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 cabin with wooden exterior is surrounded by tall trees and shaded ground. A spacious porch is visible at the front entrance. A calm dog sits on the ground in the foreground, offering a glimpse of the natural tranquility of the setting.
Cabin in Alto Pass
4.99 out of 5 average rating, 316 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

Top guest favourite
The exterior of a cozy wooden cabin is displayed, featuring a steeply pitched roof and large front windows. Two comfortable adirondack chairs are positioned nearby on a gravel path, alongside a small fire pit. Lush greenery surrounds the cabin, enhancing its serene setting.
Tiny homes in Makanda
4.89 out of 5 average rating, 141 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!

Guest favourite
A cozy bedroom is featured with warm wood paneling and a metal ceiling. A spacious bed with soft linens is positioned near a window. A comfortable armchair and a nightstand with a lamp are included, contributing to the inviting ambience.
Tiny homes in Whittington
4.91 out of 5 average rating, 321 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.

Guest favourite
A charming treehouse Aframe structure features a sleek black exterior and warm lighting emanating from decorative bulbs. A welcoming entrance is flanked by wooden steps leading to the door, surrounded by lush greenery and trees creating a serene atmosphere.
Treehouse in Marion
4.94 out of 5 average rating, 148 reviews

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!

Top guest favourite
A rustic cabin is highlighted with wooden siding and a welcoming front porch. Comfortable seating is arranged on the porch, and the warm glow of exterior lighting enhances the evening atmosphere. Views of the nearby pond and surrounding trees are visible from the porch.
Tiny homes in Ewing
5 out of 5 average rating, 203 reviews

LilyPad-pondside cabin, kayaks, trail, country

Great for a couple, an outdoorsman, or travelers! This cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I57 access, and public hunting land and within 1 hour of the Shawnee National Forest. Includes use of kayaks, fishing poles for the catch & release pond, and a walking trail. Bow target use available upon request. Gas grill, firepit and firewood. PLEASE NOTE: its a 12x20 studio cabin with 1 full bed and 1 twin sized foam couch sleeper. We don't allow pets.

Top guest favourite
A modern kitchen area features sleek white cabinetry and a contrasting black refrigerator. Countertops offer ample space, while a central island with green bar stools invites casual dining. Soft lighting enhances the contemporary design, and exposed brick adds a touch of historic charm.
Apartment in Du Quoin
4.98 out of 5 average rating, 55 reviews

Loft Apartment On Main - Sleeps 4

Experience the beauty of downtown Du Quoin at our stunning historic loft apartment. Curated with brand new construction; this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, high ceilings, and extra space. This loft boasts a prime location overlooking Main Street. Walking distance: St. Nicholas Hotel Brewery, Biancos ice cream shop, Alongis Italian restaurant, Marks Bakery and many small town shops.

Top guest favourite
A rustic cottage is nestled among tall trees, showcasing a natural setting during autumn. Colorful fall foliage blends with the greenery, while fallen leaves cover the ground. The warm tones of the cottage complement the serene landscape.
Place to stay in Cobden
4.95 out of 5 average rating, 334 reviews

Eva’s Roost - Center For Lost Arts

Eva’s Roost is located at Center For Lost Arts near Cobden, Illinois. Uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Extensive, curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Yoga mat, guitar & some art supplies. Personal outdoor space with firepit & comfy adirondack chairs. Entrance to wandering trails right outside your back door. Perfect place to retreat and renew.

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
A two-story house with a white exterior and a black roof is seen. The front is adorned with neatly trimmed bushes and a welcoming entrance, featuring a green door and large windows. A clear blue sky provides a bright backdrop.
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

Top guest favourite
A single-story house is set on a green lawn, featuring a light exterior with blue shutters. A concrete walkway leads to the entrance, framed by neatly trimmed shrubs. Tall trees provide a natural backdrop, contributing to a peaceful setting.
Cottage in Pinckneyville
4.98 out of 5 average rating, 42 reviews

Lake Road Cottage

Peaceful family retreat just a short walk to the city lake and boat dock. Perfect for anyone seeking a quiet escape. Enjoy boating, kayaking, fishing, or a lakeside picnic, then relax on the covered deck, fire up the patio grill, or get cozy around the fire pit while watching the sunset. Start your mornings at the stocked coffee bar, and take advantage of the on-site washer/dryer for added convenience.

Top 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
4.98 out of 5 average rating, 162 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.

Popular amenities for Pinckneyville vacation rentals

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