Holiday houses in Little Grassy Lake

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Top-rated holiday rentals in Little Grassy Lake

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Top Guest favourite
A rustic cabin is viewed from the front porch, featuring two rocking chairs positioned to face the surroundings. Soft warm lights illuminate the porch, while greenery is visible in planters. The exterior showcases wooden siding and a welcoming red door, surrounded by a gravel pathway.
Cabin in Cobden
4.99 out of 5 average rating, 174 reviews

Pop’s Country Cabin

Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

Top Guest favourite
Cabin in Carbondale
4.99 out of 5 average rating, 103 reviews

Beautiful 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!

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, 134 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
Dome in Cobden
5 out of 5 average rating, 185 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.

Guest favourite
The exterior of a cozy wooden cabin is displayed, featuring a steeply pitched roof and large front windows. Two comfortable adirondack chairs are positioned nearby on a gravel path, alongside a small fire pit. Lush greenery surrounds the cabin, enhancing its serene setting.
Tiny home in Makanda
4.89 out of 5 average rating, 138 reviews

Tiny Cabin* Near Blue Sky*Shawnee*Pet Friendly

Après Vine Tiny Cabin is your escape to a serene minimalist cabin in Shawnee National Forest! Just 5 min to Blue Sky Vineyard, hiking, zip lines, and I-57, this retreat blends adventure and tranquility. Relax by the fire pit, take in sunsets, rolling pastures, and woodlands. No Wi-Fi or TV ensures a true digital detox. Friendly livestock guardian dogs may greet you. **Pet-Friendly when added to reservation! Perfect for nature lovers seeking a peaceful getaway or the minimalist adventurer!

Top Guest favourite
Cabin in Pomona
4.96 out of 5 average rating, 237 reviews

Artist Vibe on the SI Wine Trail. New Kitchen!

What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

Top Guest favourite
A spacious hot tub is situated on a wooden deck, surrounded by tall trees. Steps provide easy access to the tub, which features bubbling water and a sleek, modern design. Sunlight filters through the forest, enhancing the outdoor ambiance.
Dome in Stonefort
4.99 out of 5 average rating, 132 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, 169 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
A modern hot tub is positioned on a wooden deck, featuring illuminated water that reflects a soothing blue hue. Nearby, a dining area is displayed with a vibrant table and colorful chairs, framed by blooming flowers and the warm glow of the cabin's windows.
Cabin in Pomona
5 out of 5 average rating, 144 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.

Guest favourite
A spacious farmhouse is set against a backdrop of autumn foliage, featuring a welcoming entrance with a wooden deck. Decorative elements include pumpkins and barrels arranged on the manicured lawn. A vibrant red tree adds color to the serene landscape with a clear sky above.
Farm stay in Makanda
4.87 out of 5 average rating, 150 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.

Top Guest favourite
A cozy sitting area is framed by large windows offering views of the surrounding forest. A colorful quilt adorns the sofa, complemented by a soft armchair. Warm light is provided by a lamp, enhancing the inviting space nestled in nature.
Place to stay in Cobden
4.95 out of 5 average rating, 334 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.

Popular amenities for Little Grassy Lake holiday rentals