Pet-friendly vacation rentals in Shelby County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shelby County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

Home in Shelbyville

5 out of 5 average rating, 24 reviews

Bourbon Trail*Hot Tub*Sauna*Mini Golf*WiFi*EVSE

Welcome to The BarrelWoods, the perfect retreat in the heart of the Bourbon Trail. This newly built home blends modern luxury with rustic charm, featuring designer touches throughout.Relax by the outdoor firepit, soak in the hot tub, or rejuvenate in the barrel sauna.Enjoy mini golf, archery, disc golf, and a game room with air hockey, shuffleboard, and more.Ideally located near iconic distilleries, fine dining, and scenic parks, The BarrelWoods is the ultimate base for an unforgettable getaway.

Superhost

Home in Frankfort

4.98 out of 5 average rating, 59 reviews

MacAttie Acres

Country home at MacAttie Acres in central Kentucky is conveniently located on the Bourbon Trail and in the middle of horse country. Located only 2 miles south of Exit 48 on I-64. Relax on the deck and enjoy the view of the farm, the horses grazing in the pasture or take a hike to the creek. 10 miles to Wild Turkey Distillery, 12 miles to Four Roses Distillery, 13 miles to Buffalo Trace, 29 miles to Keeneland, 48 miles to Churchill Downs, Stabling and turnout available for horses. Come visit!

Superhost

An inviting historic home with a vibrant blue exterior is showcased against a clear sky. The front door, adorned with multiple panes of glass, complements the white trim and large windows. Lush greenery surrounds the entrance, enhancing the charm of this property.

Home in Shelbyville

5 out of 5 average rating, 35 reviews

Historic Downtown~Heart of Bourbon Trail

The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelbyville, Kentucky. She's the perfect base from which to explore the distilleries of the Bourbon Trail, with easy access to Louisville and Lexington. There are multiple restaurants, cafes, bourbon bars and antique stores in easy walking distance. Boasting two large living areas, three large bedrooms (including a master with ensuite), 2.5 baths, and private off street parking

Superhost

The exterior of a single-story brick house is shown under a clear blue sky. A driveway leads to a two-car garage, and a landscaped front yard features green grass and shrubs. A large window above the entrance highlights the architectural design.

Home in Shelbyville

5 out of 5 average rating, 18 reviews

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

A great centrally located 4 BR 2.5 Bath (6 beds) dog-friendly house near downtown Shelbyville! Located in a cul-de-sac on a quiet street in a family friendly neighborhood 6 miles from Bulleit Bourbon, 3 miles to Jeptha Creed Distillery, and 1 mile from the Shelbyville Horse Show. Fully updated & stocked, coffee pot (K-cups or ground), washer/dryer, & 5 smart TVs. This rental has everything you need and proximity to Churchill Downs, multiple Bourbon Trail distilleries, Louisville, and Frankfort!

Superhost

A spacious front porch features two rocking chairs, one in green and the other in brown, positioned beside white wooden railings. Natural light filters in through several windows, highlighting the inviting setting that overlooks the serene countryside.

Chalet in Lawrenceburg

4.96 out of 5 average rating, 201 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

Superhost

The spacious living room features large circular windows that provide ample natural light. Two comfortable sofas, one in a warm rust color and another in dark upholstery, are arranged around a decorative coffee table. An elegant area rug enhances the warmth, while indoor plants add a touch of greenery.

Home in Shelbyville

4.96 out of 5 average rating, 56 reviews

Cozy Kentucky Winter, Bourbon Trail, Location!

♡ Meet The Blue Belle: a beautifully restored 1880s cottage ON the Bourbon Trail, nestled on a peaceful block in the heart of Shelbyville. Start your day with a coffee on the back deck, make s'mores by the fire pit, cook dinner in the fully stocked kitchen, & cozy up in the living room for movie night after a long day of exploring & bourbon! A short drive to Louisville, Lexington, & Frankfort and other great areas. Comfortably sleeps 8. Perfect for families & couples!

Superhost

An outdoor seating area features cushioned furniture arranged around a central fire pit. Soft string lights are visible above, creating a warm ambiance. Surrounding trees provide a lush backdrop, while a patterned rug adds a cozy touch to the deck.

