House vacation rentals in Shelby County

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Popular amenities for Shelby County house rentals

House rentals with a pool

Guest favorite
An aerial view captures the community resort pool surrounded by a spacious deck with lounge chairs. The pool is enclosed by a white fence, while lush greenery and trees offer a backdrop. A small shed is visible in the distance amid the open grassy area.
Home in Taylorsville
4.92 out of 5 average rating, 25 reviews

Bourbon Trail Lake Home w/ Hot tub & King Bed

SteveRating, 5 stars1 week ago
The place was everything we wanted ton our stay. Sarah was fantastic in responding to any of our questions. I would definitely stay here again!
Top guest favorite
An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.
Home in Mount Washington
5 out of 5 average rating, 47 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

KathyRating, 5 stars3 days ago
This home was fantastic. We especially loved the shed with pickleball, shuffleboard, bags, etc. and the pool and hot tub. The home had plenty of room, bedrooms and bathrooms for our family of 9. The well-stocked coffee bar, laundry facilities and the nice bathrooms especially stood out. We enjoyed having soap dispensers available at every sink including the kitchen. Dishwasher pods and laundry pods were provided, unlike many other air bnbs we’ve stayed in. The location was great as we did Churchill Downs, Louisville Slugger Museum, many distilleries and the Horse Park at Lexington. No issues whatsoever but Kaelie stayed in touch throughout our stay. We would highly recommend this property.
Guest favorite
A large outdoor pool is surrounded by a concrete patio, featuring several loungers positioned for relaxation. In the background, a well-maintained landscape includes a wooden fence and various buildings nestled among trees, indicating a serene rural setting.
Home in Louisville
5 out of 5 average rating, 53 reviews

Countryside Getaway

ZacharyRating, 5 stars6 months ago
We stay here every year when visiting family for thanksgiving. It is perfect for our small family. The host is always so responsive. The property is beautiful. I can’t recommend this airbnb highly enough. Thank you Gordana!!
Guest favorite
The exterior of a two-story colonial home is displayed, featuring a red brick facade, white columns, and green shutters. A spacious lawn surrounds the house, complemented by well-maintained landscaping, with a screened porch visible on the right side and a tree to the left.
Home in Shelbyville
4.94 out of 5 average rating, 70 reviews

B on the Bourbon Trail with pub, pool and hot tub

DanRating, 5 stars2 weeks ago
Had a excellent time at this location. The house was beautiful with great amenities including an amazing bar! Great location for visiting distilleries or Churchill Downs.
Top guest favorite
A spacious backyard is illuminated by string lights at dusk, featuring a hot tub and multiple seating areas around a fire pit. The well-maintained lawn and patio area create a welcoming outdoor space for relaxation and gatherings.
Home in Louisville
4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

BrianRating, 5 stars1 month ago
This house is absolutely fantastic. Super clean, super comfortable. The beds and pillows are amazing. I would highly recommend this house for any gathering. We were a group of four men doing bourbon trail related things, and relaxing at night next to the fire pit and in the hot tub.
Top guest favorite
An outdoor space is arranged with several white chairs and a table atop a striped rug. String lights illuminate the area, bordered by a wooden fence and greenery. A grill is covered and positioned beside the seating, enhancing the inviting atmosphere.
Home in Prospect
5 out of 5 average rating, 108 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

CarlaRating, 5 stars1 day ago
Nicole was, without a doubt, the best host I’ve ever had. From the moment we arrived, we were greeted with thoughtful touches thoughtfully placed throughout the home—each one clearly personalized with our family in mind. It felt less like a rental and more like staying at a close friend’s house. The bed was incredibly comfortable, and the entire home was spotless. Nicole’s attention to detail and genuine hospitality made our stay truly special. I would wholeheartedly recommend this rental to anyone looking for a warm, welcoming, and memorable experience.
Top guest favorite
A spacious, single-story house features a clean white exterior with dark roofing and large arched windows. Manicured grass surrounds a central pathway that leads to the front door, framed by evenly spaced shrubs. A clear blue sky adds to the welcoming atmosphere.
Home in Bagdad
5 out of 5 average rating, 30 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

MeredithRating, 5 stars1 week ago
We had four adults and three kids staying at David’s place and it was great! It’s even better than the pictures. We loved the beautiful rural setting, yet also appreciated it was only 10 min from grocery stores and shopping. The pool and in home movie theater were big hits with our family. We grilled often and cooked in the kitchen, which had everything we needed. We appreciated all the space to spread out as well as the numerous areas to gather and play. We’d definitely stay here again!
Guest favorite
Home in Taylorsville
4.93 out of 5 average rating, 104 reviews

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

GretchenRating, 5 stars3 weeks ago
Suzanne was accommodating, friendly and has a beautiful home. We were lucky to have spent our wedding weekend with her place. Thanks for making it easy.

