Vacation rentals in Trail of Tears State Forest

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Top-rated vacation rentals in Trail of Tears State Forest

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Top guest favorite

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, 129 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 favorite

The exterior of a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.

Guesthouse in Carbondale

5 out of 5 average rating, 246 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Top guest favorite

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, 289 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 favorite

An exterior view of the entrance features a welcoming white door framed by black accents. A small staircase leads up to the door, complemented by a light fixture. A vehicle is parked near the entrance, with a tree and a fenced area visible in the background.

Guest suite in Cape Girardeau

4.97 out of 5 average rating, 159 reviews

MAINSTAY CAPE [downtown]

Nestled in the heart of the Downtown Historic District, this suite is centrally located as a prime destination for any and all travelers alike. With parking available, this space offers a unique & trendy “midwest boho” vibe. ~WALKABLE~ Our studio is 1 block from the bustling Southeast Missouri State University, 1 block from the gorgeous Capaha Park, and 2 blocks from Mercy Hospital. If you are interested in night life, this space is simply a 5-10 minute walk to all DT bars and restaurants.

Top guest favorite

A cozy living area features a light-colored sofa adorned with textured cushions. A warm throw blanket drapes over the arm. A small table holds wine glasses and a candle, while a fireplace adds warmth to the wooden-paneled space, enhancing the inviting ambiance.

Cabin in Pomona

4.96 out of 5 average rating, 227 reviews

Secluded Cabin. Fast WiFi. Fireplace. 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 favorite

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.

Treehouse in Cape Girardeau

4.99 out of 5 average rating, 151 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 favorite

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, 255 reviews

Secluded Pet-Friendly Cabin *Blue Sky & Shawnee*

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is 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! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

Guest favorite

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, 113 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.

Guest favorite

A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.

Barn in Cape Girardeau

4.94 out of 5 average rating, 212 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 favorite

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, 134 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 favorite

A rustic red cabin is surrounded by trees, featuring a welcoming front door with a seasonal wreath. Two dark chairs are positioned around a circular stone fire pit, set on a grassy patio that invites relaxation and outdoor enjoyment.

Cabin in Alto Pass

5 out of 5 average rating, 124 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.

Top guest favorite

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

4.99 out of 5 average rating, 132 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.