Vacation rentals in Shelbyville

Atop The Shop II | Spacious Downtown Loft

Atop the Shop II is a beautifully restored 1,800 SF loft in the heart of Downtown Shelbyville. This spacious apartment blends modern amenities with the character of a century-old building, giving you the best of comfort and charm. With plenty of room for families or groups to spread out and relax, it’s perfect for lake weekends, weddings, or a simple getaway. Less than a block from restaurants & shops, and just a mile from Lake Shelbyville. Historic charm. Modern comfort. Unbeatable location.

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Kas Villa Lake Side Getaway

Fishing, hunting, boating, biking or just relaxing. Kas Villa Lake Side Getaway has something for everyone. Stunning views of the lake, with the public boat launch 1.4 miles away. Watch the boats go by from the balcony of the King suite, or from the four seasons room. Pool table, record player and disco ball in our 70’s themed lounge. Large kitchen with full coffee bar. Use of two car garage and driveway large enough to accommodate boats and boat trailers. Note: two bedrooms in basement.

Asa Creek Cottage

This open concept cottage offers the perfect blend of nature and modern comfort for families and small group gatherings. Enjoy the creek side deck, and listen to the gentle sound of the little waterfall nearby. On cooler evenings, gather around the fire to warm up. The interior boasts a spacious design, close to The Little Theatre on the Square, walking trails, and Lake Shelbyville with boating, fishing and swimming. Relax with a modern kitchen, 3 bedrooms, 2 bathrooms and a rainfall shower.

909 & Vine Photo Worthy Home With Pool & Hot Tub

Imagine a luxurious location with versatile design capabilities that convert to your needs. Offering accommodations and VIP services that provide you with all the comforts of home, and then some. Experience a private outdoor space to relax poolside, soak in the hot tub, sit by a fire, or take a peaceful stroll through beautiful gardens and lush grounds. For those days where you want to just stay inside, we offer board games, an Xbox One game console, and 5 TV's with streaming capabilities.

A Novel Stay

Enjoy peace and nature in this 3 bd 2 bath log cabin located on 3.5 acres of wooded property just a few minutes from Lithia Marina at Lake Shelbyville, IL. This home features a fully stocked kitchen, Blackstone, 6 person hot tub and large solo fire pit. It comfortably sleeps 8 and can flex up to 11, if needed. There are 3 Roku Tv's, bluetooth speakers and many family friendly games for your use. Come stay at a Novel Stay "Into the forest I go, to lose my mind and find my soul".- John Muir

Vintage Victorian | Lake Shelbyville Getaway

Nestled just 1 mile from Lake Shelbyville, this restored Vintage Victorian is the perfect retreat for families and friends. With three cozy bedrooms, a full kitchen, and a relaxing patio overlooking an old brick road, it is made for unwinding and making memories. Shelbyville’s history, parks, shops, and scenic trails offer endless exploring. Located 116 miles from St. Louis and 209 miles from Chicago, this charming home blends comfort, character, and small-town beauty for every guest.

Lakefront Cottage • Dock, Kayaks, Fire Pit & Beach

Welcome! Imagine waking up ten steps from the water, kayak paddles already calling your name. The Lake House on Lake Sara puts you right at the edge of the lake — with four kayaks, a crackling fire pit, and a sunlit enclosed porch to come home to. The Lake House is located just a short walk to the Beach, Pinky’s , The Rusty Reel Bar (below Pinky’s) and The Marina. The beach offers a beautiful playground, pavilions, exercise equipment, pickleball courts and a frisbee golf course!

The Bin at No Bad Days farm

The Bin at No Bad Days farm is a newly constructed grain bin. As you walk in checkout the beautiful craftsmanship on the ceiling! There is a loft upstairs where you will find a king size bed. There is also an oversized chair that converts to a small bed as well. Main floor has a sofa sleeper for two. There is a kitchenette and full bath. We know you will enjoy the rustic look of this unique property. We are 5 minutes from Lithia Springs Marina and we have room to park a boat!

Peaceful Cabin Retreat

Located on 40 acres of secluded tranquility. It's rustic but it's not roughing it. Enjoy the view from the spacious deck overlooking rolling hills of timber, native grasslands and a large creek. Abundant wildlife (deer, turkeys, coyotes, foxes, squirrels, etc.) for viewing and hiking trails to experience the unspoiled habitat. The property is located at the end of an all-season road. You're likely to see absolutely no one except for your family/friends for the entire stay.

Our Dam House

Unbeatable location less than 1/2 mile from the 9th Street boat ramp, 9th Street Beach, and Forest Park. Also ideal for those attending events at the Chautauqua, or Sunken Gardens. Enjoy a king bed & master bath with jacuzzi tub, a loft with a queen bed and a balcony overlooking the lake, and another bedroom with a queen bed overlooking the spacious back yard where deer come to eat. Our cozy living room has a gas fireplace. The driveway can accommodate boat trailers.

Lake Shelbyville Home with a View

Home sits on 62.5 acres next to Lake Shelbyville, one of Illinois largest lakes, overlooking Country Club Cove. Airbnb unit is 40 yards from waters edge with natural walking paths down to the lake. Public boat launches, and 2 parks are 7-10 minutes drive from the property. The north entrance to the Dacey Trail bike and walking paths are 1/4 mile from the property entrance. Horseback riding on the property is allowed with prior approval only.