Holiday houses in Simpson

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Top-rated holiday rentals in Simpson

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Top Guest favourite

Cabin in Cobden

4.99 out of 5 average rating, 122 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

Farm stay in Golconda

4.98 out of 5 average rating, 330 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

Cottage in Eddyville

4.92 out of 5 average rating, 138 reviews

Cheerful one bedroom cottage on a horse farm

This special place is in the middle of the Shawnee National making it a short drive to many favorite hiking locations Burden falls,Jackson falls,Bell smith springs, Garden of the gods, We also offer guided horseback riding into the Shawnee on our horses or u can bring your own on vacation and we have room to stable them and guide u everyday to a different location in the Shawnee to see. The cottage is on a horse farm with a large yard to play in and enjoy the stars at night around a campfire

Guest favourite

Home in Grantsburg

4.91 out of 5 average rating, 196 reviews

Retreat, Relax, Refresh in this cozy country home

Enjoy all that Southern Illinois has to offer in this relaxing country house. Whether you're sitting on the front porch, or enjoying the back deck, you'll be able to enjoy all nature has to offer. This home is convenient to many local attractions including: Dixon Springs State Park & Chocolate Factory (1.5 miles) Lake Glendale (5 miles) Golconda Marina (11 miles) Paducah, KY (28 miles) Tunnel Hill Bike Trail (11 miles) Surrounded by the Shawnee National Forest (beautiful sites and hiking)

Guest favourite

Home in Pope County

4.91 out of 5 average rating, 236 reviews

Whitetail Cabin

Whitetail Cabin is a nice quiet house back in the woods, just a stones throw from the Shawnee National Forest. The Garden of the Gods and Indian Kitchen are only a short drive away for hiking, rock climbing and Wildlife Adventures. Dixon Springs State Park is only 12 miles away with a pool, hiking and the famous Chocolate Factory with homemade chocolates and ice cream. Nearby attractions are Lake Glendale with fishing, swimming and kayaking. Millstone Bluff and Burden Falls for site seeing.

Guest favourite

Place to stay in Makanda

4.95 out of 5 average rating, 244 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!

Top Guest favourite

Home in Golconda

4.93 out of 5 average rating, 107 reviews

Dawns Retreat

Dawns Retreat is a farm house remodeled in 2023 with a rustic feel that offers a cozy relaxing stay. WiFi 3 smart tv’s 1 Queen 1 full Gas fireplace Gas grill Open fire grill Firewood Electricity at fire pit Plenty of parking Garage Deer hanging station. Heart of Shawnee National Forest. Golconda 10min. Eddyville 15min Harrisburg 35min Paducah KY 35min Note: the field around the yard is private property. Things to do in the area Horseback riding Hiking Boating Fishing Huntin

Guest favourite

Cabin in Pope County

4.92 out of 5 average rating, 316 reviews

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.

Guest favourite

Condo in Paducah

4.96 out of 5 average rating, 224 reviews

Stylish Condo on Broadway

Experience the beauty of downtown Paducah at our stunning historic condo. Curated by local interior designer, this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, soaring ceilings, and original hardwood floors. You'll also have 24 hour access to a state-of-the-art gym. With its prime location overlooking Broadway, you'll be just steps away from top dining, shopping, and entertainment options.

Guest favourite

Place to stay in Cobden

4.94 out of 5 average rating, 313 reviews

Eva’s Roost - Center For Lost Arts

Eva’s Roost is located at Center For Lost Arts near Cobden, Illinois. Uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Extensive, curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Yoga mat, guitar & some art supplies. Personal outdoor space with firepit & comfy adirondack chairs. Entrance to wandering trails right outside your back door. Perfect place to retreat and renew.

Top Guest favourite

Treehouse in Makanda

4.96 out of 5 average rating, 332 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Top Guest favourite

Cabin in Pomona

5 out of 5 average rating, 102 reviews

Modern Cabin at Trillium Ridge

Nestled in the hills of the Shawnee National Forest, our modern cabin is the perfect base for your adventurous getaway or relaxing retreat. Hike down the hill on a private trail to explore or climb at the Holy Boulders, or take a short drive to local wineries and the must-see views of Inspiration Point, Pomona Natural Bridge, Cedar Lake and Little Grand Canyon. Feel like staying in? You’ll find a hot tub, sauna, and all the comforts you’d expect at home.