
Holiday houses 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.

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

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!

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!

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!

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.

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!

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!

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!

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.

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.

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.

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
Other great holiday rentals in Little Grassy Lake

Bull's Run-NEW 3 bedroom-king/queen/full/twin beds

BC Flats Lodge

The Bitty House One, next to a winery!

The Refuge Hideaway

Cozy Ranch on Brookside/Serene Country Getaway

Country Charm Apartment

Paw Paw’s Place

House 36
Destinations to explore
- Nashville Holiday rentals
- Indianapolis Holiday rentals
- Louisville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Cincinnati Holiday rentals
- Memphis Holiday rentals
- Lake of the Ozarks Holiday rentals
- Chattanooga Holiday rentals
- Lexington Holiday rentals
- Central Illinois Holiday rentals





