
Vacation rentals in Simpson
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Simpson
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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

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.

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

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)

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.

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!

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.

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!

Hygge Log Cabin: HotTub & Hiking
Hi, hello, welcome! We are excited to have the opportunity to host you for your relaxing trip or jam packed adventure. Our local area has many hiking opportunities to explore, the Southern Illinois Wine Trail surrounds us, and the back roads have country views that are breathtaking. Our cabin will be waiting for your arrival or return, well equipped with a 55" TV above the gas fireplace, a comfortable King size bed, and an amazing back porch with a Weber Grill and huge hot tub.

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.

Secluded Cabin*Blue Sky & Shawnee*Pet-Friendly
Secluded, yet convenient. Within 5 min of two wineries, ziplining, trail heads, & I-57. Your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. 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! Pets welcome when you add them to the reservation. We have them too! Maple Ridge Cabin : Gateway to Shawnee Wine Country
Popular amenities for Simpson vacation rentals
Other great vacation rentals in Simpson

“Private Pinecone Cabin”, near I-57 & LOE!

Pondview Escape|75-Acre Retreat near LoE/I-57/I-24

Amazing sunsets, boat dock, kayaks, deep water!

Betty's Vineyard House - Walk to the Winery!

New Construction Cabin Just Off I-57 Only $94

Outdoorsman Paradise

Nesher Cottage

Farmhouse
Destinations to explore
- Nashville Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Branson Vacation rentals
- Cincinnati Vacation rentals
- Memphis Vacation rentals
- Lake of the Ozarks Vacation rentals
- Chattanooga Vacation rentals
- Birmingham Vacation rentals
- Knoxville Vacation rentals
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