Weekly house rentals

Top guest favorite
The exterior of a spacious brick home is surrounded by well-maintained greenery and a manicured lawn. A welcoming front porch is adorned with a classic white door, framed by small shrubs and an American flag. The sky features a mix of clouds and blue tones.
Home in Shelbyville
5 out of 5 average rating, 7 reviews

The Knob in Shelbyville

KarenRating, 5 stars1 month ago
This place was very nice! It met all my expectations and then some. It had everything you needed from puzzles to cookbooks. The decor was very nice it was clean and smelled good. Shopping was conveniently located from Walmart to the Outlet. The spacing was great for all the guest from the very comfortable patio with a firepit to the Livingroom with a very comfortable sofa to the dining area with plenty of seating. If you were cooking, the kitchen was equipped with everything needed and enough space for conversations while cooking. Overall it was a great House :-)
Top guest favorite
A spacious outdoor patio features a round table surrounded by two sturdy, high-backed chairs. The setting is complemented by a vibrant green tree and expansive views of the surrounding countryside, providing a serene space for relaxation.
Home in Shelbyville
5 out of 5 average rating, 13 reviews

The Country Pleasure Farm

AndrewRating, 5 stars3 weeks ago
We had a wonderful stay—thank you, Gabriella, for creating such a great place to visit. The house sits on a beautiful farm property, which added a peaceful, private feel to the whole trip. What really stood out was the attention to detail inside the home. While it’s clearly set up as a rental, nothing about it felt generic or thrown together. The furniture and decor were high quality, thoughtfully chosen, and made it feel like we were staying at a friend’s home rather than just another Airbnb. Gabriella, you’ve done a fantastic job creating a warm, inviting space. We’d absolutely come back.
Guest favorite
A charming 1920s stucco home is displayed against a clear blue sky. The exterior features a dark metal roof and large windows, surrounded by a well-maintained lawn and landscaping. Trees in the background indicate the rural setting of the property.
Home in Shelbyville
5 out of 5 average rating, 5 reviews

Hillside view/ bourbon trail fun game room

WillRating, 5 stars4 weeks ago
Our family of four had a wonderful Memorial Day weekend here and would definitely stay here again and recommend to anyone. Very beautiful and peaceful property. Great views, sunrise, sunset. Great lawn for yard games. Fully stocked with plenty of supplies. Kids loved the upstairs bunk room. Everyone loved the game room. We had to contact the host during our stay and she was very quick to respond and take care of our need.
A spacious living area is highlighted by a sectional sofa with decorative pillows. A modern ceiling fan is mounted above, and natural light enters through the nearby door. A small table with a lamp sits next to the sofa, adding functionality to the layout.
Home in Taylorsville
5 out of 5 average rating, 4 reviews

NEW ON SITE! Renovated 3bedrm home - 2King/1Queen

DerekRating, 5 stars1 day ago
The house was amazing. Was in a peaceful location, a nice neighborhood and the interior looked amazing. The host was nice and very responsive. We spent a lot of our time on the covered deck in the back very peaceful at night listening to the frogs and crickets. Great location and a great host.
The charming exterior of the home features a covered porch with two rocking chairs. White trim and decorative touches adorn the front, while a well-maintained lawn and trees provide a peaceful setting. A stone pathway leads to the front door.
Home in Bagdad
4.86 out of 5 average rating, 7 reviews

Convenient to Bourbon Trail, Keeneland and C Downs

LashbrookeRating, 5 stars2 months ago
This is one of our favorite spots, will definitely be rebooking!!!! The home is so relaxing and a nice place to hang out with friends.
A living area featuring two brown leather sofas and a matching armchair, arranged around a round coffee table. Natural light enters through large windows, framed by light curtains. A decorative area rug adds texture to the wooden floor, while a wall-mounted TV completes the space.
Home in Shelbyville
4.74 out of 5 average rating, 65 reviews

NEAR Bourbon Trail! Quiet Neighborhood!

DianneRating, 5 stars3 weeks ago
The house was clean, the beds were comfy, the neighborhood was quiet, and we had adequate space to spread out. Thanks for a great stay!
Guest favorite
A charming outdoor area features a multi-level deck with a bright umbrella over a seating area. Red Adirondack chairs are surrounded by lush greenery and flowering plants. A gazebo with string lights offers a cozy space for relaxation, while a pathway connects various sections of the garden.
Home in Louisville
5 out of 5 average rating, 10 reviews

Red Bridge Retreat

JessicaRating, 5 stars3 weeks ago
What a great getaway! We came for the excitement of the bourbon trail, but it was nice to unwind and relax in the privacy of this home!
Guest favorite
A single-story home with a welcoming front porch is surrounded by well-maintained lawns and shrubs. The structure features multiple windows and a gabled roof, with warm evening light illuminating the exterior. A paved path leads to the entrance, enhancing accessibility.
Home in Simpsonville
5 out of 5 average rating, 11 reviews

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath

JordanRating, 5 stars2 weeks ago
Just stayed at Shalane's Airbnb, and it was fantastic! Super clean, beautifully decorated, and uniquely charming. It felt like a cozy home away from home. Highly recommend if you're looking for a perfect getaway! Can't wait to return! Thank you guys for making our getaway extra special! A huge bonus was the amazing entertainment area outside, beautiful ambiance, hot tub and fire pit area!! AMAZING! 🤩

