooden stand. The adjoining dining area displays a table with several chairs, creating an inviting communal space.

Flat in Carterville

*Magnolia Inn* Rv/boat parking!

4.95 out of 5 average rating, 528 reviews

A cozy sleeping area features a spacious bed with a navy blue coverlet and coordinating pillows. A wooden accent wall frames the bed, while a patterned area rug adds warmth. A small side table and a reading chair are positioned for comfort.

Flat in Carterville

Modern Studio Apt

Apartment rentals with outdoor seating

5 out of 5 average rating, 25 reviews

A comfortable living area is furnished with two brown couches and a dark wood coffee table positioned centrally. A recliner chair adds additional seating. Natural light enters through a window with light-gray curtains, while a lamp illuminates the room. Framed black-and-white photos adorn the walls.

Apartment in Harrisburg

Shawnee Forest Retreat, Suite A

4.97 out of 5 average rating, 31 reviews

A spacious living area is highlighted by a comfortable sectional sofa and a stylish coffee table. Large windows bring in natural light, framed by dark curtains. Black and white artwork decorates the walls, while a flat-screen television is mounted for entertainment.

Apartment in Paducah

The Dim Light — Lower Town Boutique Condos

4.97 out of 5 average rating, 33 reviews

A cozy living area features exposed brick walls and wooden flooring, with a stylish coffee table and a large television mounted on the wall. A vibrant neon sign adds a playful touch. The space opens into a hallway leading to a bright green door and a modern kitchen.

Apartment in Paducah

The Dim Light — Lower Town Boutique Condos

4.8 out of 5 average rating, 30 reviews

A cozy seating area features a soft sofa and a classic rocking chair, complemented by a decorative coffee table. Light-colored walls enhance the space, while a door opens to a bright kitchen in the background. Shelving displays a few decorative items.

Apartment in Harrisburg

Shawnee Forest Retreat, Suite B