Vacation rentals in Pinckneyville

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Top-rated vacation rentals in Pinckneyville

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Top guest favorite
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, 304 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 favorite
The exterior of a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.
Guesthouse in Carbondale
5 out of 5 average rating, 271 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Guest favorite
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 home in Whittington
4.91 out of 5 average rating, 296 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 favorite
A single-level home is shown in the evening light, featuring a red front door and large window. Warm light spills from the interior, illuminating the entrance pathway. Lush greenery surrounds the property, enhancing the serene outdoor atmosphere.
Home in Mount Vernon
4.88 out of 5 average rating, 111 reviews

Mr. Haney's Place

Relax with the whole family at this peaceful place to stay. Airbnb Super Host "Mr. Haney's Place". We are only 5.1 miles from the magnificent historic Cedarhurst Center for the Arts and 18 miles from the beautiful Rend Lake. Our property has been made with the conveniences of being ADA accessible. A one level home with a step in shower and newly added ramp for easier entry. We do also offer fishing from our gazebo on our large pond. The home includes utensils you may need to make a meal.

Top guest favorite
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
4.94 out of 5 average rating, 327 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.

Guest favorite
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, 389 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!

Guest favorite
A cozy living area is furnished with a large sectional sofa and a matching armchair, complemented by decorative cushions. Light filters through window blinds, and a soft area rug covers the hardwood floor. A small table is positioned nearby.
Home in Carbondale
4.86 out of 5 average rating, 281 reviews

Relaxing 3 Bedroom Cottage in Quiet Neighborhood

This happy 3 bedroom duplex will be a family favorite on your next trip to Southern Illinois. You'll enjoy 3 cozy bedrooms each equipped with a TV, 1 bathroom, ample deck space and firepit. We are located on a quiet street within walking distance of all Carbondale has to offer – Downtown Carbondale, restaurants and pubs (.8 miles), the Memorial Hospital of Carbondale (.5 miles), Carbondale Civic Center (.8 miles), Amtrak Station (.9 miles), and SIU (1.1 miles).

Top guest favorite
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
4.95 out of 5 average rating, 256 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 favorite
Home in Cutler
4.98 out of 5 average rating, 133 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
A spacious living area features a light-colored sofa facing a flat-screen television. Natural light streams through large windows with wooden blinds, illuminating the modern kitchen equipped with stainless steel appliances. A dining table surrounded by chairs is positioned nearby on polished wooden flooring.
Apartment in Du Quoin
4.9 out of 5 average rating, 104 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.

Top guest favorite
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, 155 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.

Guest favorite
A well-furnished suite features a spacious bed with soft bedding, complemented by large windows allowing ample natural light. A small dining table and clear chairs add functionality, while a wooden dresser and cozy seating area enhance the room's comfort and style.
Apartment in Carbondale
4.9 out of 5 average rating, 101 reviews

Modern Queen Suite Near SIU Carbondale

Stay in Suite 3 at Wall Street Suites, a modern queen suite near SIU Carbondale. This newly renovated micro-suite blends industrial charm with stylish urban design. Enjoy a full kitchen, Smart TV, queen bed & updated bath, plus a shared lobby workspace. Perfect for mid-term or monthly stays near SIU East Campus. Note: Access via stairwell.

Popular amenities for Pinckneyville vacation rentals

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