
Holiday rentals in Pinckneyville
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Top-rated holiday rentals in Pinckneyville
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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

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only
EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Tiny Home of Whittington
This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

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!

Sanctuary Cabin- Hot Tub & Woods
Hi, hello, welcome! We invite you to take it easy at this unique and tranquil getaway. The kitchen is stocked, the hot tub is ready to go, and the local area boasts many wineries, state parks for hiking, and beautiful scenery. This spacious cabin features a comfortable King bed, 55” TV above a gas fireplace, and recently had a top to bottom renovation! The spacious back deck features a large hot tub just steps from the back door, hooks for the provided terry cloth robes, and a Weber grill.

Private Treehouse Retreat | Hot tub
The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

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.

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!

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!

The Walnut House
Thank you for checking out The Walnut House. It’s a roomy and comfortable 2 bed 1 bath house in the middle of town. Within walking distance are several restaurants, many local shops, two grocery stores - one with a great deli! The city park has a walking trail, shady picnic areas, a public pool, and tennis and paddleball courts will be completed soon. Come settle in and enjoy a quiet safe small town get-away!

Denmark Roadhouse~A Country Experience
80s farmhouse bordering Pyramid State Park. You and your guests are the only occupants during your stay. You are renting the home. The farm and adjoining areas are rented and there is NO TRESPASSING ALLOWED. Short drive to- Pyramid State Park World Shooting Complex SIU-C DuQuoin State Fairgrounds Shawnee Hills Wine Trail Local Breweries Pyramid Oaks and Red Hawk Golf Courses Kincaid Lake Rend Lake

30 West·The View·Scenic Escape near Fairground
Step into 30 West · The View, a bright and stylish suite overlooking downtown Du Quoin. Wake up to sunlight streaming through large windows and enjoy being just blocks away from the Fairgrounds, cafés, and shops. Whether you’re here for the State Fair, exploring the wine trail, working remotely, or a quiet getaway, The View offers a light-filled space designed for comfort and convenience.
Popular amenities for Pinckneyville holiday rentals
Other great holiday rentals in Pinckneyville

Hot Tub, Fishing & Grilling! No Cleaning/Pet Fees

Charmful Cabin Artist respite next to refuge

Little Nashville

Cozy cottage in peaceful setting.

Vulture's Roost at the Iconic Makanda Boardwalk

The Country House

Koopers Landing Treehouse

Remarkable Sanctuary apartment
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