Holiday rentals in Simpson

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Top-rated holiday rentals in Simpson

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Guest favourite
The rustic treehouse is positioned near the water's edge, reflecting beautifully in the calm lake. Surrounded by trees, the structure features a wraparound deck on stilts, offering a serene view of the private lake at sunrise.
Cabin in Vienna
4.83 out of 5 average rating, 310 reviews

Samson's Whitetail Mountain Lakeside Cabin

The rustic lakeside treehouse has two bedroom loft upstairs, one lower bedroom, amazing views of our private lake and an assortment of animals (deer, axis, fallow, elk, and rams) that roam freely on the gated property. Enjoy kayaking, fishing,or lounge around the lake. Plan a trip to Garden of the Gods, Jackson Falls, Tunnel Hill Trail or Shawnee National Forest finishing the evening roasting hotdogs around the fire. *No parties or events allowed during your stay. DOOR CODE SENT PRIOR TO ARRIVAL

Top guest favourite
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, 145 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, 296 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
The exterior of a cozy wooden cabin is displayed, featuring a steeply pitched roof and large front windows. Two comfortable adirondack chairs are positioned nearby on a gravel path, alongside a small fire pit. Lush greenery surrounds the cabin, enhancing its serene setting.
Tiny home in Makanda
4.9 out of 5 average rating, 110 reviews

Pet-Friendly Tiny Cabin* Near Blue Sky*Shawnee

Après Vine Tiny Cabin is your escape to a serene minimalist cabin in Shawnee National Forest! Just 5 min to Blue Sky Vineyard, hiking, zip lines, and I-57, this retreat blends adventure and tranquility. Relax by the fire pit, take in sunsets, rolling pastures, and woodlands. No Wi-Fi or TV ensures a true digital detox. Friendly livestock guardian dogs may greet you. **Pet-Friendly: Bring your furry friend—just add them to your reservation! Perfect for nature lovers seeking a peaceful getaway.

Top guest favourite
A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5 out of 5 average rating, 118 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
An outdoor gathering space is softly illuminated by string lights at dusk. A gas grill and fire pit are present, surrounded by a picnic table and a stone feature. Lush grass and gravel pathways create a rustic ambiance, enhancing the inviting atmosphere.
Home in Golconda
4.93 out of 5 average rating, 117 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 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, 118 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, 523 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
A rustic cabin exterior is framed by vibrant autumn foliage. The wooden structure features a front porch with a bench and a small grill on a gravel area. Bright yellow house numbers are visible beside the door, welcoming guests to this peaceful retreat.
Cabin in Goreville
4.95 out of 5 average rating, 164 reviews

Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub

Welcome to our quiet cabin in the woods next to Lake of Egypt and 5 minutes from hiking and sightseeing at beautiful, Ferne Clyffe. It’s an excellent place to relax, rest and restore. Also near: Shawnee National Forest Belle Smith Springs Dixon Springs Egyptian Hills Resort Walkers Bluff Winery Southern Illinois University Dragonfly Wedding Venue Tunnel Hill Blue Sky Winery Nearby hiking: Garden of the Gods, Inspiration Point, Giant City State Park, Dixon Springs, Pounds Hollow.

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, 327 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
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
4.97 out of 5 average rating, 362 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
Tiny home in Marion
4.97 out of 5 average rating, 250 reviews

Near Lake Egypt, Hiking, Wineries- Micro Cabin

Our charming cabin offers an ideal retreat for a romantic couple's escape or a memorable family outing. Thoughtfully designed, the 565-square-foot living space embodies the essence of a quintessential southern Illinois experience. With its pet-friendly policy and convenient proximity to the Lake of Egypt, hiking trails, and wineries, it promises an all-encompassing getaway. The swimmable pond is stocked with bass and bluegill with a few catfish and Koi.

Popular amenities for Simpson holiday rentals

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