The best secluded Airbnbs near Chicago

Situated on 40 acres of pristine wilderness overlooking a mostly private lake, this classic yurt feels like it's miles away from civilization. In reality, you're just a stone's throw from Madison, Wisconsin. Guests can enjoy bonfires, go canoeing, read on the deck or venture out on a nature hike. There's a fireplace inside the yurt and a clean Porta Potty onsite, but guest should come prepared to disconnect and embrace nature.

Nestled in the woods of Brown County, Indiana, this wonderfully modern abode was recently completed in mid-2020. Whether you want to hole up and watch old movies or disconnect over some classic board games, this cabin has it all. But we imagine you'll spend most of your stay on the elevated patio out back, which affords guests stellar views of the surrounding nature—a focal point no matter the season.

If you're looking for a super secluded but equally adorable off-grid stay near Chicago, this container home Airbnb is the one. Affectionately known as "Adventures at the Apiary", this off-grid stay has so much to offer. The camper itself is around 35 sqft – ideal for two adults looking for a unique romantic getaway. The kitchen comes fully equipped – along with a camping stove to use outside – along with a Smart TV AND Wi-Fi, believe it or not. In terms of sleeping arrangements, there's a full mattress that requires a little supervision – or a twin futon on the main floor if this feels easier. The bonfire area makes for cozy nights spent around the fire stargazing, while the nearby trail takes you through the forest along the path north of the campsite if you fancy exploring. 

This teeny tiny cabin the woods will make you feel as snug as a woodland bug. Stylishly minimalist it may be, but there are plenty of hidden luxuries (like the queen-size bed and heated blankets). Let your imagination run wild as you gaze out winter snow scenes or a lush summer forest.

Located on a private wooded hilltop, this rustic cabin allows guests to fully escape the hustle and bustle of city life. Inside, there's a queen-size bed as well as a small lofted space that can sleep two more in a pinch. It's worth noting that the bathrooms and shower are located in a nearby events space, which is a short walk from the cabin. Bikers will love the fact that the property is located off of Bicycle Route 35, a 500-mile route that mostly follows the Lake Michigan shoreline through Indiana and Michigan.

Even though it's located just outside of Louisville, Kentucky, this private estate is situated on 3 acres of land, making it feel like its own hidden oasis. The 2,500–square–foot home boasts four bedrooms and three bathrooms in addition to a full kitchen, private office and spacious living room. Though it will be tempting to stay indoors and enjoy the luxury home, the outdoors beckons with a hot tub, fire pit and wrap-around decks and porches that showcase the stunning grounds.

Inspired by a forest ranger's lookout, this treehouse-style property is located in a white pine forest on a 65-acre working farm. The one-bed, one-bath space sets itself apart with 15 custom windows and a wrap-around porch that allow for panoramic views of wildlife, including deer, turkeys and owls. The host provides a light continental breakfast (pastries and coffee), and WiFi is available should you need to plug in.

Step away from the distractions of city life and get back to the basics. This cute-as-a-button tiny house weighs in at just 200 square feet, but what it lacks in size it makes up for in character. Tucked into the woods in northern Michigan, the one-bedroom property is surrounded by picture-perfect walking trails and bike paths, making it ideal for an active couple. Downstairs, guests will find a kitchenette and cozy reading nooks; a ladder leads up to a lofted queen bed.

Take your date night up a notch with a stay at this delightful little cottage. Perfect spots for getting close to your beau include the gently illuminated pergola, the firepit (ask the hosts before you arrive for the marshmallow roasters) and the generously sized hammock. Kick back and snuggle up.

Surrounded by lush forest, this affordable rental is part of a split-level home, though guests enjoy the privacy of a separate entrance. The one-bed, one-bath suite has its own dedicated deck and acces to another common deck that houses an epic gazebo with a large dining table that overlooks a rambling creek—the perfect setting for a romantic dinner for two.

Rent a piece of history when you stay in a fully restored log cabin that was relocated from Lima, Illinois, and painstakingly fixed up using all reclaimed materials. Once inside, guests will have no trouble relaxing in the comfy two-bedroom that sleeps eight guests total. The fully furnished kitchen makes it easy to cook during your stay, and the porch out front is ideal for sipping wine and relaxing while watching the sun go down.