Holiday rentals in Whittington

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

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.

Tiny Cottage of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

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.

"Quiet And Secluded Country Setting" BIG OAKS

We have a 2000 sq. ft. home located on 3 acres in a very country setting. It has 3 bedrooms, 2 baths, master bed room has queen size bed, second bedroom has full size bed and third bedroom has 2 twin beds. Large master bath with large soaking tub and shower. Spacious kitchen is set up to cook if you like, . The back porch over looks the woods and fields with lots of deer siting. Our location is very quit and peaceful. also there is a garage you have access to.

Hunting, fishing, golf & beaches!

Welcoming family-style 2 bedroom home. Full kitchen/dining room/living room. Home boasts wood paneling and a 1940's vibe. Updated home of 4 generations. Full functioning kitchen with large refrigerator, stove, microwave and coffee maker. Laundry off the dining area, private driveway, back yard has charcoal grill & firepit. Beautiful, quiet neighborhood close to Rend Lake. Hunting, fishing, golfing, beaches within 5 miles.

30 West·The Den ·Downtown Hideaway near Fairground

Welcome to 30 West · The Den, a modern downtown hideaway in the heart of Du Quoin. Just minutes from the State Fairgrounds, local restaurants, and the Shawnee Wine Trail, this cozy retreat is perfect for couples, solo travelers, or remote workers. With thoughtful touches, fast Wi-Fi, and a warm atmosphere, you’ll feel right at home.

Backroad Breeze

Relax with the whole family or with friends in this beautiful country home. Located just 15 minutes from Rend Lake. Barn located on the property to plug your boat in or park vehicles. Enjoy the quiet country atmosphere while fishing on the pond or sitting outside on the patio.

Modern Studio Apt

This is our home office that we have converted into a studio apt. It is one block off of downtown and an easy walk to a nice cafe, pizza restaurant, and antique shop. Need more room or extra guests, the upper unit is also available to rent airbnb.com/h/carterville-loft