Vacation rentals in Little Grassy Lake

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Top-rated vacation rentals in Little Grassy Lake

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Guest favorite

Home in Carbondale

5 out of 5 average rating, 551 reviews

Charming 3 bedroom bungalow in Downtown Carbondale

Originally built in 1920, this cute bungalow house has been totally renovated and modernized. You'll enjoy 3 furnished bedrooms, 1 bathroom, covered porch, and back with lighted pergola and firepit. The location is exceptional - just two blocks North of the Carbondale downtown "strip," and EASILY walkable to all the downtown businesses, Memorial Hospital of Carbondale (0.4 miles), restaurants, pubs, Amtrak station (0.5 miles), and SIU (about 1.2 miles). Officially Permitted Airbnb VRU 23-03

Guest favorite

Tiny home in Cobden

4.94 out of 5 average rating, 104 reviews

Cozy Tiny House of Paul

Perfect if you're working or spending time exploring Southern Illinois. Great discount for longer stays. This 4-room style tiny house has a full size loft - a cozy & spacious feel. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside, & centrally located at Center For Lost Arts near Cobden, Illinois. Wander the trails at the end of a work day, or relax on the deck after hiking or exploring. Enjoy your time in Southernmost Illinois.

Guest favorite

Guesthouse in Carbondale

5 out of 5 average rating, 205 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

Cabin in Alto Pass

4.99 out of 5 average rating, 250 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!

Guest favorite

Cottage in Cobden

4.91 out of 5 average rating, 104 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!

Guest favorite

Rental unit in Carbondale

4.94 out of 5 average rating, 172 reviews

Carbondale home in gorgeous country setting

Welcome to Portas Caeli: a cozy, one bedroom, one bath apartment made to make you feel at home. Sitting just outside of Carbondale City limits, our guests enjoy the relaxing country setting only 5.3 miles from SIU, near downtown Carbondale, and close to the So. IL Wine Trail. Giant City Park is less than 5 miles down the road with its many beautiful hiking trails. Walk through our 20 acres, relax and watch deer graze on the fields. Sit under the gazebo and read a book. Hosts live next door.

Guest favorite

Place to stay in Makanda

4.95 out of 5 average rating, 202 reviews

Maple Ridge Cabin at Panther’s Rest

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is 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! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

Guest favorite

Farm stay in Makanda

4.87 out of 5 average rating, 132 reviews

Farmhouse Cellars @Feather Hills Vineyard & Winery

Located on the Shawnee Hills Wine Trail, Farmhouse Cellars is located within our working winery at Feather Hills Vineyard & Winery. You have the opportunity to look in on the wine making process while enjoying a quiet, comfortable place to rest your head. This is a large space with open kitchen, living and sleeping areas. The front porch offers a beautiful sunset while looking over the vineyards and you are but a short walk from our tasting room where you can enjoy a tasting.

Guest favorite

Treehouse in Makanda

4.97 out of 5 average rating, 250 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

Home in Marion

4.81 out of 5 average rating, 621 reviews

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.

Guest favorite

Cabin in Carbondale

4.97 out of 5 average rating, 129 reviews

Couple's Retreat with HOT TUB

The Couple Retreat is designed solely for one couple- nobody but you and your significant other. It's a place where you can relax, reconnect and rejuvenate. The hot tub is surrounded by trees on the screened in porch. Deer graze in the field by the firepit. This cabin has everything you need to make your stay restful and soothing.

Guest favorite

Home in Carterville

4.98 out of 5 average rating, 105 reviews

Sweet Peas Bungalow

Relax with the whole family at this peaceful bungalow. Centrally located between Marion and Carbondale. Enjoy outdoor activities with a scenic drive to Crab Orchard and Fern Cliff. And just 15 miles away from the ever popular Wine Trail of Southern Illinois. Take a short five minute drive to Walkers Bluff Casino and Resorts.