
Holiday rentals in Little Grassy Lake
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Top-rated holiday rentals in Little Grassy Lake
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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!

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.

Secluded and Stunning Lodge - Hot Tub, Hiking
Hi, hello there, welcome! Bring your friends and family and get ready to relax. Our spacious lodge is the perfect getaway for those looking for some peace and privacy. Located adjacent to Ferne Clyffe State Park, you can lace up your hiking boots and wander straight onto the trails. The Southern Illinois Wine Trail and multiple state parks are a short drive away, but you'll soon find yourself back in the privacy of our 28 acre retreat. Come and enjoy all that our unique cabin has to offer!

Embers of Murphysboro
Escape to the beauty of Embers of Murphysboro. The sprawling landscapes and cabin with high end amenities have everything to offer for a weekend getaway or larger gathering. Sucumb to the beauty of nature around you that will awaken your inner senses and relax your mind. Nestled upon a 26 acre property the cabin will astound you with picturesque landscapes and a lodging infused with both character and luxury. Explore local wineries, hiking trails, fishing, boating , dining and more...

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. Or in the theatre room that has a large tv and recliners to watch your favorite movies or cheer on your favorite team!

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.

Stay on the Makanda Boardwalk - Vulture's Roost
Stay in the heart of Makanda at Vulture’s Roost—the ONLY short-term rental on the iconic Boardwalk! Set inside the historic H.L. Bell Building, this one-of-a-kind stay puts you steps from Rainmaker’s Garden, live music, local art, shops, yoga and more. Spend your days exploring Giant City State Park, the Shawnee Hills Wine Trail, and nearby SIUC, then return to the character and creative spirit of Illinois’ hippiest little town. A truly unforgettable Makanda experience! ☮️

Charmful Cabin Artist respite next to refuge
*No pet or cleaning fees. 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. 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.

Wooded Cabin near 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

Relaxing 3 Bedroom Cottage in Quiet Neighborhood
This happy 3 bedroom duplex will be a family favorite on your next trip to Southern Illinois. You'll enjoy 3 cozy bedrooms each equipped with a TV, 1 bathroom, ample deck space and firepit. We are located on a quiet street within walking distance of all Carbondale has to offer – Downtown Carbondale, restaurants and pubs (.8 miles), the Memorial Hospital of Carbondale (.5 miles), Carbondale Civic Center (.8 miles), Amtrak Station (.9 miles), and SIU (1.1 miles).

Luxurious 2 Bdrm Deckhouse w/Hot Tub
It's Summertime in Southern Illinois! 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!

Unique luxury cabin with fireplace and pond view
Shawnee Pond Retreat is a two-bedroom countryside haven that sits on a ridge in the Shawnee National Forest. Located just outside Alto Pass near numerous vineyards, lakes and hiking trails, it is a perfect destination for friends, couples, or families. Shawnee Hills Wine Trail has 11 wineries nearby. With its impressive bluffs and spectacular trailways, Giant City State Park is just a 15-minute drive.
Popular amenities for Little Grassy Lake holiday rentals
Other great holiday rentals in Little Grassy Lake

Owls Nest - Cozy pet friendly home in the woods

Cedar Lake Retreat B

Waterfront 2 bed/2 bath+pull out couch-Sleeps 6

Cabin with Hot Tub at The Hills

Paw Paw’s Place

Rock Ridge

The Blue House

House 36
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