Vacation rentals in Little Grassy Lake

Gorgeous Cabin close to SIU/wineries/Shawnee

Beautiful cabin sitting in the middle of woods w/ a large entertaining deck that makes you feel like are " away from it all" even though you are 3 mins away from SIU! Features 4 bedrooms & 2 full baths with an open floor plan with plenty of room for family and friends! Enjoy the large deck to grill or to just enjoy a glass of wine from one of our local wineries. Large master suite with jacuzzi tub to unwind. Make use of the concrete party pad with firepit & bar/ game room. Location is perfect!

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Secluded and Stunning Lodge - Hot Tub, Hiking

Hi, hello there, welcome! Bring your friends and family and get ready to relax. Our spacious lodge is the perfect getaway for those looking for some peace and privacy. Located adjacent to Ferne Clyffe State Park, you can lace up your hiking boots and wander straight onto the trails. The Southern Illinois Wine Trail and multiple state parks are a short drive away, but you'll soon find yourself back in the privacy of our 28 acre retreat. Come and enjoy all that our unique cabin has to offer!

Shawnee Hiking!Hot tub!Fire Pit!Wine Trail!

WELCOME TO LUXURY GLAMPING ON THE SHAWNEE WINE TRAIL OF BEAUTIFUL SOUTHERN ILLINOIS. You will be resting in an authentic oak timber cabin, built on the historical "Trail of Tears" in Union County - Anna, Illinois. This lodging offers the rustic appeal, a taste of Native America with the comforts of contemporary amenities including an outdoor hot tub all year long! *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #2.

Frank Lloyd Wright design inspired house

PET FRIENDLY-Frank Lloyd Wright design. This home is Unique and spacious! It is conveniently located near interstate 57, and 12 minutes from the Lake of Egypt. It is also close to Shawnee Hills National Forest for beautiful hiking trails and picnics as well as 12 local wineries! After your adventures, Relax in the rustic outdoor area that provides plenty of privacy. Or in the theatre room that has a large tv and recliners to watch your favorite movies or cheer on your favorite team!

Cobden Retreat in the Woods

Eva’s Roost Retreat Cabin 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.

Vulture's Roost

Stay in the heart of Makanda at Vulture’s Roost—the ONLY short-term rental on the iconic Boardwalk! Set inside the historic H.L. Bell Building, this one-of-a-kind stay puts you steps from Rainmaker’s Garden, live music, local art, shops, yoga and more. Spend your days exploring Giant City State Park, the Shawnee Hills Wine Trail, and nearby SIUC, then return to the character and creative spirit of Illinois’ hippiest little town. A truly unforgettable Makanda experience! ☮️

Charmful Cabin Artist respite next to refuge

*No cleaning or pet fees. This Veteran owned Charmful Cabin is stocked with fine Art supplies and ready for your creative Oasis. Sip on your favorite cocktail on the balcony. 1 bedroom, 1 bathroom whole home sanctuary. We are walking distance to the Crab Orchard Wildlife Refuge. A short drive to the Artsy community of Makanda. and an even shorter drive to the food and fun in the college town of Carbondale, LOVE the wine trail? We are aptly located near many wineries.

Wooded Cabin near Blue Sky & Shawnee Pet-Friendly

Secluded, yet convenient. Within 5 min of two wineries, ziplining, trail heads, & I-57. Your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. No TV or Wi-Fi (good cell signal though) but that is not why you’re here! Explore the vineyards, walk the trails, and drink complementary on-farm roasted coffee! Pets welcome when you add them to the reservation. We have them too! Maple Ridge Cabin : Gateway to Shawnee Wine Country

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).

Pond/Pool/Fire pit/Pet Friendly

Welcome to Red Cedar Cottage, your serene oasis nestled on 5 acres along the enchanting Shawnee Wine Trail! Step outside and immerse yourself in outdoor bliss! Roast marshmallows, play cornhole, or go fishing in our stocked pond (catch and release only)! You'll love grilling on our spacious deck overlooking the pool and firepit. If the weather's on your side, take a refreshing dip in our inviting pool — floaties included for maximum relaxation!

Unique luxury cabin with fireplace and pond view

Shawnee Pond Retreat is a two-bedroom countryside haven that sits on a ridge in the Shawnee National Forest. Located just outside Alto Pass near numerous vineyards, lakes and hiking trails, it is a perfect destination for friends, couples, or families. Shawnee Hills Wine Trail has 11 wineries nearby. With its impressive bluffs and spectacular trailways, Giant City State Park is just a 15-minute drive.