Private house rentals

The exterior of the home is showcased with a well-maintained brick facade and a pitched roof. A spacious driveway leads to the entrance, framed by manicured landscaping and shrubs. A decorative mailbox stands in front, completing the welcoming appearance.
Home in Louisville

Premier home in Louisville near Valhalla Golf Club

TerriRating, 5 stars13 months ago
Ken and Brenda’s home is absolutely immaculate. Exceeded expectations, I met their grandson as I checked in, incredibly accommodating, could not ask for a better place for our guests to stay. I would definitely stay at their home again. Wonderful experience.
Guest favorite
The exterior of a two-story brick house is shown, featuring a symmetrical design with a covered entryway and large windows. Lush green shrubs frame the front, and a welcoming porch is adorned with seating, providing a view of the manicured lawn.
Home in Simpsonville
5 out of 5 average rating, 17 reviews

Derby Getaway

MarianRating, 5 stars8 months ago
Spacious, beautiful home! Lots of room to relax and spend time with friends while visiting the area.
A spacious house is set on a well-maintained grassy area, framed by trees in the background. A circular driveway leads to the entrance, where manicured shrubs and flower beds provide a natural touch. The home's neutral façade and stone accents blend harmoniously with the surroundings.
Home in Louisville
5 out of 5 average rating, 4 reviews

Southerland Vacation Home

MichaelRating, 5 stars4 months ago
This is a jaw dropping, breath taking, absolutely stunning property!!! Pristine clean, beautiful surroundings, incredibly spacious, lacking nothing! I was deeply moved by Madge’s kindness and generosity when she offered to give us a ride in her four wheel drive vehicle due to inclement weather. She was intentional in communicating with me and making sure everything went smoothly. I don’t have the words to express how comfortable, enjoyable, and pleasant our stay was! What a lovely experience!!! Thank you so much Madge!!!
Guest favorite
The exterior features a two-story white house with a red front door, surrounded by greenery. A concrete pathway leads to the entrance, and a spacious driveway complements the landscape. Soft outdoor lighting highlights the home's contemporary design during dusk.
Home in Simpsonville
4.95 out of 5 average rating, 116 reviews

Comfortable sleek home bourbon trail

PeterRating, 5 stars2 weeks ago
Beautiful, clean, updated home! This was a great choice for our family to use as home-base for our daughter's wedding, which was super close to the venue. It had everything we needed! Since there were a few extra cars in our family, we were still able to work it out, even with a narrow street front. It was comfortable and inviting!
Guest favorite
A large luxury home is showcased with a stone and brick facade. Lush green grass surrounds the property, complemented by well-maintained shrubbery and trees. A slight incline leads to the entryway, which features steps flanked by flowerbeds, all against a clear blue sky.
Home in Louisville
5 out of 5 average rating, 7 reviews

Bourbon trail luxury 4 bdrm getaway!

KarenRating, 5 stars2 weeks ago
We had a wonderful stay and felt more than at home. No detail was left out. I felt like I was staying at a five star resort. There was plenty of room for everyone to have their own space but still have wonderful spots to gather and enjoy each other's company. The home was exceptional in all areas. We would love to stay again and I highly recommend the home to anyone visiting the Louisville area.
Guest favorite
The exterior of a red A-frame house features a sloped roof and large triangular windows, surrounded by well-maintained grass and shrubbery. A driveway leads to the entrance, while clusters of trees add to the natural setting in the background.
Home in Crestwood
4.95 out of 5 average rating, 19 reviews

Private 5 acre A frame

KevinRating, 5 stars9 months ago
Great outdoor space and great entertainment in the basement!
Superhost
The living room features rich blue walls and hardwood flooring, providing a cozy ambiance. Two brown leather armchairs and an orange couch surround a circular coffee table. A modern chandelier hangs above, while framed artwork adds character above the fireplace.
Home in Shelbyville
4.77 out of 5 average rating, 13 reviews

Hot tub* sleeps 10* Fire pit*Come Stay!

TerriRating, 5 stars2 weeks ago
Toni’s home was beautifully decorated and fresh towels on the beds when we arrived. The Hot tub was clean and so nice. We walked to town about 1/2 mile away and shopped in cute boutiques and antique stores. The Bourbon trail was close by and Buffalo Trace was worth the drive - 30 minutes. Claudia Sanders Dinner House was a great pickup order for dinner for our group and breakfast at “The Farm” was great southern cooking.
Guest favorite
The early 1900's home features a charming exterior with green siding and a covered front porch. Two sets of chairs sit on the porch, framed by landscaped greenery and a pathway leading to the entrance. Trees and shrubs complete the inviting outdoor setting.
Home in Shelbyville
5 out of 5 average rating, 24 reviews

Heritage House is a restored 1900's 3 bedroom home

ReginaRating, 5 stars8 months ago
Beautiful Large Home.Very roomy !!!! Extremely clean and supplied. Walking distance to activities/ restaurants/ brewery and very close to Distillery. Nice front porch off street parking ..

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