Best Vacation Homes in Shelby County
Condo
10.0(47 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
Fireplace/Heating
Balcony/Terrace
Breakfast
Kitchen
AU $173/Night
7 Nights - AU $1,213
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1582.29 ft²
- Fireplace/Heating
View
Pet Friendly
Parking
AU $723/Night
7 Nights - AU $5,060
Bed & Breakfast
10.0(7 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
AU $267/Night
7 Nights - AU $1,867
Apartment
10.0(31 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $237/Night
7 Nights - AU $1,657
Villa
10.0(1 Review)
3 Bedrooms
4 Baths
12 Guests
- Parking
Air Conditioner
Child Friendly
Barbecue/Outdoor Cooking
AU $1,703/Night
7 Nights - AU $11,923
Cottage
10.0(28 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $292/Night
7 Nights - AU $2,045
Apartment
10.0(19 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $191/Night
7 Nights - AU $1,341
House
10.0(11 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $327/Night
7 Nights - AU $2,292
Shelby County Luxury Rentals
House
10.0(1 Review)
5 Bedrooms
5 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Unlock the Best Price
House
5 Bedrooms
3 Baths
10 Guests
13000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $6,370/Night
7 Nights - AU $44,589
House
9.8(10 Reviews)
5 Bedrooms
4 Baths
10 Guests
Private Pool- Hot Tub
- Fireplace/Heating
Pool
AU $2,618/Night
7 Nights - AU $18,325
House
10.0(2 Reviews)
7 Bedrooms
4 Baths
25 Guests
6800 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
AU $2,549/Night
7 Nights - AU $17,841
Cabin
10.0(3 Reviews)
4 Bedrooms
3 Baths
16 Guests
3810 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $2,426/Night
7 Nights - AU $16,979
House
10.0(2 Reviews)
10 Bedrooms
5 Baths
29 Guests
7000 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
AU $2,420/Night
7 Nights - AU $16,937
Cabin
10.0(9 Reviews)
5 Bedrooms
4 Baths
16 Guests
3983 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $2,325/Night
7 Nights - AU $16,274
House
8.0(2 Reviews)
5 Bedrooms
4 Baths
12 Guests
4600 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $2,298/Night
7 Nights - AU $16,088
Shelby County Pet Friendly Vacation Rentals
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $435/Night
7 Nights - AU $3,048
House
9.4(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
1700.7 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
AU $424/Night
7 Nights - AU $2,971
Hotel
6.2(626 Reviews)
1 Bath
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
AU $104/Night
7 Nights - AU $726
House
10.0(20 Reviews)
3 Bedrooms
3 Baths
10 Guests
3492 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $740/Night
7 Nights - AU $5,180
Villa
3 Bedrooms
2 Baths
15 Guests
2098.96 ft²
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
AU $1,038/Night
7 Nights - AU $7,267
House
10.0(16 Reviews)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $789/Night
7 Nights - AU $5,522
House
10.0(13 Reviews)
3 Bedrooms
2 Baths
7 Guests
2289 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $457/Night
7 Nights - AU $3,201
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $693/Night
7 Nights - AU $4,854
Shelby County Large Vacation Homes
New
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
Internet- Child Friendly
AU $591/Night
7 Nights - AU $4,136
Cabin
5 Bedrooms
4 Baths
25 Guests
4750 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $3,071/Night
7 Nights - AU $21,499
Apartment
10.0(76 Reviews)
5 Bedrooms
3 Baths
17 Guests
5000 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $1,455/Night
7 Nights - AU $10,182
House
5.0(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
3455.22 ft²
- Fireplace/Heating
- View
- Parking
- Internet
AU $525/Night
7 Nights - AU $3,677
Apartment
10.0(44 Reviews)
5 Bedrooms
3 Baths
10 Guests
3500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $1,506/Night
7 Nights - AU $10,543
House
10.0(37 Reviews)
6 Bedrooms
3 Baths
16 Guests
3550 ft²
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
AU $869/Night
7 Nights - AU $6,085
House
10.0(17 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $494/Night
7 Nights - AU $3,456
Why Choose Rent By Owner for your Shelby County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Shelby County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as different seasons in Shelby County offer unique opportunities for enjoying the region's natural beauty and local charm.
Peak Season Highlights
Spring (March to May)
During spring, the region comes alive with blooming landscapes and mild weather, making it an ideal time to explore and enjoy your stay in this scenic destination.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Autumn offers cooler temperatures and vibrant foliage, providing a picturesque backdrop for outdoor activities and a cozy atmosphere during your visit.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
In winter, the area experiences colder weather and quieter surroundings, offering a peaceful retreat away from peak tourist crowds.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Summer (June to August)
Summers tend to be hot and humid, but this can be a great time to enjoy indoor amenities or outdoor adventures during cooler mornings and evenings.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
Weekly Weather Forecast for Shelby County
How to Book Your Shelby County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Shelby County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax during your stay.
- Make the most of spacious patios or decks for outdoor dining and gatherings.
- Take advantage of lush gardens or landscaped yards for peaceful strolls.
- Benefit from outdoor grilling areas or barbecue facilities for delicious cookouts.
- Utilize dedicated fire pits or outdoor fireplaces for cozy evenings under the stars.
- Explore nearby walking trails or nature paths accessible from the property.
- Experience the comfort of covered porches or verandas perfect for morning coffee.
