Holiday rentals in Little Grassy Lake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Little Grassy Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
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
Cottage in Cobden
4.93 out of 5 average rating, 135 reviews

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!

Top guest favourite
A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5 out of 5 average rating, 190 reviews

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.

Top guest favourite
A hot tub is located on a wooden deck, surrounded by lush greenery and tall trees. A hand holds a glass of red wine, contrasting against the bubbling water, inviting relaxation in a natural setting.
Cabin in Anna
4.9 out of 5 average rating, 164 reviews

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.

Top guest favourite
Dome in Stonefort
4.99 out of 5 average rating, 136 reviews

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!

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
An inviting modern cabin exterior is illuminated at dusk. The deck features outdoor seating with a table and chairs, complemented by a hot tub nearby. Soft lighting outlines the steps, providing a warm glow against the backdrop of a deep blue sky.
Cabin in Pomona
5 out of 5 average rating, 147 reviews

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.

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 home 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
An outdoor seating area features a round table surrounded by four chairs, set on a stone patio. Flowering plants line the edge of a grassy space, and a door leads into the house. The clear blue sky and greenery provide a serene backdrop.
Home in Alto Pass
4.99 out of 5 average rating, 150 reviews

The Farmhouse in Rhine Valley

Newly renovated Farmhouse in Alto Pass situated between Trail of Tears State Forest and just a hike or short drive away from Bald Knob Cross and wilderness. Minutes away from local wineries. Enjoy a peaceful pause from the hustle and bustle in our private little Farmhouse. Perfect for single family or small groups. Nearby venues and activities include: hiking, fishing, public hunting, wineries, restaurants, and many other local venues and events. Hunters are welcome.

Guest favourite
Home in Makanda
4.84 out of 5 average rating, 128 reviews

Cedar Lake Retreat A

Enjoy a quiet, peaceful, pet-friendly retreat, less than a mile from Cedar Lake boat ramp/kayak launch and Poplar Camp Beach. This cute and comfy duplex is less than 6 miles from Giant City State Park, located in Shawnee National Forest, and just 4 miles from Southern Illinois University-Carbondale. Enjoy fishing, kayaking, and rock-climbing, or hit the Shawnee Wine Trails. If you’re a nature buff or you’re in town for SIU festivities, this is the place for you.

Top guest favourite
A charming cabin is nestled among trees, featuring a welcoming front porch with seating. Flower pots are placed near the entrance, and a stone border outlines the landscaped area. The sloped roof and chimney enhance the rustic appeal of the structure.
Place to stay in Makanda
4.95 out of 5 average rating, 293 reviews

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

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!

Popular amenities for Little Grassy Lake holiday rentals