Vacation rentals in Little Grassy Lake

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Top-rated vacation rentals in Little Grassy Lake

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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, 317 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
A single-story cottage is set against a grassy landscape. A spacious wooden deck with seating offers an outdoor space for relaxation. The exterior features a light-colored facade, red shutters, and a chimney, surrounded by trees and open fields under an overcast sky.
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 favorite
An open living space is highlighted by a stylish mix of furniture, including a wooden coffee table and woven chairs. A modern kitchen with an island and hanging light fixtures is visible. Various decorative elements, such as plants and artwork, create an inviting ambiance.
Cabin in Carbondale
4.94 out of 5 average rating, 52 reviews

Private 2BR Deckhouse w/Hot Tub on 5 Acres

It's almost Summer but Spring is perfect for hiking, bonfires, Smore’s and hot tubs! Private, on five acres and on your own creek, and minutes from wine trails, Giant City, lakes and SIU! Open floor plan, gourmet kitchen, spa like bathroom. Oversized covered deck offers additional living, chilling space including a new low profile salt water hot tub. Bedrooms offer adjustable queen beds, and dimmable touch lamps w/charging stations. You may just want to stay on the property and relax!

Top guest favorite
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 favorite
A cozy cabin exterior is framed by vibrant green trees, showcasing a natural wood façade. A stone path leads to the front door, with neatly arranged shrubs and a large boulder adding to the landscape. A small, circular window adds visual interest.
Cabin in Makanda
4.99 out of 5 average rating, 171 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 favorite
Cabin in Carbondale
4.97 out of 5 average rating, 89 reviews

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.

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
4.95 out of 5 average rating, 335 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.

Top guest favorite
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.

Top guest favorite
The exterior of the cabin is surrounded by tall trees displaying vibrant autumn foliage. A porch extends from the front, offering a view of the yard blanketed in fallen leaves. Sunlight filters through the branches, enhancing the serene woodland setting.
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 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, 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!

Guest favorite
Cabin in Makanda
5 out of 5 average rating, 6 reviews

Walk to Makanda Boardwalk • .8 miles to Giant City

Escape to this cozy one-bedroom, one-bath retreat in Makanda, perched on a scenic rock bluff at the entrance to Giant City State Park. Enjoy peaceful forest views and a prime location just steps from the Makanda Boardwalk shops and dining. Perfect for hiking, wine trail adventures, and exploring the beauty of Southern Illinois. After a day outdoors, relax and unwind in a comfortable, private space designed for the perfect getaway.

Guest favorite
A historical storefront in Makanda, Illinois, features rustic architecture with large windows and a distinct sign. The landscape is framed by trees and distant hills, while a lunar design adorns the sky above. The name 'Makanda, IL' is prominently displayed at the bottom.
Guest suite in Makanda
4.98 out of 5 average rating, 52 reviews

Vulture's Roost at the Iconic Makanda Boardwalk

Stay in the heart of Makanda at the ONLY short-term rental on the iconic Boardwalk! Located in the historic Bell Building, this unique place has a style all its own. Steps away from Rainmaker’s Garden, live music, art, shops, yoga, massage, and more. Explore the Shawnee Hills Wine Trail, Giant City State Park, and SIUC - just minutes away. Experience the charm of Illinois’ hippiest town in this unforgettable spot!! ☮️

Popular amenities for Little Grassy Lake vacation rentals