
Family-friendly holiday rentals in Southern
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southern
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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!!!

Cozy one bedroom cottage on a horse farm
This special space is in the middle of the Shawnee National Forest, just a short drive to beautiful hiking, waterfalls, rock climbing, kayaking, and equestrian trails. -Guided horseback rides to Shawnee trails available through host, Sue -Corrals available for own horses -Sleeps 4-queen bed and pull out sofa -Washer and dryer -Fiber Optic WiFi -Gas grill, outdoor seating, large fire pit, and free firewood on site -Garden of the Gods, Jackson Falls, Bell Smith Springs Burden Falls nearby

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.

Tiny Cabin* Near Blue Sky*Shawnee*Pet Friendly
Après Vine Tiny Cabin is your escape to a serene minimalist cabin in Shawnee National Forest! Just 5 min to Blue Sky Vineyard, hiking, zip lines, and I-57, this retreat blends adventure and tranquility. Relax by the fire pit, take in sunsets, rolling pastures, and woodlands. No Wi-Fi or TV ensures a true digital detox. Friendly livestock guardian dogs may greet you. **Pet-Friendly when added to reservation! Perfect for nature lovers seeking a peaceful getaway or the minimalist adventurer!

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!

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.

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.

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!

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.

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.

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 whimsical 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, your stay here is nothing short of magical.
Popular amenities for Southern family-friendly rentals
Family-friendly home rentals with a hot tub

Shady Rest “on blue pond” with hot tub

Spurlock Place- Shawnee National Forest (HOT TUB)

The Outpost: Blacksmith- Hot Tub Suite

Under the Stars - Farmhouse

Log Cabin w/ Hot tub - Near Casino & Downtown Cape

Pond & Hot Tub | Timber Oaks Vacation Rentals

Home Away From Home Shawnee Hills Wine Trail

Hot Tub+Firepit+Corn Hole+BBQ+Game Room+Spa Bath
Family- and pet-friendly home rentals

The Shawnee Farm House

Twisted Sister's Retreat

Ultimate Lake Escape | Dock, Slide & Kayaks

Charmful Cabin Artist respite next to refuge

The Magnolia Cottage with Hot tub Twinkle lights

Sweet Peas Bungalow

Gorgeous Cabin close to SIU/wineries/Shawnee

Wine trail cozy cabin! Hot Tub!
Family-friendly home rentals with a pool

Rend Lake Retreat

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

Lakehouse-indoor pool and hottub

Perfect for Families, Gathering Ready!

Pond/Pool/Fire pit/Pet Friendly

Eddyville Lake Barkley House | Sleeps 12 Lake View

Marsha's Guesthouse Rental

Guesthouse w/ pool, outdoor fireplace, game room
When is the best time to visit Southern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 SGD | $247 SGD | $263 SGD | $222 SGD | $256 SGD | $254 SGD | $274 SGD | $272 SGD | $246 SGD | $228 SGD | $222 SGD | $222 SGD |
| Avg. temp | 2°C | 5°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 15°C | 9°C | 4°C |
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 $114 SGD per night before taxes and fees

Verified guest reviews
Over 1,520 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!
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- Family-friendly rentals Williamson County
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- Family-friendly rentals United States





