Holiday rentals with a fireplace in Union County

Modern 2BR Cabin w/ Hot Tub Near Wine Trail

Songbird Lane Cabin is an ultra-modern retreat surrounded by peaceful woods and designed with contemporary style in mind. This 2-bedroom, 2.5-bath cabin sleeps 6 and features a private hot tub overlooking the trees, a fully equipped kitchen, Smart TVs, WiFi, and a spacious living area. After hiking or wine tasting, relax around the fire pit under café lights and unwind in comfort. Located near wineries, trails, and only minutes from I-57—easy to reach for new explorers and weary travelers alike.

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 Feather Hills Winery's restaurant & 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.

4 mins to Bourbon Bar, hot tub, wine trail, views

Escape your worries in this spacious, serene retreat. Whether your exploring the local wineries, embarking on a girl’s trips, hiking scenic trails, enjoying a family vacation, or even casting a line on a fishing trip, our home is the perfect destination. After a day of adventure, unwind in the comfort of our well-appointed space. End your day by the pool, soak in the hot tub, or enjoy a campfire. Located just a short distance from Bald Knob Cross. Cameras actively recording at all times.

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!

Wine Country Suite B - Hike, Bike, Canoe & Wine

Featuring unique charm, convenient amenities, and a prime location, the Hideaway is the ideal choice for your Shawnee Hills Wine Trail or southern Illinois getaway. Whether WINEing, ziplining, mountain biking, canoeing, or hiking, we offer the perfect balance of quiet country setting near the comforts of town. With separate living spaces, multiple bedrooms, and fully equipped kitchens, our space is ideal for couples, families or groups of friends. Centrally located & minutes from adventure.

Edgewood Retreat

Perfect country retreat for a small family or two couples! Cabin living room and patio space overlooks the edge of the woods. Two comfortable bedrooms with queen beds. Master bedroom has attached full bath with tub / shower. Guest bedroom has access to second full bath with corner shower just outside bedroom door. Closets in both bedrooms! The living room has a beautiful working gas Mendota Hearth fireplace. Rustic hickory kitchen with built in laundry unit! Relax, enjoy, unwind!

Secluded Pet-Friendly Cabin *Blue Sky & Shawnee*

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is 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! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

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.

Twin Maples 2

The twin maple trees invite you to relax and enjoy the hot tub, rocking chairs and dinette set with a glass of wine, after a day of hiking the Shawnee Forrest and exploring the Shawnee Wine Trail. Just 11 minutes from the nearest winery and 20 minutes Giant City State Park, Cedar Lake and Cashe River. The spacious living area gives you lots of room to cook and play. This duplex is completely private. Nestled in the small town of Anna with walking distance to quaint shops and dining.

Quetil Quarters. Center of the Shawnee Wine Trail!

Enjoy this Beautiful 16x40 Cabin with new Queen sized Nectar memory foam mattress, kitchenette with refrigerator, microwave, toaster oven, griddle, and keurig coffee pot with pods. Soak in the 92 gallon tankless heated soaker tub and enjoy nearby attractions such as the Havisham Bourbon Bar, Peach barn, Alto Vineyards and Von Jacob winery. Visit the Iron Wisk in Cobden before heading out to hike on one of the dozens of trails in the Shawnee National Forest or Giant city state park.

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.