Holiday rentals in Shelby County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Shelby County

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A spacious house is set against a backdrop of lush greenery, overlooking a serene waterway. The surrounding landscape features a grassy area leading to the water's edge, with trees providing natural shade in the distance. The sky appears overcast, adding a calm atmosphere.
Home in Sullivan
5 out of 5 average rating, 30 reviews

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.

Top guest favourite
Home in Sullivan
5 out of 5 average rating, 65 reviews

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.

Top guest favourite
An outdoor patio area features a square fire table surrounded by four wooden chairs. Lush green grass stretches out beyond the patio, with trees and open fields visible in the background, creating a serene setting for relaxation.
Cottage in Sullivan
5 out of 5 average rating, 248 reviews

Freshly updated/3 acres/Wildlife/Boat parking

A freshly updated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, Amish country and more. If you are looking for peaceful nights, this place is for you! Surrounded by mature trees and nature, where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage #1.

Guest favourite
Cabin in Shelbyville
5 out of 5 average rating, 16 reviews

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

Top guest favourite
A modern kitchen is showcased with wooden cabinets and quartz countertops. Stainless steel appliances include a refrigerator, oven, and microwave. A large island features three black stools, while pendant lights hang above, illuminating the space. The flooring is a warm wooden finish.
Home in Findlay
5 out of 5 average rating, 62 reviews

Ultimate Country Home!

The Hideaway at Lake Shelbyville LLC is a privately owned, secluded shed house. This house can accommodate multiple boats and trailers of any size. It is a perfect house for a weekend getaway or a weeks' vacation in the heart of Lake Shelbyville. This country home is only 2 miles from Lone Point, 2.8 miles for Coon Creek, and 6 miles for Eagle Creek Boat Launch. This amazing house also has a 4,800 sq ft shed with a pickle ball court, badminton, corn hole, basketball hoop, and much more.

Top guest favourite
Home in Shelbyville
4.98 out of 5 average rating, 97 reviews

Charming Victorian Getaway by Lake Shelbyville

Nestled just 1.6 miles 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.

Top guest favourite
The image captures a hot tub on a patio, framed by a wooden pergola. A round table with chairs is positioned nearby, with an expansive view of the sunset over open fields. The warm glow of dusk enhances the tranquil outdoor setting.
Cottage in Sullivan
4.95 out of 5 average rating, 212 reviews

Prairieview Cottage Retreat - Hot Tub Sunsets

REST, RELAX, RETREAT... Escape to tranquility at this picturesque, pet-friendly cottage, nestled in the serene countryside. Whether you're coming for a romantic retreat, family getaway, or a solo sanctuary, this charming haven offers a wonderful blend of comfort and serenity. Enjoy stunning sunsets from the hot tub, cozy up by the firepit on the patio, or simply unwind indoors in comfort. This retreat is ideally located in the heart of Illinois Amish country and near Lake Shelbyville.

Top guest favourite
Farm stay in Shelbyville Township
5 out of 5 average rating, 57 reviews

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!

Guest favourite
A spacious deck features a wooden railing, offering views of a landscaped area with tall trees and lush greenery. The scene captures a peaceful blend of woods and open fields, inviting relaxation in a tranquil, natural setting.
Cabin in Strasburg
4.93 out of 5 average rating, 94 reviews

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.

Guest favourite
A spacious living area is highlighted by two white sofas arranged around a round coffee table. A gas fireplace is situated against the wall beneath a wall-mounted television. Large windows allow natural light to fill the room, and a ceiling fan enhances airflow.
Home in Shelbyville
4.95 out of 5 average rating, 37 reviews

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.

Top guest favourite
The cabin features a covered porch with rocking chairs, offering a shaded area surrounded by lush greenery. A sloped metal roof and large windows enhance the natural light. The setting is serene, framed by tall trees and a stone chimney, creating a tranquil outdoor space.
Cabin in Strasburg
4.98 out of 5 average rating, 56 reviews

Rocky Springs Cabin: A Secluded Cabin On 40 Acres

Rocky Springs Cabin became a home away from home for many beginning in 2013. We have now just joined Airbnb! You can also find us on Google. The cabin is just 10 minutes from Lake Shelbyville and is surrounded by the Hidden Springs State Forest! This cabin rental sets on 40 acres with a pond right outside the front door. It is surrounded by trees and walking trails. The pond has a variety of fish, including, Catfish, Bluegill, and Bass.

Top guest favourite
A charming white house with a gabled roof is surrounded by greenery. Two porches, each adorned with hanging plants, offer inviting spaces. The pathway leading to the front door is flanked by well-maintained grass, with a clear blue sky in the background.
Home in Shelbyville
4.98 out of 5 average rating, 80 reviews

Poppy’s Place- cozy home centrally located

Be our guest at Poppy’s Place in this quiet, quaint neighborhood all while enjoying easy access to everything from this centrally located home. Close to Forest Park (Shelbyville Aquatic Center, Disc Golf, Fishing, Chautauqua Building, etc), Lake Shelbyville, downtown shopping and eating, and walking/bike trails. Enjoy a coffee while sitting on the spacious porches surrounding the home or venture out to explore this historic town.

Popular amenities for Shelby County holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Shelby County