Vacation rentals in Shelby County

Charming Victorian Getaway by Lake Shelbyville

Nestled 1.6 miles from Lake Shelbyville, a beautifully restored Vintage Victorian offers a perfect family retreat. With three cozy bedrooms, a spacious kitchen, and a relaxing patio overlooking an old brick road, it invites guests to unwind and create memories. Shelbyville, rich in history & scenic trails, provides endless exploration opportunities. Located 116 miles from St. Louis and 209 miles from Chicago, this charming home is a blend of comfort, history, and natural beauty, perfect for all.

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

Lake Shelbyville-Lakeside Villas

Lake Shelbyville is the perfect place to spend your next vacation, reunion, weekend away you name it! Our property offers amenities shared among the villas; fully stocked pond, half basketball court, fire pits, playground, & backs up to a local popular camping ground, just minutes from the lake and marina! Inside our villas are fully equipped kitchens, washer and dryer, free WiFi, smart TVs, fully stocked with starter amenities to get your vacation started without rushing to the store!

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.

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.

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!

A Christmas Cottage @ Lake Shelbyville

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by 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.

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.

Hidden Gem

Formerly The Robins Nest Kick back and relax in this calm, stylish space within a historical landmark located in the heart of downtown Moweaqua. Enjoy a relaxing bubble bath in the soaker tub. While it being relaxing, this space is also convenient with a fully stocked kitchen and a washer & dryer located inside the apartment. This space is centrally located to many local attractions; 18 hole golf course, restaurants and boutiques for shopping!