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.

Gram's Cabin at Bald Knob

Nestled within the serene embrace of the Shawnee Nat'l Forest, this spacious cabin offers a peaceful retreat for nature lovers and wine enthusiasts alike! Located along the picturesque Shawnee Wine Trail, our cabin provides easy access to a variety of local wineries, eateries and a bourbon bar. The cabin boasts ample living space, modern amenities and a large screened in porch offering breathtaking views. Explore nearby hiking trails or savor a glass of local wine by the fire at our cabin

Cabin! Hot Tub, Game Room, Pond, Privacy, Slps12+

Escape your Busy Life and visit Dongola Bay for relaxation. This is the perfect place for large families and friends to gather and relax in a private and serene setting. We have something for everyone here at Dongola Bay from the large house, game room, hot tub, 2. 5 acre pond, beach area, fire pit and over 2,000 sq. ft. of outdoor deck space. We are located near the Shawnee Hills Wine Trail, Giant City State Park, Ferne Clyffe State Park, Bald Knob Cross and other great landmarks.

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

The Bitty House One, next to a winery!

The Bitty Houses are perfectly located on the Shawnee Wine trail and on the property of the recently closed, Peachbarn Winery, yet perfectly located central to the entire Shawnee Hills wine trail and the Shawnee National Forest! When you place a booking with us, you will receive a message from US with a link to order wine delivered to your door, prior to arrival. After that long commute, just walk in and pour a glass and take in the breathtaking scenery from your screened in porch!

Large Cabin With Hot Tub in the Heart of Shawnee!

Tucked at the base of The Hills Campground, this quiet 3BR, 4BA cabin features two decks, an oversized hot tub, large firepit, foosball table, and walking paths to the creek and nearby winery. Perfect for entertaining! It also includes a wheelchair ramp and widened doorways in one king suite for improved accessibility, and is pet friendly. A peaceful, spacious retreat for families and friends in the heart of the Shawnee Hills Wine Trail, multiple lakes and the Shawnee Forest!

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*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