Holiday houses in Trail of Tears State Forest

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Top-rated holiday rentals in Trail of Tears State Forest

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Top Guest favourite
A rustic cabin is viewed from the front porch, featuring two rocking chairs positioned to face the surroundings. Soft warm lights illuminate the porch, while greenery is visible in planters. The exterior showcases wooden siding and a welcoming red door, surrounded by a gravel pathway.
Cabin in Cobden
4.99 out of 5 average rating, 178 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 cabin with wooden exterior is surrounded by tall trees and shaded ground. A spacious porch is visible at the front entrance. A calm dog sits on the ground in the foreground, offering a glimpse of the natural tranquility of the setting.
Cabin in Alto Pass
4.99 out of 5 average rating, 316 reviews

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!

Top Guest favourite
Dome in Cobden
5 out of 5 average rating, 190 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.

Top Guest favourite
Cabin in Pomona
4.96 out of 5 average rating, 237 reviews

Artist Vibe on the SI Wine Trail. New Kitchen!

What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

Top Guest favourite
A circular patio made of stone pavers is set in front of a red cabin. Two black Adirondack chairs are positioned around a fire pit, surrounded by fallen leaves and trees with autumn foliage. The cabin features a welcoming door and flower pots by the windows.
Cabin in Alto Pass
5 out of 5 average rating, 141 reviews

Bald Knob Cabin

Located in heart of Shawnee National Forest, Bald Knob Wilderness and River To River Trail , is a former orchard turned cozy hiker/biker haven. Just 2 miles down the road from Bald Knob Cross of Peace. This studio style cabin was recently renovated and has a fully functioning kitchen. Bald Knob Cabin is the ideal location to unplug and put your feet up after a long day hiking trails or traveling the Shawnee Wine Trail that flows through the cozy, inviting town of Alto Pass. No WIFI or TV!

Top Guest favourite
Treehouse in Cape Girardeau
5 out of 5 average rating, 202 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!

Top Guest favourite
A hot tub is located on a wooden deck, surrounded by lush greenery and tall trees. A hand holds a glass of red wine, contrasting against the bubbling water, inviting relaxation in a natural setting.
Cabin in Anna
4.9 out of 5 average rating, 164 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 outdoor fire pit area is surrounded by five blue Adirondack chairs, set against a vibrant sunset sky. Warm lighting hangs overhead, illuminating the spacious yard and providing a welcoming atmosphere for evening gatherings.
Barn in Cape Girardeau
4.95 out of 5 average rating, 261 reviews

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

Top Guest favourite
Cabin in Makanda
4.99 out of 5 average rating, 170 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
A modern hot tub is positioned on a wooden deck, featuring illuminated water that reflects a soothing blue hue. Nearby, a dining area is displayed with a vibrant table and colorful chairs, framed by blooming flowers and the warm glow of the cabin's windows.
Cabin in Pomona
5 out of 5 average rating, 147 reviews

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.

Top Guest favourite
The Tiny House of Paul is illuminated against a dusky sky, revealing its rustic wooden exterior. Soft lighting accentuates the structure’s features, while surrounding trees create a natural backdrop. Leaves are scattered on the ground, adding to the serene atmosphere of the property.
Tiny home in Cobden
4.95 out of 5 average rating, 131 reviews

Tiny House of Paul - Center For Lost Arts

Designed by architectural builder Paul Frank, Tiny House of Paul has a cozy & spacious feel. Twelve kinds of wood were used in the interior. It’s a unique space. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside while being centrally located on the property of Center For Lost Arts near Cobden, Illinois. Wander the trails, or relax on the deck to begin or end your day. Enjoy your time in Southernmost Illinois.

Top Guest favourite
Home in Alto Pass
4.99 out of 5 average rating, 150 reviews

The Farmhouse in Rhine Valley

Newly renovated Farmhouse in Alto Pass situated between Trail of Tears State Forest and just a hike or short drive away from Bald Knob Cross and wilderness. Minutes away from local wineries. Enjoy a peaceful pause from the hustle and bustle in our private little Farmhouse. Perfect for single family or small groups. Nearby venues and activities include: hiking, fishing, public hunting, wineries, restaurants, and many other local venues and events. Hunters are welcome.

Popular amenities for Trail of Tears State Forest holiday rentals