Holiday rentals with outdoor seating in Southern

4.99 out of 5 average rating, 159 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, 170 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.

4.96 out of 5 average rating, 135 reviews

A charming treehouse Aframe structure features a sleek black exterior and warm lighting emanating from decorative bulbs. A welcoming entrance is flanked by wooden steps leading to the door, surrounded by lush greenery and trees creating a serene atmosphere.

Treehouse in Marion

The Blonde Treehouse w/Hot Tub near Shawnee Forest

Reconnect with nature at our unique treehouse Aframe stay near ALL of the hiking. Just minutes from downtown Marion, IL. Sporting a 7ft tube slide, sleek black exterior and natural wood tones and lighting. The Blonde is small and mighty with an airy studio feel but packed with all of the necessities of a full sized home. This stay also includes its very own nature trail! Come ready to see lots of wildlife and explore Southern Illinois! Our 2 treehouses are secluded but do share a property!

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, 190 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, 155 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.

4.98 out of 5 average rating, 123 reviews

A stone pathway descends through the trees, leading towards a serene lake embraced by colorful sunset reflections. Softly glowing string lights illuminate the path, adding warmth to the tranquil setting near the water and dock.

Chalet in Goreville

Secluded Lakefront Lodge | Forest Views + Kayaks

Escape to Sugar Creek Lodge — a private lakefront retreat nestled in the forest with no neighbors on either side. Enjoy peaceful views, two decks, a large private dock with boat & jet ski slip, kayaks, a fire pit, and new furnishings. Fast fiber internet makes it great for remote work. Three levels each have a bedroom and full bath. Fully stocked kitchen, 2 fridges, new appliances, and washer/dryer. Only 5 mins from I-24 and 10 mins to groceries — total seclusion, yet close to everything

4.9 out of 5 average rating, 157 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, 126 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, 120 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, 132 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.

4.91 out of 5 average rating, 337 reviews

A wooden deck lined with rustic rocking chairs offers a serene view of the surrounding forest. The lush greenery creates a peaceful backdrop, inviting relaxation and enjoyment of nature.

Cabin in Pope County

Beck's Hideaway at Dixon Springs

We might call this place a hideaway but the nearby activities and amenities are too numerous to list! Enjoy the secluded forest location surrounded by towering trees, abundant wildlife, and plenty of outdoor activities. Our cabin is just minutes away from the Trail of Tears, Dixon Springs State Park, the delicious Chocolate Factory, the towns of Golconda, Metropolis, and the bigger city of Paducah. NEW IN OCTOBER 2021: We have installed high-speed fiber optic WiFi to the cabin.

4.95 out of 5 average rating, 281 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

Popular amenities for Southern outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.99 out of 5 average rating, 144 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

4.84 out of 5 average rating, 207 reviews

The exterior of a spacious single-story house is shown, featuring a large front porch with white railing. Soft lighting illuminates the entrance, while manicured shrubs and a vast lawn surround the property. A serene backdrop is visible, suggesting a peaceful atmosphere.

Home in Mount Vernon

SunnyHill Cottage

4.81 out of 5 average rating, 156 reviews

The historic brick home features patriotic decorations, including bunting and an American flag. A large front porch with two columns is visible, alongside an inviting pathway leading to a decorative door. Lush green plants frame the entrance and a spacious lawn is set in the foreground.

Home in Dahlgren

Historic Cross Home/Barn/Fish/Hike/ATV McLeansboro

4.93 out of 5 average rating, 376 reviews

Home in Marion

Lake Living

4.99 out of 5 average rating, 212 reviews

A charming bungalow is set within a manicured yard, featuring a gravel driveway leading up to the house. Lush green grass borders flower beds with decorative plantings. The home showcases a covered porch with blue accents, inviting outdoor relaxation amidst a peaceful neighborhood.

