Owner Direct Vacation
Rentals in Shelby County
The Best Owner Direct Vacation Rentals in Shelby County. Explore thousands of vacation home rentals, large cabins, and villas near Shelby County
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Explore the Best Shelby County Vacation Homes
Looking for the perfect place to stay in Shelby County? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Shelby County character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Shelby County
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- Designated Smoking Area
- Balcony/Terrace
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- Parking
- Security/Safety
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- Pet Friendly
- Air Conditioner
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- Designated Smoking Area
- Air Conditioner
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Popular Neighborhoods for Shelby County Vacation Rentals
Discover the top neighborhoods in Shelby County and choose a place that suits your stay.
Southville
Southville VACATION RENTALSGallrein Farms
Gallrein Farms VACATION RENTALSShelbyville
Shelbyville VACATION RENTALSUofL Health - Shelbyville Hospital
UofL Health - Shelbyville Hospital VACATION RENTALSShelby County Community Theatre
Shelby County Community Theatre VACATION RENTALSSimpsonville
Simpsonville VACATION RENTALSThe Outlet Shoppes of the Bluegrass
The Outlet Shoppes of the Bluegrass VACATION RENTALSWeissinger Hills Golf Course
Weissinger Hills Golf Course VACATION RENTALSFinchville
Finchville VACATION RENTALSBagdad
Bagdad VACATION RENTALSTalon Winery
Talon Winery VACATION RENTALSMonday May 18
Shelby County, Kentucky







More Vacation Rentals You May Like Near Shelby County
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How to Reserve Your Shelby County Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
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Shelby County Vacation Rental FAQs
There are a lot of options in Shelby County. If you plan on staying in the Shelby County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shelby County:
- Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION
- Horses, Bourbon and More . Shelbyville Condo
- Bottled in Bond: Transportation available/Center of Bourbon Trail/HGTV location
- Econo Lodge Shelbyville
- ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
- Unique Downtown Studio with an Industrial Vibe
- Carriage House Cottage on horse farm.
- House Downtown with Hot Tub Fire Pit and Speakeasy
- Downtown Main Street One-Bedroom Suite w/Hi-Speed Wifi
- Heritage House 1900’s home part/close to the Bourbon Trail
There are 1 vacation rentals with private pools near Shelby County. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Shelby County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Shelby County:
Currently, the total number of properties listed in 2026 is over 150 in the Shelby County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shelby County.