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Vacation rentals in Pinckneyville

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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
A rustic cabin is viewed from the front porch, featuring two rocking chairs positioned to face the surroundings. Soft warm lights illuminate the porch, while greenery is visible in planters. The exterior showcases wooden siding and a welcoming red door, surrounded by a gravel pathway.
Cabin in Cobden
4.99 out of 5 average rating, 178 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.

Top guest favourite
Tiny homes in Makanda
4.89 out of 5 average rating, 142 reviews

Tiny Cabin* Near Blue Sky*Shawnee*Pet Friendly

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 when added to reservation! Perfect for nature lovers seeking a peaceful getaway or the minimalist adventurer!

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
Cabin in Makanda
4.99 out of 5 average rating, 170 reviews

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.

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 homes in Cobden
4.95 out of 5 average rating, 131 reviews

Tiny House of Paul - Center For Lost Arts

Designed by architectural builder Paul Frank, Tiny House of Paul has a cozy & spacious feel. Twelve kinds of wood were used in the interior. It’s a unique space. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside while being centrally located on the property of Center For Lost Arts near Cobden, Illinois. Wander the trails, or relax on the deck to begin or end your day. Enjoy your time in Southernmost Illinois.

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, 431 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
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, 115 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.

Guest favourite
A serene private lake is surrounded by lush trees, reflecting a blue sky. A kayak is on the water, while a small wooden ladder leads to the water's edge. Smooth stones line the shore, creating a peaceful setting for relaxation or water activities.
Cabin in Du Quoin
4.97 out of 5 average rating, 163 reviews

H & B's...Come experience the magic of nature!

The Cabin is nestled in the woods, a few hundred feet from a beautiful private lake. If it's total solitude you are looking for, this is the place. Keyless entry makes it perfect if you want total privacy. If you want lake access, come down and have coffee with us for orientation. Our pantry items, coffee, granola, half & half, and spices are perfect for your full-service kitchen.

Top guest favourite
A calm lake reflects the silhouettes of trees against a twilight sky, blending hues of orange and blue. The serene water creates a peaceful atmosphere, while the surrounding grass gently frames the scene. A building is visible in the background, softly illuminated.
Home in Marissa
4.99 out of 5 average rating, 195 reviews

Peaceful Lake Retreat | Cozy Fireplace & Dock

Unwind at a private lakefront retreat set on a quiet 1.5-acre lake. Cozy up by the fireplace, relax on the dock, and enjoy peaceful country views—perfect for couples or small family getaways. This 2-bedroom, 1-bath home offers comfortable living spaces, thoughtful touches throughout, and a firepit for evenings under the stars.

Popular amenities for Pinckneyville vacation rentals

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