Pet-friendly holiday rentals in Union County

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Top-rated pet-friendly home rentals in Union County

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Guest favourite
The cottage exterior features a welcoming porch with wooden railings and an American flag. Lush green shrubs and flower pots create a well-maintained landscape. The surrounding trees provide a natural backdrop, while the sunlight illuminates the cottage's inviting facade.
Cottage in Cobden
4.93 out of 5 average rating, 42 reviews

The Cobden Cottage - A Soul Refreshing Getaway

Welcome to a unique secluded cottage, perfect for a couple who wants to get away in wine country, or a family of children and pets (please text us about pets!) While others imitate country cottage cozy, this is the real deal! The Cottage is located near several attractions, such as the Cache River, Cedar Lake, and Giant City State Park. We also have 19 acres of woods with a hiking trail on the property and a kitchen garden. Cozy and comfortable, it is a no frills unpretentious country home.

Guest favourite
A spacious covered porch is framed by white columns, providing shade and shelter. The surrounding greenery adds a natural touch, while potted plants can be seen near the entrance. The pathways and concrete floor invite guests to relax and enjoy the outdoor surroundings.
Home in Cobden
5 out of 5 average rating, 12 reviews

Historic Mansion B&B in Wine Country! Pet Friendly

Our beautiful home is located in quaint Cobden, just south of Southern Illinois University. Nestled next the beautiful Shawnee National Forest, here you will find you’re just a short drive from hunting, fishing, hiking and nearly a dozen of the finest wineries around! A couple of things to note: We do live in the very back of the house. You might bump into us in the morning making coffee! Secondly, we are an event venue! If you’re planning an event please let us know prior to your stay.

Top Guest favourite
The cabin is located amidst lush greenery, featuring a spacious front yard and a gravel driveway. Its exterior is designed with a covered porch that spans the front, framed by trees that provide natural shade and privacy.
Cabin in Alto Pass
5 out of 5 average rating, 49 reviews

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

Top Guest favourite
A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.
Cabin in Anna
4.9 out of 5 average rating, 156 reviews

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.

Guest favourite
A charming exterior view of a blue house is presented, featuring white trim and multiple windows. A covered porch area includes two red chairs and a black barbecue grill. Flower beds with plants are positioned along the front, set against a gravel area and surrounding greenery.
Home in Cobden
4.95 out of 5 average rating, 95 reviews

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

Top Guest favourite
A cozy sitting area is surrounded by wooden walls, featuring a large window that offers views of the forest. A red chair stands next to a small side table, while a gray couch is positioned against the wall. Decorative art pieces adorn the space.
Tiny home in Cobden
4.95 out of 5 average rating, 126 reviews

Tiny House of Paul - Center For Lost Arts

Perfect if you're working or spending time exploring Southern Illinois. Great discount for longer stays. Tiny House of Paul house has a cozy & spacious feel. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside. Centrally located on the property of Center For Lost Arts near Cobden, Illinois. Wander the trails at the end of a work day, or relax on the deck after hiking or exploring. Enjoy your time in Southernmost Illinois.

Guest favourite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.94 out of 5 average rating, 246 reviews

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

Guest favourite
The Bitty Houses are showcased against a serene landscape, featuring a charming wooden sign at the entrance. Two cottages are visible, one with large windows and a porch, and the other with a peaked roof, surrounded by expansive green fields under a clear sky.
Bungalow in Alto Pass
4.85 out of 5 average rating, 46 reviews

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!

Guest favourite
A serene scene captures a cabin nestled among lush trees alongside a calm pond. The wooden structure features a sloping roof, reflecting the natural surroundings. Gentle ripples on the water mirror the greenery, creating a peaceful atmosphere.
Cabin in Cobden
4.84 out of 5 average rating, 31 reviews

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.

Top Guest favourite
A single-story home is set amidst gently rolling hills, surrounded by green grass and autumn foliage. Grape vines stretch towards the foreground, leading up to the house which features a simple roof and multiple windows, blending harmoniously with the natural landscape.
Cottage in Alto Pass
5 out of 5 average rating, 86 reviews

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!

Top Guest favourite
The exterior of the cabin is surrounded by tall trees displaying vibrant autumn foliage. A porch extends from the front, offering a view of the yard blanketed in fallen leaves. Sunlight filters through the branches, enhancing the serene woodland setting.
Place to stay in Makanda
4.95 out of 5 average rating, 281 reviews

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

Top Guest favourite
The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.
Treehouse in Makanda
4.96 out of 5 average rating, 406 reviews

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!

Popular amenities for Union County pet-friendly home rentals