Holiday rentals with outdoor seating in Williamson County

Shady Rest “on blue pond” with hot tub

The tranquil sound of the water fountain sets the mood for Shady Rest. (removed during winter) Unwind in the therapeutic hot tub. (open all year long) Watch the 12 ft. windmill twirl as it catches the wind. Resident ducks will provide fun entertainment. End the day with a night fire around the fire pit. No matter what the season, Shady Rest “on blue pond” is sure to create an unforgettable experience. Property not suited for small children due to deep pond next to the Airbnb. No pets allowed

The Blonde Treehouse w/Hot Tub near Shawnee Forest

Reconnect with nature at our unique treehouse Aframe stay near ALL of the hiking. Just minutes from downtown Marion, IL. Sporting a 7ft tube slide, sleek black exterior and natural wood tones and lighting. The Blonde is small and mighty with an airy studio feel but packed with all of the necessities of a full sized home. This stay also includes its very own nature trail! Come ready to see lots of wildlife and explore Southern Illinois! Our 2 treehouses are secluded but do share a property!

Farmhouse Cottage

Enjoy a stylish experience at this centrally-located place. Our sweet Farmhouse Cottage is located in the heart of downtown area, where the Civic Center, local restaurants and coffee shops, unique boutiques, all within walking distance. There are plenty of things to do and many other attractions to enjoy. The space offers 2 bedroom (one king, one double bed), 1 bath is comfortable for 1-4 people. This home is fully furnished with all the essentials you will need. Not suitable toddlers.

Owlet Cove on Lake of Egypt

Nestled in a secluded cove with lakefront views, this recently remodeled cottage on Lake of Egypt offers a relaxing getaway for everyone. Fully equipped kitchen, 3 bdrm (1K, 6T, ), 2 full baths. Spacious 16x30 deck that overlooks the lake for outdoor dining and evening conversations. If you are a water sport or fishing enthusiast, feel free to bring your own boat. Easy access to a private boat ramp (2 minute drive) and a private dock on the property. We have a Weber-bring own charcoal

Frank Lloyd Wright design inspired house

PET FRIENDLY-Frank Lloyd Wright design. This home is Unique and spacious! It is conveniently located near interstate 57, and 12 minutes from the Lake of Egypt. It is also close to Shawnee Hills National Forest for beautiful hiking trails and picnics as well as 12 local wineries! After your adventures, Relax in the rustic outdoor area that provides plenty of privacy. Or in the theatre room that has a large tv and recliners to watch your favorite movies or cheer on your favorite team!

Charming 3 bedroom retreat

Four friends have joined forces to create this cozy space for you to feel right at home in. We've made the space fun, with each bedroom having a unique theme. Our coffee bar also offers a variety of mugs, so each person can pick their favorite. We had your comfort in mind when we selected new queen mattresses, soft bedding, and plush towels. The couch and extra seating are very comfy. For our likeminded germaphobe friends, we chose light bedding to ensure utmost cleanliness.

Coastal Dreamin' near I-57, quiet community!

If you'd rather be at the coast, you'll love this 2 bedroom villa with 2 full, updated bathrooms. Recently renovated with new luxury vinyl throughout. 2 separate living areas with smart TVs, Master bedroom is spacious with a walk-in closet where we've added a dedicated space to get ready. There's also a 1 car garage and laundry room for guest use. Wrap around sectional in the living room and a power recliner. Dining table for 4 inside and patio table out!

Bull's Run-NEW 3 bedroom-king/queen/full/twin beds

Escape to a peaceful retreat in the heart of Carterville, Illinois, with this spacious 3-bedroom, 2-bathroom home that offers the perfect blend of comfort, convenience, and charm. Whether you're visiting for a weekend getaway, visiting family, or a business trip, this cozy property is the ideal spot to relax and unwind. Equiped with a full kitchen, laundry room, and dedicated parking this home has everything you need for a quick trip or a longer stay.

Shady Toad Camp

Unwind on 2 wooded acres in a cozy pole barn home with charming cottage-style interiors. Rock on the deck just off the master bedroom, swing on the front porch, or enjoy breakfast with a view from a table in the back. Nestled in the heart of Shawnee National Forest, it’s perfect for families, couples, or a small group of friends —just minutes from hiking trails, wineries, distilleries, and outdoor adventures everyone will love.

The Canary at Lake of Egypt

The Canary is a small home with an open floor plan located directly on the Lake of Egypt in Creal Springs, IL. Perfect for a small family or couple’s retreat. Swim safely in the quiet cove with no thru traffic, enjoy morning coffee on the perch or in the spa overlooking the lake surrounded by trees and local wildlife. Many nearby attractions including hiking, fishing, boating, wineries, and much more.

Country Chateau w/ Hot Tub Near Wine Trail

Green Acres is a charming country chateau with space for up to 8 guests. This home features a private hot tub, fire pit, shuffleboard table, lower-level bar, and plenty of room to gather. Enjoy a furnished kitchen, cozy living spaces, and peaceful views. Ideal for wine trail trips, family gatherings, or couples’ getaways, Close to wineries, hiking, and everything Southern Illinois has to offer.

Sweet Peas Bungalow

Relax with the whole family at this peaceful bungalow. Centrally located between Marion and Carbondale. Enjoy outdoor activities with a scenic drive to Crab Orchard and Fern Cliff. And just 15 miles away from the ever popular Wine Trail of Southern Illinois. Take a short five minute drive to Walkers Bluff Casino and Resorts.