Shelbyville Rentals
From $801 per night (USD)VRBO
⭐️NEW! - Large & Small Groups | Sleeps up to 16 |6br's | 6 baths - 3,000 sqft.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
The Saddlebred Premium Suite sleeps 17 and offers visitors 3,000 square feet of an upscale loft boutique hotel experienc ...
From $801 per night (USD)VRBO
From $454 per night (USD)Expedia
SLEEPS 6! Loft w\/1 Queen & 2 Doubles, Bar, 2 TVs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
THE LOFT ON MAIN: 1,250 square foot Downtown Loft that sleeps SIX people with a large Queen in the master bedroom and tw ...
From $454 per night (USD)Expedia
From $80 per night (USD)VRBO
Downtown Main Street Suite w\/ Hi-Speed Wifi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay @ The Stables Suite - 1 Bedroom Suite w/ kitchen, full bathroom, living room, and bedroom w/ queen-size bed. Note: ...
From $80 per night (USD)VRBO
From $117 per night (USD)Expedia
Unique Downtown Studio with an Industrial Vibe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Underground is a stylish and completely remodeled studio with a full bath that boasts an industrial vibe and is conv ...
From $117 per night (USD)Expedia
From $850 per night (USD)VRBO
Urban Loft Downtown Shelbyville - 5,000 Sq Ft., Sleeps 17
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 17
"The biggest and most dangerous rental option in downtown Shelbyville, Urban Loft is the best and worst place to stay in ...
From $850 per night (USD)VRBO
From $280 per night (USD)VRBO
Le Coop Ultra Luxury 2 bed Urban Loft on Bourbon Trail. Downtown Shelbyville KY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ultra Luxury downtown 2 BR loft, spacious enough for 5 adults. Located in quaint Downtown Shelbyville, KY, you can expe ...
From $280 per night (USD)VRBO
From $873 per night (USD)VRBO
Bottled in Bond: Featured on HGTV, Heart of Bourbon Trail, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This swanky loft has so many WOW factors your eyes will be dancing! Enter the setting through the vintage revolving door ...
From $873 per night (USD)VRBO
From $120 per night (USD)VRBO
New Modern Townhome, sleeps 6! Mod Farm 1217
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Your Dream Getaway at Our Charming Townhouse Nestled in the heart of the Bourbon Trail, our lovely townhouse ...
From $120 per night (USD)VRBO
From $361 per night (USD)VRBO
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Copper & Oak, an upscale 4-bedroom, 4-bath retreat in the heart of Kentucky's Bourbon Trail. Located in h ...
From $361 per night (USD)VRBO
From $157 per night (USD)VRBO
oasis 522!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
an oasis in the middle of the bourbon trail located in historic Shelbyville...a unique and peaceful bohemian atmosphere. ...
From $157 per night (USD)VRBO
From $227 per night (USD)VRBO
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Oak, an upscale first floor 2-bedroom, 2-bath retreat in the heart of Kentucky's Bourbon Trail. Located i ...
From $227 per night (USD)VRBO
From $300 per night (USD)VRBO
Heritage House 1900’s home part\/close to the Bourbon Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
HeritageHouse is 19th century home locate as part of the Bourbon Trail in Shelbyville Kentucky. This house is lovely re ...
From $300 per night (USD)VRBO
From $210 per night (USD)VRBO
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Copper, an upscale 2-bedroom, 2 bath retreat in the heart of Kentucky's Bourbon Trail. Located in histori ...
From $210 per night (USD)VRBO
From $120 per night (USD)VRBO
New Modern Townhome, sleeps 6. Mod Farm 1219
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Your Dream Getaway at Our Charming Townhouse Nestled in the heart of the Bourbon Trail, our lovely townhouse ...
From $120 per night (USD)VRBO
From $318 per night (USD)VRBO
Pet-Friendly Shelbyville Home w\/ Fire Pit!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Discover your next favorite sip on the Kentucky Bourbon Tours, witness an exciting race at Churchill Downs, or visit the ...
From $318 per night (USD)VRBO
From $288 per night (USD)VRBO
Historic home freshly renovated on the Bourbon Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelb ...
From $288 per night (USD)VRBO
From $100 per night (USD)VRBO
Horse Country Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Shelbyville, this adorable little hideaway is within walking distance from the Shelbyville Fairg ...
From $100 per night (USD)VRBO
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2 Bed\/2.5 Bath Restored Beauty - Pistachio Palace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Built 1904 and recently lovingly restored. Just 2 blocks off historical Main Street in Shelbyville with ...
Click For PricingExpedia
From $217 per night (USD)VRBO
Bourbon Basecamp! New on the Bourbon Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You made it to Bourbon Basecamp in Shelbyville, KY! We are in the heart of bourbon country which gives you an opportunit ...
From $217 per night (USD)VRBO
From $173 per night (USD)Expedia
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
About this space Parris on Main Street is the perfect location to enjoy the historic town of Shelbyville and, a few bloc ...
From $173 per night (USD)Expedia
From $400 per night (USD)VRBO
Charming 1900’s house close to downtown Shelbyville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Southern hospitality in Shelbyville, Ky in this charming renovated early 1900's gem. Situated on a quaint street close ...
From $400 per night (USD)VRBO
From $4500 per night (USD)VRBO
The Gatsby and adjoining ceilings
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our Gatsby Event Space offers the perfect melding of Modern Romance and Roaring Design. As the name suggests, you'll fin ...
From $4500 per night (USD)VRBO
From $296 per night (USD)VRBO
Beautiful restored Victorian farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walking in is like going to grandmas house. 3 Large bedrooms, 4th bedroom is a loft that overlooks the livingroom. Great ...
From $296 per night (USD)VRBO
From $107 per night (USD)VRBO
Horses, Bourbon and More .... Shelbyville Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated condo duplex features 2 bedrooms / 2 bathrooms, light open floor plan, private entrance with parki ...
From $107 per night (USD)VRBO
From $105 per night (USD)VRBO
Your Kentucky Home Away From Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our lovely Condo features 2 bedrooms and 2 full baths – is located in a quite area of Shelbyville. Close to shopping, h ...
From $105 per night (USD)VRBO
From $191 per night (USD)Expedia
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Meet The Blue Belle: a beautifully restored 1880s cottage on the Bourbon Trail, nestled on a peaceful block in the heart ...
From $191 per night (USD)Expedia
From $209 per night (USD)VRBO
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Step into the gorgeous and unique Shelbyville 3BR, 3Bath home, offering a perfect base for everyone coming to see the ex ...
From $209 per night (USD)VRBO
From $429 per night (USD)Expedia
Shelbyville Home - On to the Bourbon Trail!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Situated on 20 acres of Kentucky's sprawling fields and rolling hills, this 5-bed, 4-bath vacation rental will immerse y ...
From $429 per night (USD)Expedia
From $475 per night (USD)VRBO
Not your Mother’s Log Cabin!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious log cabin will make you feel like you're in Gatlinburg for the weekend! Decked out with log furniture, cha ...
From $475 per night (USD)VRBO
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Horse farm on the Kentucky Bourbon Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kentucky is known for bourbon, horses, and hospitality and we have all three! Stay on the farm and soak up the peace and ...
Click For PricingVRBO