Waterfront holiday rentals in Jackson County

Hilltop Retreat, a modernly-rustic getaway!

At the top of the Shawnee Wine Trail, amidst the Shawnee National Forest, and tucked away in the country, is your next comfortable get-away from home. Located off the scenic highway, South 127, our newly renovated house atop Hillbilly Hill Trail, has everything you and up to 9 others would need in a guest home. Relax at the fire-pit in the private back yard with an uninhibited view of the sky, pasture, and private lake. Just pack a bag of clothes, your favorite food and drink, and come on over!

Twisted Sister's Retreat

Take it easy at this unique and tranquil peaceful cottage. If you truly want to get away from it all this is the home for you. Located 5 minutes from the famous Makanda board walk, surrounded by wonderful wineries, hiking trails galore, and the best local restaurants. The property sits on 5 acres with a beautiful pond that has a dock, chairs, umbrella, and a water fountain that sounds mesmerizing.Great place to meditate, do yoga, drink wine , sun bathe, swim, enjoy the sounds of mother nature.

Water to Wine -Hot Tub & Winery Across the Lake!

Settle into this peaceful 1-bedroom cabin with a cozy upstairs loft, located at The Hills Cabins. Just a short walk from Feather Hills tasting room, this cabin offers everything you need for a restful escape—a fully equipped kitchen, open living space, private hot tub, and a waterfront porch perfect for sipping coffee as the sun rises. Ideal for couples or small families. Set in the heart of Southern Illinois, you’re surrounded by lakes, hiking trails, and the famous Shawnee Hills Wine Trail.

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...

Lake front getaway for 2!

Take it easy at this unique and tranquil getaway. Ideal for two people, this lake-front studio apartment is one within a four-plex, tucked away on a private drive in the countryside. This property is located on Old Highway 13 - between Murphysboro and Carbondale. You are right in the middle of many amenities and attractions sought after in the area - wineries, hiking, and SIU. A picnic table, charcoal grill, firepit, and string lights sets the outdoor space up nicely for a fun evening!

Tiny House on the lake, also called cabin #4

The tiny house is on the edge of a 4 acre pond. The full bed is a mattress in a loft, stairs and a handrail to get up, it's a bit over 5 feet for headroom, please note, as a loft bed is not for everyone. Cabin is in the woods with bugs, poison ivy, and animals. I often see a water snake swimming in the pond below, along w/ fish and turtles. Catch and release. If you want to be in a kind of raw nature setting without landscaping, tom, your host, will guide you in this experience.

Cabin with Hot Tub at The Hills

Escape to Hillside Haven Cabin, nestled along the Shawnee Hills Wine Trail near Cobden, IL. This cozy 1-bedroom, 1-bath retreat features a private hot tub, grill, fireplace, water views, and a fully equipped kitchen with Wi-Fi and modern comforts. Enjoy peace and nature just steps from a restaurant and wine tasting room. Explore nearby wineries, hiking trails in Shawnee National Forest, Giant City State Park, and more. Perfect for a romantic getaway or a relaxing solo escape.

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.

The Shawnee Bus Private View, Trail & Fish Pond

Escape to 40 acres of tranquility at our private skoolie retreat! Nestled alongside 700 acres of Shawnee National Forest, this unique haven offers breathtaking valley views, a serene fish pond, and your own private trail. Perfect for couples, friends, families, or solo travelers, it’s the ideal basecamp for hiking, biking, climbing, or simply unwinding in nature.