Holiday houses in Shelby County

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Top-rated holiday rentals in Shelby County

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

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

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.

Top Guest favourite
Home in Sullivan
4.99 out of 5 average rating, 139 reviews

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.

Top Guest favourite
Home in Sullivan
4.99 out of 5 average rating, 81 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
Cabin in Shelbyville
5 out of 5 average rating, 25 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, 67 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
An aerial view showcases the property’s extensive 5 acres, highlighting a large, stocked fishing pond surrounded by manicured grass. Trees line the perimeter, and a spacious area is visible for both parking and outdoor activities, including a pathway leading to additional structures.
Home in Sullivan
5 out of 5 average rating, 24 reviews

Evergreen Pond

Relax with the whole family at this peaceful place to stay. This house sits on 5 private acres w/ a stocked fishing pond. The back yard has 6’H fence & there is a dog door for Fido. The Wilburn Creek Rec area & boat ramp is only 1.6 miles. This property has room to park your boat & your RV. Enjoy sitting on the porch swing, playing pickleball on your private court or shooting some hoops. You also have access to a 2 car garage. The basement offers Pop-a-shot basketball & ping pong.

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, 222 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
Home in Shelbyville
4.98 out of 5 average rating, 109 reviews

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.

Top Guest favourite
Farm stay in Shelbyville Township
5 out of 5 average rating, 84 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!

Top 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, 41 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
Home in Moweaqua
5 out of 5 average rating, 25 reviews

Quiet and cozy two bedroom and one bath cottage.

Relax with the whole family at this peaceful place to stay we call Grandma’s Cottage. This two bedroom and one bath cottage is located a few blocks away from Main Street Moweaqua. Fully furnished and ready for a comfortable stay. Only minutes from Decatur and Lake Shelbyville. All the amenities readily available such as fiber optic WiFi, fully furnished kitchen, and washer and dryer. Come enjoy the small town charm of Moweaqua and all it has to offer.

Guest favourite
The living area features a comfortable seating arrangement with two plush sofas facing each other. A small circular coffee table with a decorative item sits in the center. Large windows allow natural light to fill the space, framed by light curtains.
Home in Findlay
5 out of 5 average rating, 11 reviews

Eagle's Nest

Relax with the whole family or friends at this peaceful place to stay. This vacation rental can satisfy all of your outdoor and Lake Shelbyville adventures. Whether you are fishing, hunting, boating, hiking, or just wanting to get in the country to the outdoors, this is the place for you! Come spend a great weekend and enjoy our friendly village of Findlay which is only a 5 minute drive. We have a quaint downtown with restaurants and a winery.

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