Home in Carterville

Sweet Peas Bungalow

5 out of 5 average rating, 318 reviews

Home in Tunnel Hill

Pole Barn Cabin Lake of Egypt ~ Hiking Wineries

4.97 out of 5 average rating, 113 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

Superhost

A gravel pathway is bordered by lush greenery and natural stone slabs. The route leads through a landscaped area featuring shrubs and trees, contributing to a serene and inviting outdoor environment.

Home in Marion

4.8 out of 5 average rating, 797 reviews

Frank Lloyd Wright design inspired house

Apartment rentals with outdoor seating

Superhost

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.

Apartment in Du Quoin

4.88 out of 5 average rating, 110 reviews

30 West·The View·Scenic Escape near Fairground

4.99 out of 5 average rating, 346 reviews

A well-appointed bedroom features a queen-sized bed with floral bedding, complemented by a bedside table and lamp. A dark wooden dresser is positioned against one wall. Natural light enters through a window with light curtains, adding warmth to the room's neutral tones.

Apartment in Paducah

Great 2 bedroom duplex in the heart of Paducah

4.97 out of 5 average rating, 143 reviews

The spacious living room features soft beige carpeting, a coffee table with decorative elements, and two comfortable armchairs. A large window offers natural light, while a star-shaped decor piece adds visual interest to the neutral-colored walls. A doorway leads to the kitchenette.

Apartment in Paducah

Dee’s Downstairs Private Apartment

Apartment in Grand Rivers

The cabin's exterior is highlighted by a covered porch featuring a small table and two chairs. A set of stairs leads to an upper level. Surrounding greenery adds a natural touch, while a clear blue sky provides an inviting atmosphere.

4.85 out of 5 average rating, 166 reviews

Funky Little Shack at Grand Rivers

Apartment in Cape Girardeau

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.

4.95 out of 5 average rating, 297 reviews

Brand new 2 bedroom unit right in downtown Cape.

4.95 out of 5 average rating, 20 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.

Apartment in Goreville

Country Charm Apartment

Apartment in Cape Girardeau

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.

4.98 out of 5 average rating, 451 reviews

Beautiful Historic Boulevard District Apartment

4.99 out of 5 average rating, 239 reviews

A vibrant hanging planter filled with pink flowers is positioned near a pathway leading to an expansive green landscape. A smooth, stone walkway diverges into lush grass, bordered by manicured shrubbery and trees that provide a serene backdrop under a cloudy sky.

Apartment in Paducah

Friendship Farm

Condo rentals with outdoor seating

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a microwave and refrigerator. An island with seating is situated near a cozy living area, which includes a couch and a TV. Light streams in through framed windows, complementing the warm wood accents.

4.93 out of 5 average rating, 30 reviews

Market House Square Apts, One Bedroom

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.

4.97 out of 5 average rating, 31 reviews

The Dim Light — Lower Town Boutique Condos

A modern sleeping area features a spacious bed with gray bedding against a rustic brick accent wall. A minimalist table with a chair is positioned nearby, complemented by an open clothing rack. Natural light filters through the tall windows draped with dark curtains.

4.98 out of 5 average rating, 55 reviews

The Depot on Jefferson

4.83 out of 5 average rating, 52 reviews

A cozy living area features a large sectional sofa with dark fabric, complemented by two lamps with decorative shades. A circular wooden coffee table is positioned on a patterned rug, and wall art adds subtle visual interest. A window with a tailored curtain allows natural light to enter.

Condo in Eddyville

Lovely Lake View, one bedroom apartment.

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.

Condo in Harrisburg

Shawnee Forest Retreat, Suite A

An industrial-style kitchen features exposed brick walls and a stainless steel backsplash. A central island with two stools offers a casual dining space. Modern appliances, including a large refrigerator and a professional-grade stove, are integrated into the design, complemented by warm wooden flooring.

5 out of 5 average rating, 235 reviews

Luxury 2 BR 2 Bath Downtown Double Condo

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.