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.

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

Shelbyville- Fish, boat, grill, chill, pets, relax

Welcome to REST ASHORED where you can be as restful or as active as you please! Boat around Lake Shelbyville in the morning and return home to play a 9-hole round of golf on the Timberlake course in the afternoon. The boat launch is only a mile away so you won't need much leeway to make your tee time. Or to restock the cooler, for that matter. Enjoy dinner in a full kitchen and watch TV on your large screen TV. Wind-down watching the sunset over the golf course from your back deck.

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.

Blacklog Corner Cottage, Sleeps 2

LAKE SHELBYVILLE GET AWAY The BLACKLOG CORNER COTTAGE is a quaint little cottage that gets its name from an old school that used to sit on this corner way back in the day when kids walked "up hill" both ways to school with no shoes on in the dead of winter...... so that's how the old story goes. It also sits on the old road that went from Shelbyville to Vandalia back in the "dirt road" days. Today the corner's roads are called Co. Road 1005 North and Illinois State highway 128.

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.

Family Friendly Home Cowden.

Bring the whole family to this great place. We are 15 min. from Lake Shelbyville and 25 min. From Effingham. We have a crib, high chair and changing table with a nursery off the master bedroom. Roku or Amazon TV's in the bedrooms. Simply log into your favorite streaming apps. Plenty of games, toys and movies!! Everyday supplies in the kitchen and a huge deck out back with a fire pit and flat grill. Close to many towns and only an 90 minutes from St Louis.