Holiday houses in Little Grassy Lake

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Top-rated holiday rentals in Little Grassy Lake

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Guest favourite
An A-frame cabin is displayed against a twilight sky, featuring a spacious deck adorned with string lights. The deck offers seating arrangements, inviting relaxation. The surrounding landscape includes a grassy area, contributing to the peaceful outdoor setting.
Cabin in Makanda
4.93 out of 5 average rating, 125 reviews

2BR A-Frame Cabin w/ Hot Tub Near Wine Trail

Note: The large pond behind the cabin is being rebuilt at this time. See photo #6. White Oak Cabin is the middle A-frame on a scenic property with three cabins, each with its own outdoor space. This cozy retreat features two queen beds, a hot tub, furnished kitchen (cooktop + convection microwave), Smart TV, WiFi, and a workspace. Just minutes from ziplining, Giant City State Park, the Shawnee Wine Trail, and nearby public land, it’s a great base for couples, friends, and small families explor

ValueFamilyAir conditioning

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, 330 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!

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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, 214 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.

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Top 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
4.9 out of 5 average rating, 155 reviews

Tiny Cabin Near 2 Vineyards&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!

FamilyLocationKitchen

Top Guest favourite
A cozy living area features a light-colored sofa adorned with textured cushions. A warm throw blanket drapes over the arm. A small table holds wine glasses and a candle, while a fireplace adds warmth to the wooden-paneled space, enhancing the inviting ambiance.
Cabin in Pomona
4.96 out of 5 average rating, 243 reviews

Edge of Shawnee Forest • Wine Trail • Fast WiFi

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!

ValueFamilyBathroom

Top Guest favourite
A cozy living area is presented, featuring a stone fireplace with a mounted television above. Comfortable seating options include a leather armchair and a soft couch, arranged around a wooden coffee table. Natural light filters in through the window, enhancing the tranquil environment.
Cabin in Makanda
4.98 out of 5 average rating, 172 reviews

Sanctuary Cabin- Hot Tub & Woods

Hi, hello, welcome! We invite you to take it easy at this unique and tranquil getaway. The kitchen is stocked, the hot tub is ready to go, and the local area boasts many wineries, state parks for hiking, and beautiful scenery. This spacious cabin features a comfortable King bed, 55” TV above a gas fireplace, and recently had a top to bottom renovation! The spacious back deck features a large hot tub just steps from the back door, hooks for the provided terry cloth robes, and a Weber grill.

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Top Guest favourite
A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.
Cabin in Anna
4.91 out of 5 average rating, 173 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.

ValueLocationCleanliness

Top Guest favourite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.95 out of 5 average rating, 277 reviews

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

FamilyLocationQuiet

Top Guest favourite
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, 340 reviews

Cobden Retreat in the Woods

Eva’s Roost Retreat Cabin 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.

FamilyValueBathroom

Top Guest favourite
Dome in Stonefort
4.99 out of 5 average rating, 147 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!

ValueFamilyHospitality

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, 158 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.

LocationValueWalkability

Guest favourite
A well-arranged living area with wooden flooring features a cozy brown sofa adorned with orange pillows. A flat-screen television is mounted on the wall above a light-colored console. A bed with red bedding is visible in the background, separated by an open entry.
Farm stay in Makanda
4.88 out of 5 average rating, 153 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.

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Popular amenities for Little Grassy Lake holiday rentals