Vacation rentals with outdoor seating in Illinois

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❤️

Hidden Grove | Hot Tub | Quiet Seclusion | Games

Come find your perfect balance at Hidden Grove, a serene retreat nestled on 2 private acres of natural beauty. Unwind in luxury with a hot tub soak under the stars, relax in the hammock with your favorite book, or enjoy fireside s'mores in the peaceful surroundings. Just 10 minutes south of Bloomington, IL. Experience the perfect blend of privacy and convenience—where the charm of local restaurants and entertainment is only a short drive away, and outdoor adventures are right at your doorstep.

Starved Rock Retreat w/hot tub & full-fenced yard!

Updated, 2-bedroom, 1 bathroom townhouse in a quiet neighborhood close to all amenities. This pet-friendly home features an open floor plan, deck with a year-round hot tub & seating area, along with a fully fenced-in yard. The main level also features a laundry room, two bedrooms (one room is an office/workout room) and full bathroom. Downtown Ottawa - 1.6 mile Starved Rock State Park - 14 mile Matthiessen State Park - 16 mile Buffalo Rock State Park - 5.8 mile Skydive Chicago - 4.7 mile

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

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!

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Private Lakefront Romantic Cottage w/Swimspa!

This cozy cottage is for couples looking to escape from it all and regenerate on many levels. You'll have your very own steam shower ....check out the company description.... . "Featuring 10 acupuncture jets, sunken tub and a high efficiency steam engine, the 608P steam bath is designed to greatly increase your spa experience. Indulge yourself in a state of complete relaxation". You'll also enjoy the comfy bed, fully stocked kitchen, private deck and access to an amazing swimspa.

Enchanted Garden Treehouse (Amenity*)

Fall is here, the treehouse is heated and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Modern Cabin at Trillium Ridge

Nestled in the hills of the Shawnee National Forest, our modern cabin is the perfect base for your adventurous getaway or relaxing retreat. Hike down the hill on a private trail to explore or climb at the Holy Boulders, or take a short drive to local wineries and the must-see views of Inspiration Point, Pomona Natural Bridge, Cedar Lake and Little Grand Canyon. Feel like staying in? You’ll find a hot tub, sauna, and all the comforts you’ll want for a relaxing getaway.

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!