Home in Bagdad

4.92 out of 5 average rating, 39 reviews

* LUX Hot Tub * Game Rm * BRBN Trail *Pet-Friendly

🥃TRAILSIDE COUNTRY HAVEN🥃 in Bagdad, KY. ★★★★★ · 3 BR · 5 Beds · 2.5 Baths Welcome to TRAILSIDE COUNTRY HAVEN, A BEAUTIFUL HOME professionally managed by Excellent Vacay Stays. This home is nestled IN THE HEART OF the countryside along THE BOURBON TRAIL in Shelby County. As your host, Iris, I'm excited to share this picturesque haven that offers a serene and private wooded area. Discover why our guests love the multiple decks and patios for outdoor enjoyment!

Superhost

A rustic wooden sign with the words 'Cedar Fire Farm' and 'Kamp Kessa' is prominently displayed. Green fields stretch beyond the sign, with a rider on horseback visible in the background, showcasing the rural and serene surroundings.

Farm stay in Frankfort

4.79 out of 5 average rating, 216 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

Conveniently located on the Bourbon Trail, our place will complete your experience! Next door is Shelbyville, the Saddlebred capital of the world, Lexington, the Thoroughbred capital and don't forget Louisville and Kentucky Derby. With a simplistic natural setting of a working horse farm there's nothing too fancy but comfortable and quaint. Our place is good for couples, solo adventurers, families (with kids), And groups!

Superhost

An aerial view captures a spacious property surrounded by lush greenery. A large pool is situated in the backyard, with a fenced area visible. The home, featuring a combination of roof styles, is nestled in a semi-rural setting with nearby residential structures.

Home in Shelbyville

4.77 out of 5 average rating, 57 reviews

Pool*HOT TUB*Bourbon Trail

Are you looking for location? Look no further! This stunning home has everything your group could want! Centrally located with easy access to Louisville, Frankfort, Lexington, & so much more! In the summer the pool will be refreshing & all year long the hot tub will serve as a treat after a long day exploring! Let's not forget about the incredible game room with shuffleboard and pool table!

Superhost

A charming home is shown with a light-colored exterior, framed by dark shutters and manicured shrubs. A concrete path leads to the welcoming red front door. Lush greenery and flower beds enhance the outdoor space, complemented by a peaceful sky.

Home in Simpsonville

4.87 out of 5 average rating, 152 reviews

Charming 4 Bedroom classic home bourbon trail!

Comfortable, newly furnished home located in downtown Simpsonville. This is brand new to AirBnB. Whether you are going down the Bourbon trail or you just want to be near I64 and Louisville, this home is the place for you. Fun, homey well decorated this place offers family fun with Fire pit, backyard and patio. High speed 300mb internet for those workers on the go.

Superhost

A charming two-story farmhouse is surrounded by lush greenery, featuring a welcoming front porch with white rocking chairs. Flowering trees and well-maintained landscaping enhance the inviting exterior. The house is set against a backdrop of a blue sky, creating a serene atmosphere.

Home in Crestwood

4.98 out of 5 average rating, 48 reviews

2King beds+HotTub+FirePit

Welcome to our charming Kentucky retreat, where the spirit of the Kentucky Derby and the warmth of bourbon country collide in a delightful fusion of elegance and comfort. Nestled in the heart of Kentucky's rolling hills, our Airbnb offers an unforgettable experience for guests seeking a taste of Southern hospitality and a peek at life in the bluegrass state.

Superhost

A welcoming front porch features a bold red door adorned with a floral wreath. Two black rocking chairs are positioned beside the entrance pillars, while a dog rests comfortably on the porch's white flooring, creating a homely scene.

Home in Shelbyville

4.96 out of 5 average rating, 24 reviews

Bourbon Trail | Hot Tub | Speakeasy | Game Rm

Welcome to Magnolia Bourbon Manor, a beautifully restored historic home nestled in the heart of Kentucky’s bourbon country. Just three minutes from downtown Shelbyville, this charming property offers the perfect blend of vintage elegance and modern comfort, making it an ideal retreat for travelers seeking both relaxation and adventure.