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House vacation rentals in Anderson County

Find and book unique houses on Airbnb

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Popular amenities for Anderson County house rentals

House rentals with a pool

Top guest favourite
Home in Lexington
5 out of 5 average rating, 70 reviews

House w/private pool & hot tub, dogs ok

BetsyRating, 5 stars4 months ago
Better than expected. Fantastic and well-stocked kitchen - everything we needed for a full Thanksgiving feast. So many thoughtful details for a comfortable stay. Hot tub and backyard were awesome. Nice walkable neighborhood. Close to all things horses and handy to downtown. Highly recommend and will definitely stay again when in town.
Top guest favourite
Home in Lexington
4.99 out of 5 average rating, 77 reviews

Close to Everything! Beautiful two-story home

JamesRating, 5 stars3 months ago
It was a real home not the usual stuff you see on the apps. 2 fireplaces , huge outdoors and clean as could be. It was a perfect space inside and outside especially for the holidays. Definitely worth it.
Guest favourite
Home in Midway
4.99 out of 5 average rating, 82 reviews

The Bees Wing

MadisonRating, 5 stars1 week ago
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!
Top guest favourite
Home in Georgetown
5 out of 5 average rating, 14 reviews

Horse Country at The Palm House-Update Ranch home

EileenRating, 5 stars2 weeks ago
This house is fantastic. Comfortable beds, extremely clean, stocked kitchen utensils, and great instructions for everything in the house. This is a very nice neighborhood and we felt extremely safe. Close to restaurants and shopping. The house exceeded our expectations.
Top guest favourite
Home in Bagdad
5 out of 5 average rating, 26 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

SeanRating, 5 stars5 days ago
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!!
Superhost
Home in Taylorsville
4.84 out of 5 average rating, 43 reviews

The Cozy Lake Place Cottage 75

ZachRating, 5 stars4 weeks ago
Great place for a relaxing getaway with friends!
Guest favourite
Home in Taylorsville
4.89 out of 5 average rating, 113 reviews

Kentucky Sunrise 18- Greet the Sun As it Rises

MartinRating, 5 stars1 week ago
Always a great stay. Easy access, beautiful view across the lake and close to our kids! Win win
Guest favourite
Home in Lexington
4.86 out of 5 average rating, 35 reviews

Luxe-Heated Pool-HotTub-Bar-GameRm-Slps 10-Dogs OK

HannahRating, 5 stars1 week ago
Absolutely perfect stay! This Airbnb in Lexington, Kentucky exceeded all our expectations. The service was outstanding—every detail was thoughtfully prepared and communication was seamless from start to finish. The house itself was spotless, beautifully decorated, and fully stocked with everything we needed for a comfortable and relaxing visit. From the cozy beds to the well-equipped kitchen, it truly felt like a home away from home. We’ll definitely be back and highly recommend this place to anyone looking for a top-notch stay in Lexington!

Weekly house rentals

Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 261 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

DonnaRating, 5 stars3 weeks ago
Super cute house. Loved the horse decor. Comfortable and close to town. There is a bit of road noise.
Guest favourite
Home in Lawrenceburg
4.87 out of 5 average rating, 101 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars3 months ago
Patricia’s home was simply outstanding! We stayed for Christmas break and we arrived to a tastefully decorated and welcoming space to call “home” for our trip to see family. Our pups appreciated the fenced in back yard, as well! We were thankful for a wonderful experience!!
Top guest favourite
Home in Lawrenceburg
4.98 out of 5 average rating, 131 reviews

Cottage On Crooked Creek

TheaRating, 5 starstoday
We arrived late but was still able to enjoy the firepit because the host provided firewood that is easily purchased. They also had snacks and a welcome message for us. They obviously care about their guests! The cabin was surrounded by nature and beauty and even though we just stayed a night, our family made beautiful memories here.
Top guest favourite
Home in Lawrenceburg
5 out of 5 average rating, 17 reviews

Hot Tub, Games & Sauna at Bourbon Trail Escape!

