Family-friendly holiday rentals in Southern

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Top-rated family-friendly rentals in Southern

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.99 out of 5 average rating, 154 reviews

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

Top guest favourite
A serene winter landscape is captured at dawn, showcasing trees adorned with shimmering ice. A wooden railing segments the view, emphasizing the vibrant orange and purple hues of the rising sun against a clear sky. Snow blankets the ground, enhancing the tranquil atmosphere.
Home in Cobden
4.96 out of 5 average rating, 102 reviews

4 mins to Bourbon Bar, hot tub, wine trail, views

Escape your worries in this spacious, serene retreat. Whether your exploring the local wineries, embarking on a girl’s trips, hiking scenic trails, enjoying a family vacation, or even casting a line on a fishing trip, our home is the perfect destination. After a day of adventure, unwind in the comfort of our well-appointed space. End your day by the pool, soak in the hot tub, or enjoy a campfire. Located just a short distance from Bald Knob Cross. Cameras actively recording at all times.

Top guest favourite
The interior of the school bus features hand-milled pine finishes, with a cozy couch beside a dining table and chairs. Lighting creates a warm ambiance. The layout includes a kitchen area with basic utensils, while windows provide natural light and views of the surroundings.
Farm stay in Golconda
4.98 out of 5 average rating, 333 reviews

School Bus - Farm Stay Sustainable glamp adventure

This solar powered school bus "Schoolie" tiny home is nestled under open skies, near the forest, with a lake front view, a full bed, kitchen with two burner stove & sink, & a cozy couch. Bliss in the heart of the Shawnee National Forest on Interwoven Permaculture Farm, in Lusk Wilderness. Enjoy star gazing, swimming, and campfires. The chorus of nature will lull you at night, & greet you in the morning. It's a beautiful place to wake up! With kitchen, AC/Heater, this is ultimate glamping!!!

Guest favourite
A treehouse features a wooden deck with seating, leading to a private entrance. The home is nestled among an oak tree and surrounding pines, offering a natural setting. The entrance is accessible via a set of stairs, enhancing the outdoor experience.
Treehouse in Goreville
4.95 out of 5 average rating, 175 reviews

Fun Treehouse Getaway • Firepit • Lake Access

Jaybird Treehouse Adventure | Lake of Egypt Perched among an oak tree and two tall pines, Jaybird Treehouse is a playful and welcoming retreat at Lake of Egypt in Goreville, IL. Designed for fun, peace, and togetherness, this pet-friendly treetop getaway offers comfort, charm, and just the right amount of adventure. With deer wandering through the yard, sunsets lighting up the sky, and stars sparkling overhead at night while sitting at the firepit, your stay here is nothing short of magical.

Top guest favourite
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
5 out of 5 average rating, 158 reviews

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.

Guest favourite
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
4.95 out of 5 average rating, 124 reviews

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!

Top guest favourite
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
4.98 out of 5 average rating, 123 reviews

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

Top guest favourite
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
4.9 out of 5 average rating, 149 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 123 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.

Top guest favourite
Dome in Stonefort
4.99 out of 5 average rating, 112 reviews

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!

Top guest favourite
A comfortable living area features a stone fireplace beneath a mounted television. A wooden coffee table is surrounded by a brown leather sofa and a chair. Scenic wall art is displayed above the sofa, while natural light enters through a nearby window.
Cabin in Makanda
4.99 out of 5 average rating, 157 reviews

Hygge Log Cabin: HotTub & Hiking

Hi, hello, welcome! We are excited to have the opportunity to host you for your relaxing trip or jam packed adventure. Our local area has many hiking opportunities to explore, the Southern Illinois Wine Trail surrounds us, and the back roads have country views that are breathtaking. Our cabin will be waiting for your arrival or return, well equipped with a 55" TV above the gas fireplace, a comfortable King size bed, and an amazing back porch with a Weber Grill and huge hot tub.

Top guest favourite
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
4.95 out of 5 average rating, 278 reviews

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 family-friendly rentals

When is the best time to visit Southern?

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Avg. price$189 SGD$230 SGD$225 SGD$223 SGD$258 SGD$255 SGD$276 SGD$273 SGD$248 SGD$230 SGD$223 SGD$223 SGD
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Quick stats about holiday rentals that are family-friendly in Southern

  • Total holiday rentals

    Explore 30 holiday rentals in Southern

  • Nightly prices starting at

    Southern holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Southern holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southern rentals

  • 5 Average rating

    Southern stays are highly rated by guests – averaging 5 out of 5!