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Holiday rentals in Shelbyville

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Top-rated holiday rentals in Shelbyville

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

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Top guest favourite
Flat in Shelbyville
5 out of 5 average rating, 6 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.

Guest favourite
The exterior of the Elk Ridge cabin is showcased from across the pond, surrounded by lush greenery. A spacious deck is visible, offering seating options and access to the waterfront. Two water buffalo are seen grazing nearby, highlighting the natural wildlife setting.
Cabin in Arcola
4.97 out of 5 average rating, 108 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Guest favourite
A cozy sleeping area features a spacious bed with multiple pillows in neutral tones. Wall sconces provide gentle lighting on either side. A decorative sign with the word 'welcome' is displayed above the headboard, adding a personal touch to the inviting space.
Flat in Teutopolis
4.95 out of 5 average rating, 651 reviews

The Shoe Inn, a modern apt in downtown Teutopolis

Welcome to The Shoe Inn! You'll be at the center of town within walking distance to all the places you need to be: banquet halls, five bars, restaurants, Wessel's grocery store, ice cream shop, church, hardware store, and community parks. Smart lock, contactless entry is available for a convenient & safe stay. Enjoy the full size washer & dryer (no detergent provided) , fireplace, kitchenette (no stove), free parking, Samsung 50" smart TV w/ 100's of cable channels, Alexa device, & free WiFi

Top guest favourite
The cottage exterior features a modern design with a white shiplap facade and wooden accents. A covered porch is highlighted by a decorative door and two chairs at a small table, surrounded by large planters and natural stone pathways leading to the entrance.
Cottage in Sullivan
5 out of 5 average rating, 259 reviews

3-Acre Country Escape | Wildlife | Total Serenity

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.

Top guest favourite
Cabin in Shelbyville
5 out of 5 average rating, 19 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
Home in Shelbyville
4.98 out of 5 average rating, 101 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
A charming lake house is set among lush trees, featuring a large shaded area with a fabric canopy. Red shutters adorn the windows, while a gravel path leads to the entrance. Colorful floats are arranged in front of the house, enhancing the outdoor space.
Cottage in Effingham
4.97 out of 5 average rating, 295 reviews

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!

Top guest favourite
Farm stay in Shelbyville Township
5 out of 5 average rating, 67 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
The bedroom features a queen-sized bed, complemented by exposed brick walls and two windows allowing natural light to fill the space. Soft drapes frame the windows, while nightstands with lamps provide gentle illumination, creating a calm and inviting atmosphere.
Loft in Vandalia
4.95 out of 5 average rating, 331 reviews

Modern Loft in Historic Downtown

Lincoln’s Loft is close to everything making it easy to plan your visit to downtown Vandalia. This loft offers a bedroom, full kitchen and bath, dining room, living room with a pull out sofa, and large smart TV. This loft also offers beautiful views of the oldest State Capitol in IL and is within walking distance to many restaurants, bars, and local shops. It is located on the 3rd level and will require you to climb 2 flight of stairs. For events please contact the host!

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, 81 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.

Top guest favourite
The exterior of Paradise Cottage features vibrant red wood paneling, with a stone path leading to a welcoming front door. Large windows allow natural light and views of the surrounding trees, enhancing the cottage's connection to its lakeside environment.
Cabin in Mattoon
4.95 out of 5 average rating, 184 reviews

Cottage on Lake Paradise,

Welcome to Paradise Cottage nestled on Lake Paradise! Cozy and warm with wood finishes throughout. Includes three-tiered deck/patio, with the lowest level sitting over the water. Perfect for fishing (this lake hosts an annual fishing tournament), canoeing/kayaking, or just relaxing. Great for bird watching, with great blue herons, egrets, ducks, bald eagles, plovers, cormorants, woodpeckers and other species seen daily.

Top guest favourite
The exterior of a historic Victorian home features a multi-gabled roof and a welcoming front porch with a lantern. A white picket fence surrounds the yard, while a sign displaying the property's name is prominently displayed near the walkway.
Home in Shelbyville
5 out of 5 average rating, 17 reviews

Morgan House-Sleeps up to 14-Centrally located!

Centrally Located & Close to Everything! Just 2 blocks from movies, shopping, coffee, breakfast, and the Foxmore. Only 1 mile to the park, 1.5 miles to the lake, and 0.5 miles to the river. This spacious home features a cozy living room with a fireplace, a separate Media/Game room, and a large yard. Plenty of parking, including space for boats. Perfect for family gatherings or a peaceful retreat!

Popular amenities for Shelbyville holiday rentals

When is the best time to visit Shelbyville?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Shelbyville?

    Shelbyville has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Shelbyville?

    Experience the best of Shelbyville with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Shelbyville?

    Yes! Work meets play with ease at over 10 vacation rentals in Shelbyville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Shelbyville have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Shelbyville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shelbyville have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Shelbyville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shelbyville have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Shelbyville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shelbyville have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Shelbyville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Shelbyville?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Shelbyville

  • Total holiday rentals

    Explore 30 holiday rentals in Shelbyville

  • Nightly prices starting at

    Shelbyville holiday rentals start at € 86 per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Shelbyville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Shelbyville rentals

  • 4.9 Average rating

    Shelbyville stays are highly rated by guests – averaging 4.9 out of 5!

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