HarrisonRating, 5 stars5 days ago
Heather’s place was perfect for our trip to Keeneland and the bourbon trail. She communicated very well and the check in and out processes were super easy. The place was described accurately and it met all of our needs!
Superhost
Home in Lawrenceburg
5 out of 5 average rating, 3 reviews

NEW 4 BR | Wild Turkey | Four Roses | Deck+Grill

JonathanRating, 5 stars5 days ago
Had a great stay. Location was very convenient to a number of distilleries. House is awesome with tons of amenities.
Guest favourite
Home in Lawrenceburg
4.99 out of 5 average rating, 70 reviews

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

MeganRating, 5 stars3 weeks ago
We stayed one night in the cabin on our way home from Gatlinburg. It was the favorite part of our trip! The cabin was beautiful, thoughtfully stocked with everything we could need. Beautiful and secluded surroundings. We will be back for sure!
Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviews

Memorial Day Bourbon Trail Lakefront FirePit Kayak

BellamyRating, 5 stars5 months ago
Courtney is always very responsive with problems and was flexible with our needs. Thankful for this private retreat. The otters are always a delight!
Superhost
Home in Lawrenceburg
4.87 out of 5 average rating, 23 reviews

Kentucky Bourbon Bungalow

DewaldRating, 5 stars1 month ago
Loved our stay, house was very well equipped. Friendly and responsive hosts

Private house rentals

Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 261 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

DonnaRating, 5 stars3 weeks ago
Super cute house. Loved the horse decor. Comfortable and close to town. There is a bit of road noise.
Guest favourite
Home in Lawrenceburg
4.87 out of 5 average rating, 101 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars3 months ago
Patricia’s home was simply outstanding! We stayed for Christmas break and we arrived to a tastefully decorated and welcoming space to call “home” for our trip to see family. Our pups appreciated the fenced in back yard, as well! We were thankful for a wonderful experience!!
Top guest favourite
Home in Lawrenceburg
4.98 out of 5 average rating, 131 reviews

Cottage On Crooked Creek

TheaRating, 5 starstoday
We arrived late but was still able to enjoy the firepit because the host provided firewood that is easily purchased. They also had snacks and a welcome message for us. They obviously care about their guests! The cabin was surrounded by nature and beauty and even though we just stayed a night, our family made beautiful memories here.
Top guest favourite
Home in Lawrenceburg
5 out of 5 average rating, 17 reviews

Hot Tub, Games & Sauna at Bourbon Trail Escape!

HarrisonRating, 5 stars5 days ago
Heather’s place was perfect for our trip to Keeneland and the bourbon trail. She communicated very well and the check in and out processes were super easy. The place was described accurately and it met all of our needs!
Guest favourite
Home in Lawrenceburg
4.99 out of 5 average rating, 70 reviews

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

MeganRating, 5 stars3 weeks ago
We stayed one night in the cabin on our way home from Gatlinburg. It was the favorite part of our trip! The cabin was beautiful, thoughtfully stocked with everything we could need. Beautiful and secluded surroundings. We will be back for sure!
Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviews

Memorial Day Bourbon Trail Lakefront FirePit Kayak

BellamyRating, 5 stars5 months ago
Courtney is always very responsive with problems and was flexible with our needs. Thankful for this private retreat. The otters are always a delight!
Superhost
Home in Lawrenceburg
4.87 out of 5 average rating, 23 reviews

Kentucky Bourbon Bungalow

DewaldRating, 5 stars1 month ago
Loved our stay, house was very well equipped. Friendly and responsive hosts
Superhost
Home in Lawrenceburg
4.88 out of 5 average rating, 144 reviews

"The Homestead" UPSCALE STAY - Downtown with Yard

SusanRating, 5 stars1 week ago
The Homestead was a great place to stay for a long weekend! The house was clean and comfortable and had the amenities we needed right down to coffee in the cupboard. Allen was super responsive to any questions we had during the stay. The house was within walking distance to town (just a couple of blocks) and there are some great shops to browse. Just a note that Heavens to Betsy is closed until May. We spent a couple of days on the Bourbon Trail and didn’t have a drive more than 35 minutes to any of the distilleries we visited. There is a Walmart within 5 minutes from the house and a fantastic Mexican restaurant, Casa Bonita. Wish we could have used the fire pit in the backyard, but our stay was during the almost biblical rains, so we had very little outdoor time. Thank you again Allen - we’ll definitely be back!

Destinations to explore