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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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Home in Mattoon

4.95 out of 5 average rating, 175 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

Rental unit in Teutopolis

4.95 out of 5 average rating, 525 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

Home in Brownstown

4.92 out of 5 average rating, 218 reviews

House By The Woods with hot tub 2 bedroom/sleeps 7

House with hot tub on back covered patio. We have 2 electric fireplaces, 1 bathroom, 2 bedrooms, futon & full size bed in living room that sleeps up to 7 total. It has a side outdoor covered porch with a seating area & table with chairs. Firepit area for roasting hotdogs or marshmallows. Firewood on premises. Propane grill on back patio. Small kids play area in front yard. Any bookings placed before 9-8-24 will have a 11 am checkout time & any bookings after 9-8-24 will have 10 am checkout.

Tiny home in Arcola

4.91 out of 5 average rating, 209 reviews

Tiny home

Welcome to our suite! Whether you are looking for an anniversary getaway or if you are traveling through the area and looking for a relaxing spot to rest, you will thoroughly enjoy your stay here. Relax and take a soak in the hot tub, while the soothing jets work the tension out of your muscles. Then watch the sheep and chickens graze in the pasture. Less than 2 miles east of Arcola and just off Interstate 57 on Rt. 133, 30 minutes to Champaign airport and right outside of Amish country.

Home in Sullivan

4.97 out of 5 average rating, 110 reviews

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!

Place to stay in Greenup

5 out of 5 average rating, 144 reviews

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

Cottage in Brownstown

5 out of 5 average rating, 147 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.

Cottage in Sullivan

4.94 out of 5 average rating, 157 reviews

Prairieview Cottage Retreat - Hot Tub Sunsets

REST, RELAX, RETREAT... Are you longing to get away from the grind and unwind in the quiet countryside? You will enjoy this beautiful, pet-friendly cottage retreat in its peaceful setting where you can watch sunsets from the hot tub, enjoy sitting around the firepit on the patio or simply relax inside. You will be in close proximity to 11,000 acre Lake Shelbyville, the heart of IL Amish country and the Little Theater, the only professional theater between Chicago and St. Louis.

Cottage in Sullivan

4.99 out of 5 average rating, 198 reviews

Lakewood Cottage #1 @ 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.

Home in Teutopolis

4.96 out of 5 average rating, 215 reviews

Wooden Shoe Factory, Historic, w/ Bar & Breakfast

Historic 1880 Wooden Shoe Factory by Wooden Shoe Maker Gerhard Deymann. A great getaway Tiny House from the past with a Bar & Books. Please take some & leave some :-) Fully furnished. Tons of charm. It has a loft, luggage lift, exposed brick/beams, fireplace, bikes, antiques, front sitting area, swing, grill, back patio, yard, private parking, appliances, vaulted ceilings. 6 minutes to I57, I70, Effingham, & dozens of restaurants. 1 block to 7 Teutopolis Bars, & diners.

Cottage in Arthur

4.98 out of 5 average rating, 244 reviews

Sisters Cottage

A recently renovated Cottage, nestled in the heart of the small, quaint town of Arthur. Located next to the Arthur Park. Enjoy the clip clop of the horse & buggies going by as you relax out front on a swing, or enjoy the back porch with table & seating as you enjoy the perennial garden out back. Plenty of back yard for playing games. A fire pit is located close to porch for roasting marshmallows at night. Arthur is a very innovative town with lots of shops to explore.

Guesthouse in Effingham

4.91 out of 5 average rating, 310 reviews

Country cottage tiny home.

This 240sq ft cottage offers big living in a tiny space. The cottage is on our 2 acre property that is used for a hobby farm and primary residence. The cottage features luxury vinyl flooring, granite counter tops and an updated farm house feel. The queen size bed is sure to provide the right amount of comfort. When you wake up, walk on over and grab a cup of coffee from the keurig. Enjoy a walk around to see the goats and chickens before heading off for the day.

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Popular amenities for Shelbyville vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Shelbyville

Home in Findlay

5 out of 5 average rating, 27 reviews

The Findlay House

Home in Shelbyville

5 out of 5 average rating, 3 reviews

Queen City Cottage - Hot Tub & Tiki Bar

Loft in Moweaqua

4.91 out of 5 average rating, 23 reviews

Hidden Gem

Home in Findlay

5 out of 5 average rating, 43 reviews

Ultimate Country Home!

Home in Shelbyville

4.95 out of 5 average rating, 41 reviews

909 & Vine Photo Worthy Home With Pool & Hot Tub

Cabin in Mattoon

5 out of 5 average rating, 16 reviews

Country Living in Mattoon

Guest suite in Shelbyville

4.9 out of 5 average rating, 48 reviews

Lake Shelbyville Home with a View

Rental unit in Sullivan

5 out of 5 average rating, 61 reviews

The Iris

Quick stats about vacation rentals in Shelbyville

Total rentals
20 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
520 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

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.
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.
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.
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.
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.
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.

Destinations to explore