
House vacation rentals in Shelby County
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Top-rated house rentals in Shelby County
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Popular amenities for Shelby County house rentals
House rentals with a pool

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
I have to say I had high hopes for our stay with everything in the photos, and even so my expectations were blown out of the water. It's no exaggeration to say this is my favorite airbnb I've stayed at, and the whole experience was so smooth thanks to Kaeley. The house itself is really cozy and modern, and the pool, speakeasy and the YMCA (as we called it) kept us entertained all weekend. I really couldn't recommend this stay any higher. Hoping to be back one day.

Private Country Getaway 20min to Louisville w/Pool
This is a great place to stay, peaceful and quiet! Pool, hot tub, and bar came in handy when relaxing The margarita maker was clutch lol Dustin is always responsive when needed!

The Bees Wing
My group had such a great time! Looked exactly like the photos and had so much room! Everything worked great and I loved all the hot water even when we all took showers! There was lots of extras in the pantry like games seasoning cups and plates that were very helpful and a good set of condiments! Such an adorable lace and definitely would stay again next time we go to keen land! It was to cold outside for us the truly enjoy the pool but it looked lovely!

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/
Great place! Lots of activities at the house. Clean & Tyler was very communicative!

Stay at Peppermint Cottage in Norton Commons!
This was by far the best AirBnB my family has ever stayed in! From check-in to check-out Nicole was such a perfect host. The amenities at the peppermint cottage were absolutely perfect and all of the children’s items were SO helpful! We had the best week and will absolutely try to stay here again when in the area!

Private Estate on Bourbon Trail w/ Beautiful Pool
Spent the weekend for a bachelor party, this property was amazing!! Super private, plenty of space and great amenities. Our host had such great recommendations for distilleries, places to eat, and golf. Just an amazing stay and an amazing home. If you are looking for a place to stay along the bourbon trail, do yourself a favor and book this one!!

The Cozy Lake Place Cottage 75
Great stay for a quick vacation.

Restful Bourbon Trail Lodge with Pool and Hot Tub
It was perfect for our needs. Very clean and close to 3 distilleries. The kitchen is well stocked with pots pans bakewear etc, and clean. bedrooms and baths are clean and comfortable. The hot tub and pool were clean and ready for us with plenty of space outside to sit and relax. over all it was a great location and very well taken care of.
Weekly house rentals

The Country Pleasure Farm
This is a fabulous place. Gabriella has thought of everything! The home is newly remodeled and not only beautiful but so comfortable. She has thought of every amenity! This location is central to Louisville, Frankfort and Lexington making the Bourbon Trail Distilleries easy to visit! Many great restaurants in easy driving distance. I definitely would love to visit again!

The Knob in Shelbyville
This was a great place for five of us enjoying the bourbon trail. It is within 30 minutes of Buffalo Trace and Louisville, and an hour from Bardstown. Really enjoyed the back porch. Cooked dinner 3 nights and it felt at home. There is plenty of cooking pots/pans/utensils. Mark is a great host and was responsive.

Southerland Vacation Home
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!!!

Derby Getaway
Paula’s place was great! She left us bourbon chocolates, rain ponchos and an extra phone charger to borrow for the derby! Thankfully we didn’t need to use the ponchos!

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
This place was a little bit of heaven and it was extremely clean and just as discribed in the listing. And the backyard was amazing. It is perfect for couples or families with plenty of room. My husband and I really had a peaceful stay and we really got to relax after having very busy lives. I highly recommend this rental. if I could have given this rental more than five stars I would have

Hillside view/ bourbon trail fun game room
Jamie was wonderful at answering questions quickly, helping with checkin promptly, and the home was exactly as described. Kitchen has all tools needed for cooking. Bedrooms and bathrooms all fully stocked with fresh linens, soaps, & Q-tips. Home is charming with plenty of room inside and out.

Private 5 acre A frame
Everything was clean and we had an amazing time in the pool. We loved this place so much we will be visiting again.
Private house rentals

Charming Home in Historic Downtown Shelbyville
Location was very convenient between Frankfort and Louisville. Easy to find the house. Street parking was not an issue. House was comfortable and exactly as described. We didn’t cook in the house so I can’t make any comments about the kitchen but it appeared to be well stocked. Coffee shops and Mexican restaurants very close to the house were amazing. Will stay here again for sure. Host could not of communicated faster. A+ rating!!

Countryside Getaway
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!!

Pool*HOT TUB*Bourbon Trail
Amazing place, would stay here again, thank you Tony!

Comfortable sleek home bourbon trail
Great place to stay. Very clean, 3 full bedrooms and 2 full baths. Book it!

Derby Bourbon Trail Classic
My family enjoyed the stay at this home very much. There was plenty of space and more than enough bedrooms. The home was well equipped with everything they needed to have away from home. My daughter said she would highly recommend this home to travelers visiting Shelbyville, Louisville and Lexington areas for the various activities and events in Kentucky.

Country Living
What a fantastic week at EHfarms! It was perfectly set in the rolling hills of Kentucky. It was a beautiful farm that was great for the dogs! I needed a quiet country place and I would go back in a heartbeat.

Bass N Bourbon Retreat - Lakefront * Bourbon Trail
The home was spacious, clean and well kept. We especially enjoyed the deck and picture window overlooking the lake. A great spot for 2 couples to relax and enjoy what Kentucky has to offer. Very close proximity to the Bulleit Distillery, which held its Autumn Fest during our stay. Highly recommend

Bourbon Trail Country Getaway
Just the kind of place you hate to leave! “The Old Farmhouse” has been meticulously restored, and beautifully furnished. It’s situated on a quiet road, surrounded by farmland. We so enjoyed watching the cows graze from the front porch swing. The kitchen is spacious and had everything we needed for cooking, and then some! Beds were very comfortable, with quality linens and the entire home was squeaky clean. What a delightful stay!
Destinations to explore
- Rentals with a fire pit Shelby County
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- Family-friendly rentals Shelby County
- Rentals with a hot tub Shelby County
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- Rupp Arena
- Ark Encounter
- Kentucky Horse Park
- Big Four Bridge
- Buffalo Trace Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- River Run Family Water Park
- Waterfront Park
- Old Fort Harrod State Park
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Angel's Envy Distillery
- Idle Hour Country Club
- Anderson Dean Community Park
- Turtle Run Winery
- Big Spring Country Club
- Hurstbourne Country Club
- Valhalla Golf Club
- Evan Williams Bourbon Experience
- Charlestown State Park
- Muhammad Ali Center
- Frazier History Museum