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Vacation rentals in Pinckneyville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pinckneyville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 177 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
Home in Ava
4.93 out of 5 average rating, 139 reviews

JGB’s Farm and Getaway

We are in the country next to a blacktop road.This is a very laidback place , there are farm animals across the road at our farm. This was my moms farm house and I just want people to enjoy it as much as she did. We are close to Kincaid Lake, the local winerie, the World Shooting Complex, and hiking trails (Piney Creek Revenue). Come and enjoy a day fishing or just sitting on the back deck enjoying the peaceful surroundings. Later build a fire and sit back and relax. Come and enjoy the country.

Guest favourite
The geodesic dome is illuminated warmly from within, creating a welcoming glow against the night sky. The structure's unique shape and large window reveal a glimpse of the cozy interior, showcasing a serene space ideal for relaxation and connection with nature.
Dome in Perryville
4.94 out of 5 average rating, 169 reviews

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!

Top guest favourite
Home in Du Quoin
5 out of 5 average rating, 24 reviews

Sportsman's Oasis

Quiet country setting. Perfect for longer stays with a washer and dryer and all the kitchen amenities. This newly remodeled 3 bed 2 bath home features large bedrooms (king, 2 Queens), large walk-in closets, large kitchen and dining space. Plenty of parking for your trailers. Smart TVs in every bedroom and a 65 inch in the main living room will keep everyone happy. Located 13 miles from Rend Lake, 18 miles from Pyramid State Park and just 2 miles from Duquoin City Lake. 3 miles to DuQuoin.

Guest favourite
Tiny homes in Whittington
4.91 out of 5 average rating, 322 reviews

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.

Top guest favourite
The open living area features a comfortable seating arrangement with two sofas and a television mounted on the wall. A stylish dining table is set with round placemats, while large windows allow natural light to fill the space, enhancing the warm, inviting atmosphere.
Barn in Cutler
4.85 out of 5 average rating, 26 reviews

Private, peaceful lakefront home

Enjoy a breathtaking sunrise while you relax on a private lake. This barndominium is fully equipped with modern amenities, while offering a serene experience with access to kayaks & paddle boards, as well as a mile-long hiking trail. While you are tucked away on this private oasis, you are just a short 15 minute drive to local restaurants, and grocery stores. You are also just steps away from beautiful Pyramid State Park. Perfect for couples, small friend groups, small families & pets!

Top guest favourite
The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.
Treehouse in Perryville
5 out of 5 average rating, 696 reviews

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.

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
4.96 out of 5 average rating, 428 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
The exterior of a geodesic dome is showcased on a wooden deck, featuring large windows that offer views of the surroundings. A hot tub is positioned nearby, accompanied by stylish outdoor seating that invites relaxation amid the natural landscape.
Dome in Simpson
4.99 out of 5 average rating, 101 reviews

Glamping Dome · Hot Tub, Fire Pit & Forest Views

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.

Top guest favourite
Home in Pinckneyville
4.96 out of 5 average rating, 269 reviews

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!

Top guest favourite
Home in Cutler
4.99 out of 5 average rating, 140 reviews

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

Superhost
Apartment in Du Quoin
4.88 out of 5 average rating, 113 reviews

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 vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Perry County
  5. Pinckneyville