Holiday rentals in Simpson

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Top-rated holiday rentals in Simpson

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Guest favourite
A spacious living area is visible, featuring a mix of seating options including patterned chairs and a brown sofa. A dining table accompanies a well-equipped kitchen in the background, while large windows allow ample natural light. A television is positioned on a cabinet for entertainment.
Cottage in Vienna
4.81 out of 5 average rating, 187 reviews

Samsons Whitetail Mountain Lake Cottage #1

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 OUT PRIOR TO YOUR ARRIVAL. PLEASE READ ENTIRE LISTING AND ALL RULES AND POLICIES THOROUGHLY BEFORE BOOKING.

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
A charming treehouse Aframe structure features a sleek black exterior and warm lighting emanating from decorative bulbs. A welcoming entrance is flanked by wooden steps leading to the door, surrounded by lush greenery and trees creating a serene atmosphere.
Treehouse in Marion
4.95 out of 5 average rating, 123 reviews

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!

Top guest favourite
The spacious living room features soft beige carpeting, a coffee table with decorative elements, and two comfortable armchairs. A large window offers natural light, while a star-shaped decor piece adds visual interest to the neutral-colored walls. A doorway leads to the kitchenette.
Flat in Paducah
4.97 out of 5 average rating, 129 reviews

Dee’s Downstairs Private Apartment

1 bedroom with a Queen size bed and a twin rollaway bed. This space is a private apartment in the basement of my home with separate entrance. Sole access to the living room, 1 bedroom with queen bed, full bathroom, game area with foosball and ping pong tables, and kitchenette. Located on 1 acre, so it’s private, but still in town. 5 miles to downtown and 3 miles to mall area. Please note that since this listing is in my personal family home, I will only host those with positive reviews.

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, 127 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

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, 530 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
Cabin in Carbondale
4.97 out of 5 average rating, 186 reviews

Romantic Cabin w/ Hot Tub Near Carbondale

The Couple’s Retreat – Secluded Romantic Cabin Near Carbondale, Illinois Designed exclusively for one couple, The Couple’s Retreat is a peaceful hideaway where you can relax, reconnect, and rejuvenate. Enjoy a private hot tub surrounded by trees on a screened porch, cozy evenings by the fireplace, and wildlife views of deer grazing near the firepit. This restful cabin includes a grill, modern amenities, and all the comforts needed for a soothing, intimate Southern Illinois escape.

Top guest favourite
Dome in Stonefort
4.99 out of 5 average rating, 108 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.

Top guest favourite
A rustic cottage is nestled among tall trees, showcasing a natural setting during autumn. Colorful fall foliage blends with the greenery, while fallen leaves cover the ground. The warm tones of the cottage complement the serene landscape.
Place to stay in Cobden
4.94 out of 5 average rating, 327 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.

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, 388 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!

Popular amenities for Simpson holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Johnson County
  5. Simpson