Vacation rentals in Shelbyville

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Top-rated vacation rentals in Shelbyville

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

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Top guest favorite
A modern kitchen features sleek cabinetry and a spacious island with a marble-like countertop. Stainless steel appliances include a refrigerator and an oven, while a ceiling fan provides air circulation. A dining area with a wooden table is visible in the background, complemented by rich red curtains.
Home in Mattoon
4.95 out of 5 average rating, 246 reviews

Brickway Retreat

Newly Remodeled 2 Bed, 1.5 Bath home in quiet neighborhood. This modernized house features a large fully furnished kitchen that is open to the dining area. The large living room with 10 ft ceilings has a pull-out sofa. Big screen TVs equipped with Roku streaming service in the master bedroom and living room. Wi Fi throughout the house is included. Enjoy your mornings on the cozy front porch featuring cedar pillars and stamped concrete and enjoy your evenings on the back patio around the fire pit

Guest favorite
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, 102 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!

Top guest favorite
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, 247 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.

Top guest favorite
A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.
Train in Oreana
4.99 out of 5 average rating, 142 reviews

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

Top guest favorite
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, 211 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 favorite
A spacious lawn leads to a serene three-bedroom home, surrounded by trees and greenery. The property features a view of a pond in the distance, with the American flag gently waving near the entrance.
Cottage in Brownstown
4.99 out of 5 average rating, 189 reviews

Shagbark Landing

Forget your worries in this spacious and serene space. Drive down the lane to a secluded 3 bedroom home newly furnished. Enjoy yourself in an open concept floor plan where there is lots of room to spread out. Spend your evenings in the living room or the family room that has a fireplace. From the family room you can step out on a deck and enjoy the view of the pond. We are located 8.5 miles from Vandalia where there are historical landmarks, great restaurants, and quaint shops.

Top guest favorite
A welcoming living area features a comfortable sofa and armchair, paired with a decorative area rug. A flat-screen TV is mounted near a stone fireplace, surrounded by natural light from the windows. Indoor plants add a touch of greenery to the space.
Cottage in Effingham
4.94 out of 5 average rating, 567 reviews

Waterfront Cabin•Boat Dock, Fireplace&Beach Access

The cabin sits in the trees along beautiful Lake Sara. The cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

Top guest favorite
Farm stay in Shelbyville Township
5 out of 5 average rating, 54 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 favorite
The exterior of a historic Folk Victorian home is showcased, featuring a red brick façade and a metal roof. The front porch, adorned with gingerbread trim, is flanked by two blue chairs. Lush green grass surrounds the home, and mature trees provide shade.
Home in Teutopolis
4.9 out of 5 average rating, 269 reviews

Wooden Shoe Haus Folk Victorian Families Breakfast

Free Continental breakfast. This 1880 Wooden Shoe Haus was built by owner & Wooden Shoe Maker Gerhard Deymann. It is a historic Folk Victorian home, fully furnished while keeping much of its historic charm. It has bikes, antique furniture, front porch, swing, grill, back patio, & yard. Private side & back parking. Includes all appliances, 10' ceilings, & 1' thick walls. 6 minutes to interstates 57, 70, Effingham, & dozens of restaurants. 1 block to downtown Teutopolis.

Guest favorite
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.

Guest favorite
A spacious cement patio offers an expansive view of Lake Shelbyville. The railing frames the scene, while greenery creates a natural border. Comfortable outdoor seating is positioned nearby, inviting relaxation amidst the serene lake and forest surroundings.
Guest suite in Shelbyville
4.9 out of 5 average rating, 60 reviews

Lake Shelbyville Home with a View

Home sits on 62.5 acres next to Lake Shelbyville, one of Illinois largest lakes, overlooking Country Club Cove. Airbnb unit is 40 yards from waters edge with natural walking paths down to the lake. Public boat launches, and 2 parks are 7-10 minutes drive from the property. The north entrance to the Dacey Trail bike and walking paths are 1/4 mile from the property entrance. Horseback riding on the property is allowed with prior approval only.

Top guest favorite
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 Shelbyville vacation 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 hotel rentals in Shelbyville have air conditioning?

    Absolutely! We offer over 10 hotel 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 hotel rentals in Shelbyville have wifi?

    Absolutely! We offer over 10 hotel 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 air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Shelbyville

  • Total vacation rentals

    Explore 20 vacation rentals in Shelbyville

  • Nightly prices starting at

    Shelbyville vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Shelbyville vacation rentals include wi-fi 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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