Top Attractions Around Shelby County
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities, charming local events, and scenic spots to explore within easy reach of your vacation rental in Shelby County, Kentucky, offering an authentic experience of this inviting region.
Family Activities
- Shelby County Nature Trail: Explore this scenic trail that provides family-friendly hiking and outdoor adventure in the area’s lush surroundings.
- Shelby County Historical Museum: Discover fascinating local history and cultural exhibits, making it an educational outing for visitors of all ages.
- Bluegrass Carriage & Kid’s Park: Enjoy a delightful day at this family-focused park featuring playgrounds, picnic areas, and charming carriage rides through the region.
- Local Farmers Markets: Experience the vibrant community spirit by visiting markets where you can find fresh produce, handmade crafts, and regional specialties.
Adult Activities
- Horseback Riding Tours: Experience the scenic beauty of this area on guided horseback rides that showcase the region's rich equestrian heritage.
Other Places to Stay in Shelby County, KY
Southville
Gallrein Farms
Shelbyville
UofL Health - Shelbyville Hospital
Shelby County Community Theatre
Simpsonville
The Outlet Shoppes of the Bluegrass
Weissinger Hills Golf Course
Finchville
Bagdad
Talon Winery
Shelby County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Attractions: Research key sights and activities in the area to maximize your time and experience here fully.
- Choose the Right Vacation Rental: Select a property that offers convenient access to the region’s highlights, ensuring a comfortable and enjoyable stay.
- Explore Seasonal Events: Check out local festivals or seasonal events to immerse yourself in the area's unique culture and community spirit.
- Engage with the Local Community: Take time to interact with residents and support local businesses, enriching your visit and creating lasting memories.
Transportation Options
- Kentucky Airport (Louisville Muhammad Ali International Airport): You can conveniently access the area through this major airport, offering multiple domestic and international flights for easy travel planning.
- Interstate 64 and 75: These primary highways connect here to larger cities and regions, making road trips straightforward whether you’re exploring locally or heading further afield.
- Local Taxi and Rideshare Services: Reliable taxi options and popular rideshare apps provide convenient transportation within and around the region, ensuring effortless travels during your stay.
- Public Transit Options: Although limited, local bus services are available here for budget-friendly and practical transportation around the area and nearby neighborhoods.
Local Customs Options
- Southern Hospitality: You will experience the warm and welcoming atmosphere that is a hallmark of this region, making your stay comfortable and inviting.
- Local gatherings often feature traditional tunes that celebrate the area's rich musical heritage, providing an authentic cultural experience.
- Horse Farm Culture: The region's deep-rooted equestrian traditions are evident in many local events and practices, reflecting its historical importance in horse breeding and training.
- Farm-to-Table Cuisine: Culinary customs here emphasize fresh, locally sourced ingredients, offering you a taste of the region’s agricultural bounty during your visit.
Frequently Asked Questions About Shelby County?
1. What are the top vacation rentals in Shelby County?
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.
- Hot Tub Sleeps 10 Firepit Gameroom Bourbon Trail
- Downtown Main Street One-Bedroom Suite w/Hi-Speed Wifi
- Heritage House 1900’s home part/close to the Bourbon Trail
2. How many vacation rentals have private pools in Shelby County?
There are 2 vacation rentals with private pools near Shelby County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Shelby County are best for families?
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:
4. How many Rentbyowner vacation rentals are available in Shelby County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 150 in the Shelby County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Shelby County.
5. What is the cancellation policy for a vacation rental in Shelby County, Kentucky?
Cancellation policies vary depending on the specific property you select. It is important to review the individual listing details and contact the property owner directly to understand the terms regarding cancellations and refunds.
6. How do I find available dates for vacation rentals in Shelby County?
Availability depends on the dates you are interested in. Use the booking platform’s calendar feature to check real-time availability for your preferred travel period and contact the host if you have special requests.
7. Are there any additional fees I should be aware of when booking here?
Additional fees can include cleaning fees, service charges, or local taxes. These details are listed clearly on each property listing, and reaching out to the owner can help clarify any specific costs applicable during your stay.
8. What amenities are typically included in vacation rentals in Shelby County?
Amenities vary by property but often include essentials such as Wi-Fi, parking, and kitchen facilities. To ensure the rental meets your needs, review the amenities section of each listing or contact the owner for more information.
9. How do I communicate with the property owner before booking in this destination?
You can contact property owners directly through the messaging system provided on the booking platform. This allows you to ask questions about the property, confirm availability, and receive personalized assistance.
Shelby County Top Rated Vacation Rentals
Other
10.0(6 Reviews)
4 Bedrooms
3 Baths
8 Guests
2800 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
AU $900/Night
7 Nights - AU $6,298
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
2690 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $1,156/Night
7 Nights - AU $8,094
House
10.0(1 Review)
8 Bedrooms
7 Baths
16 Guests
6646 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $2,283/Night
7 Nights - AU $15,983
House
10.0(1 Review)
6 Bedrooms
4 Baths
14 Guests
4380 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $1,166/Night
7 Nights - AU $8,165
House
9.6(8 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $828/Night
7 Nights - AU $5,799
AU $131/Night
7 Nights - AU $916
Hotel
8.8(282 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Pool
- Parking
- Air Conditioner
AU $182/Night
7 Nights - AU $1,272
Hotel
8.5(225 Reviews)
8 Baths
357.9 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
AU $165/Night
7 Nights - AU $1,157
