Holiday rentals in Simpson

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Top-rated holiday rentals in Simpson

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A cozy living area features rustic wooden walls and a metal accent wall, with a comfortable seating arrangement on a patterned area rug. A gas fireplace provides warmth, while a smart TV is mounted on the wall, and a dining area is visible in the background.

Home in Golconda

4.94 out of 5 average rating, 128 reviews

Dawns Retreat

No pets. 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

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!!!

Top guest favourite

Cottage in Eddyville

4.93 out of 5 average rating, 168 reviews

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

Guest favourite

Two white rocking chairs are positioned on a wooden porch, facing a large window. The brick exterior of the house provides a warm contrast, and the surrounding greenery can be seen through the glass, enhancing the peaceful outdoor setting.

Home in Grantsburg

4.91 out of 5 average rating, 201 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 Marion

4.97 out of 5 average rating, 176 reviews

The Coffee Bean House in Southern Illinois!

It’s always a brew-ti-ful day @ the NEW Coffee Bean. Guests can’t wait to rise & grind over to the coffee bar where you can pick out a Rae Dunn mug based on your current mood! A few perks include; washer/dryer, office area, king bed, walk-in closets, ceiling fans, black out curtains and comfy sectional. The Coffee Bean is the perfect blend of cozy furnishings, soft linens & convenient location to downtown Marion/Route 13 & I-57. With over 160 ( 5 star reviews) see why it's so highly rated!

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, 122 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

A well-organized kitchen features wooden cabinetry and modern appliances, including a refrigerator and microwave. A window allows natural light, complemented by decorative valances. A patterned rug is placed near the sink, enhancing the functional space created by the open layout.

Tiny home in Ozark

4.96 out of 5 average rating, 532 reviews

The Potel Tiny Home 14x40

Tiny home nestled on the edge of the Shawnee National Forest. A cozy one bedroom with full closet and stacked washer and dryer the bed is a full size. Kitchen with stove, fridge and microwave. It does not have a dishwasher. Living room has a smart TV sign in to your Netflix, Sling, YouTube TV etc. Wi-fi provided. No cable. Full bathroom with shower unit. Some of our guest has said sitting on the porch watching the beautiful sunsets each night was an added bonus for staying with us.

Top guest favourite

Dome in Stonefort

4.99 out of 5 average rating, 110 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 wooden deck lined with rustic rocking chairs offers a serene view of the surrounding forest. The lush greenery creates a peaceful backdrop, inviting relaxation and enjoyment of nature.

Cabin in Pope County

4.92 out of 5 average rating, 335 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

The living area features a comfortable leather sofa positioned alongside large glass doors that illuminate the space. A wooden dining table and chairs are visible in the background, with a flat-screen TV mounted on the wall. Natural light fills the room from multiple windows.

Tiny home in Marion

4.95 out of 5 average rating, 285 reviews

Modern Pond-View Cabin Near Lake of Egypt

The Teal Door Cabin – Lake of Egypt Tiny Home Getaway, Illinois Discover a bright and modern 560-sq-ft micro cabin overlooking a serene 1.5-acre pond. The Teal Door Cabin offers the perfect balance of comfort and simplicity — pet-friendly, filled with natural light, and minutes from Lake of Egypt, local wineries, and hiking trails in Shawnee National Forest. Guests love relaxing on the porch, fishing in the stocked pond, or unwinding after a day of Southern Illinois adventure.

Guest favourite

The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.

Treehouse in Makanda

4.96 out of 5 average rating, 389 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

An inviting living area displays a comfortable couch and a cozy armchair, accented by patterned cushions. A small dining set is visible beside a window, and a television is mounted on the wall. Natural light streams in through multiple windows, creating a bright atmosphere.

Cottage in Vienna

4.88 out of 5 average rating, 180 reviews

Samsons Whitetail Mountain Gate Cottage #2

Our cottage is located within the gates of Samsons Whitetail Mountain. Nestled near the Shawnee National Forest, allows for the best hiking, biking, and rock climbing locations. Plan a trip to Garden of the Gods or Jackson Falls or Tunnel Hill Trail and spend the evening roasting hotdogs around the fire ring while watching the many animals on the property. DOOR ACCESS CODE WILL BE SENT PRIOR TO ARRIVAL