Pet-friendly holiday rentals in Union County

Walk to Weddings-Wineries-Trails, Family Friendly

Pet Friendly Home in Downtown Alto Pass. Walk to Havisham House Weddings & Bourbon Bar in under 5 min! Perfect wedding guest base - Whole house sleeps 7, full kitchen, WiFi, washer/dryer, deck. Steps from Quetil Trail, Alto Vineyards & many Shawnee Hills Wine Trail wineries. Minutes to Little Grand Canyon, Giant City State Park & Shawnee National Forest hiking. House is professionally cleaned between stays. Central location to 11 award-winning wineries. Covered parking. Prime weekends fill fast!

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

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. Enjoy a charcoal grill and access to a fully stocked pond. 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 exploring Southern Illinois.

Hutchins Creek Cabin -2br- Wine Trail & Wilderness

Hutchins Creek Cabin is located along spring-fed Hutchins Creek, surrounded by Shawnee National Forest Wilderness Areas, and at the south edge of the Shawnee Hills Wine Trail. Featuring an open floor plan with 2 bedrooms and 1 bath, it can comfortably sleep 4-6 adults. There are multiple outdoor spaces including a fire pit, decks, and a screened-in porch. No TV, but satellite WiFi available. The cabin was our home for 8 years, we still visit often, and love sharing this place w/ others.

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.

Wine trail cozy cabin! Hot Tub!

Beautiful home on the wine trail. Explore the Shawnee National Forest, Little Grand Canyon and Panoma Natural Bridge. See Giant City State Park. Enjoy near by wineries/orchards Close to Cedar Lake where you can swim or fish. Then relax in the quiet, peaceful setting. This home has been completely renovated with two bedrooms both with queen beds. A full bathroom and a spacious kitchen with everything you will need! Deck over looks 20 wooded acres with a wonderful hot tub. Pet friendly

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

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

Settle into this pet friendly 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 -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.

Betty's Vineyard House - Walk to the Winery!

Nestled in the rolling hills of the Shawnee National Forest behind the vineyard of Southern Illinois' oldest and most award-winning winery, Betty's Vineyard House is a private, 2 bedroom, 2 full bath home with all the amenities you'll need! We welcome you to make Betty's Vineyard House your home away from home while you experience all the scenic, recreation, dining, winery, brewery, and shopping opportunities the Shawnee Hills Wine Trail and National Forest have to offer!

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.

Secluded Cabin w/Private Pond, Hot Tub & Game Room

Wake up at a secluded Southern Illinois cabin with your own private 2.5-acre pond—perfect for fishing, kayaking, and relaxing in a peaceful setting. Ideal for families and large groups, this getaway is designed for making memories together. Spend your evenings by the fire pit, unwind in the hot tub under the stars, or challenge friends in the game room. Located near the Shawnee Wine Trail and just a short drive to Giant City State Park and Ferne Clyffe State Park.

Secluded Cabin*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

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!