Vacation rentals in Little Grassy Lake

Cabin with Hot Tub at The Hills

Escape to Hillside Haven Cabin, nestled along the Shawnee Hills Wine Trail near Cobden, IL. This cozy 1-bedroom, 1-bath retreat features a private hot tub, grill, fireplace, water views, and a fully equipped kitchen with Wi-Fi and modern comforts. Enjoy peace and nature just steps from Feather Hills Winery's restaurant & wine tasting room. Explore nearby wineries, hiking trails in Shawnee National Forest, Giant City State Park, and more. Perfect for a romantic getaway or a relaxing solo escape.

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!

Wine Country Cottage

Getaway from the hustle and bustle of everyday life at the Wine Country Cottage. Located just 1 mile away from Blue Sky Winery, we are located in the heart of the Shawnee Hills Wine Trail. Spend a couple days or a weekend exploring the award winning wineries, shops and restaurants along the Trail! Our cottage on 29 acres offers a private and serene getaway. We are conveniently located 1.4 miles from Blue Sky Vineyards, 2.9 miles from Feather Hills , and 5.8 miles from Starview Vineyards!

Shelton’s Hideout barn apartment- 1 bed/1bath

Escape the everyday in this new apartment designed with a 1930s speakeasy vibe. Tucked away on private, wooded acreage, this spot is an ideal base for exploring. You're just minutes from renowned local wineries, a casino, countless outdoor adventures, and wedding and campus destinations. Heads Up: This property is on a working flower farm. The occasional sound or sight of farm equipment in operation is part of the charm! We take great care to ensure a peaceful experience for our guests.

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.

Modern Dome in Shawnee Forest with Hot Tub

Old Colorado Glamping Dome is nestled deep into the woods surrounded by beautiful tall pines. It is heated and cooled and has all the necessities as a typical house. We also packed as many amenities as we could into this property including an oversized 6-Person hot tub, 500 MBPS fiber internet, outdoor tv, fire pit table, Weber grill, hammock swings, custom bathroom with rainfall shower, full kitchen, coffee bar, king & queen sized beds, bean bag toss, board games and much more!

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.

Charmful Cabin Artist respite next to refuge

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 or snuggle up next to the fireplace. 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.

Modern Cabin at Trillium Ridge

Tucked into the rolling hills of the Shawnee National Forest, our modern cabin offers a welcoming retreat where comfort and nature meet. Wander down a private trail to explore or climb at the Holy Boulders, or take an easy drive to local wineries and see the iconic sights of Little Grand Canyon, Inspiration Point, and Pomona Natural Bridge. When you’re ready to slow down, return to soak in the hot tub, unwind in the sauna, and settle into our cabin made for rest and connection.

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.

Secluded Cabin*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

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!