Holiday rentals in Simpson

Find and book unique accommodation on Airbnb

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
Home in Golconda

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

ValueLocationCleanliness

4.93 out of 5 average rating, 163 reviews
Top guest favourite
Cottage in Vienna

Peaceful Cottage Retreat

Contactless Check-in. This cottage has everything you need for a relaxing getaway. It's private, tranquil setting is surrounded by nature. A King bed with luxury bedding ensures a peaceful stay. The cottage comfortably accommodates 4 adults with the additional sleeper sofa. The kitchen includes a mini-fridge, microwave, toaster and coffeemaker. Also enjoy the cozy gas fireplace inside the cottage. Outside you'll find a large patio, gas grill, wood burning firepit, and a shady hammock .

LocationValueParking

4.96 out of 5 average rating, 169 reviews
Guest favourite
The serene waters of Lake of Egypt are dotted with various boats, creating a lively atmosphere. Lush green trees line the banks, providing a natural backdrop against the blue sky filled with fluffy clouds.
Cabin in Ozark

Waterfront Cabin on Lake of Egypt

Waterfront cabin on the beautiful Lake of Egypt! This property is located in a very secluded area of the Shawnee National Forest in Tunnel Hill, IL. You can relax by the lake and watch the wildlife or just enjoy the views from the built-in sunroom. This lake cabin is also located near the wine trails and is the perfect getaway to enjoy the lake amenities, hunting, fishing, zip lining, rock climbing, hiking, biking, and enjoying nature at its finest. Sorry, no parties or events allowed.

FamilyLocationCheckout

4.87 out of 5 average rating, 159 reviews
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

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.

FamilyLocationLayout

4.96 out of 5 average rating, 567 reviews
Top guest favourite
Dome in Stonefort

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!

LocationFamilyHospitality

4.99 out of 5 average rating, 157 reviews
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

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.

FamilyLocationShared spaces

4.92 out of 5 average rating, 357 reviews
Top guest favourite
A geodesic dome is prominently featured under a moonlit sky, surrounded by dark trees. The structure is illuminated with warm lighting from large entryways, creating a contrasting glow against the night. The deck extends to the side, blending into the natural setting.
Dome in Simpson

Popular for Proposals, Record Player, Hot Tub

One of Illinois' most-favorited Airbnb listings — and once you arrive, you'll understand why. Soak in your private hot tub under a canopy of stars, wake up to panoramic forest views through floor-to-ceiling dome windows, then explore 8 acres of total seclusion. King bed, full kitchen, washer/dryer, fire pit, and charcoal grill all included. Intentionally TV-free — the night sky is the entertainment. Minutes from Shawnee National Forest trails and wine country.

LocationFamilySleep quality

4.99 out of 5 average rating, 118 reviews
Superhost
Barn in Vienna

Charming 2 bdrm, 1 bath barn home on 6 acres

You won’t forget the peaceful surroundings of this rustic destination. This barn home sits on 6 quiet acres leaving you plenty of space to explore and relax. Whether you enjoy exploring the Shawnee National Forest, riding horses, hiking, boating or the simple pleasures of a wine trail, this destination is perfect for you! Just 2 miles off the interstate, our home is minutes from several hiking trails, lakes, the Ohio River and other outdoor landscapes.

FamilyLocationAccess

4.88 out of 5 average rating, 8 reviews
Top guest favourite
A spacious lodge is set among lush greenery, featuring a rustic wooden exterior with multiple gabled roofs. Surrounding gardens and a paved driveway lead to the entrance, while a tranquil lake reflects the scenic surroundings. Ample outdoor space enhances the natural beauty of the property.
Cabin in Vienna

Samson's Whitetail Mountain Rustic Lodge

The lodge sets at the top Samsons Whitetail Mountain, with close proximity to Shawnee National Forest for zip lining, rock climbing, hiking, Tunnel Hill State Trail or Shawnee Hills Wine Trail. You can relax on the beautiful porch or balcony and watch herds of elk , fallow deer, or other wildlife animals. Walk down to enjoy the view of the lake or just bask in the gorgeous sunset. There are multiple fire pits along the water, with firewood!

ValueFamilyBathroom

4.89 out of 5 average rating, 231 reviews
Guest favourite
Home in Simpson

Millstone Cottage

Escape to the peaceful beauty of Millstone Cottage in Southern Illinois. Enjoy this cozy and secluded cabin retreat surrounded by nature. Our cabin offers the perfect blend of rustic charm and modern comfort. Guests can relax on the spacious porch with a morning coffee, soak in the private hot tub beneath the stars, or unwind by the fire pit after a day of exploring nearby hiking trails, lakes, wineries, and outdoor adventures.

FamilyLocationHiking

5.0 out of 5 average rating, 6 reviews
Top guest favourite
A single-story home with a white exterior is surrounded by lush green grass. The front door is centered, flanked by large windows. A tree provides shade nearby, contributing to the peaceful setting. A clear sky is visible above, enhancing the inviting atmosphere.
Home in Vienna

Dickson Trails to Adventure

Enjoy a cozy stay in this beautifully remodeled home in Vienna, IL! Perfect for hikers and cyclists, we're minutes from Tunnel Hill State Bike Trail, Shawnee National Forest, Ferne Clyffe State Park, and Dixon Springs. Garden of the Gods is just a scenic drive away. Relax after exploring trails, waterfalls, and rock formations. With modern comforts and a peaceful setting, your Southern Illinois adventure starts here. Book now!

FamilyLocationQuiet

5.0 out of 5 average rating, 29 reviews
Top guest favourite
A spacious yard surrounds a private home with a combination of red and blue exteriors. A large tree provides shade, and an additional building is visible in the background. The landscape is open, showcasing a field beyond the property's boundary.
Farm stay in Ozark

Country Cottage in the Shawnee

Private secluded home surround by wildlife, hiking, hunting and fishing. This home is 7 miles from Jackson Falls, 9 miles from Bell Smith Springs, 7 miles from Teal Pond and 6 miles from Burden Falls. There are nature walks on site and the property is connected to the Shawnee National Forrest. If you are into horseback riding a private pasture is available for your horse WIFI 20/20 Play Station 3

LocationFamilyTV

4.98 out of 5 average rating, 181 reviews

Popular amenities for Simpson holiday rentals