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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 stars3 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 stars2 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, 80 reviews

The Bees Wing

MelanyRating, 5 stars4 months ago
We loved this Victorian home full of character! The beds were comfortable as were the gathering room couches. (Yes a new loveseat not shown in the pictures). The back porch was perfect for relaxing any time of the day and we used the table out there for meals too. We sat in the back yard to stargaze. The kitchen was extremely well stocked!! It is just delightful when a host/hostess takes the “B and B” part of this traditionally - with some breakfast items available! SO nice! 😊 We had some trouble with the shared bathroom not draining but were able to get it resolved. Great communication with our hosts! We loved the location- one block off the main strip of shops and restaurants in Midway! And as stated 15 - 20 mins to at least 3 distilleries, more cute shops in Versailles and to Keenland. Only about 30 mins into Lexington. Just perfect!
Top guest favourite
Home in Georgetown
5 out of 5 average rating, 13 reviews

Horse Country at The Palm House-Update Ranch home

AngieRating, 5 stars1 month ago
Jenni’s house was the perfect place to gather, relax and enjoy our family time in KY. Jenni should write a “How To” book for Airbnb hosts! Jenni started communication prior to our arrival which was not only helpful, but made me comfortable if/when I needed to reach out during our stay. Next, not only is this house perfectly decorated (looks exactly like the photos), but it is perfectly appointed as well! I have been to Airbnb’s that either have nothing or the absolute bare minimum with regard to things like, kitchen accessories…even utensils! NOT this house! We made three big dinners during our stay and we had EVERYTHING we needed to cook a full spread each time-there’s an air fryer, a crock pot, frying pans, cookie sheets, baking dishes, oven mitts (yes, I stayed in a house once that did not have oven mitts…and I didn’t even realize it until I needed to take something OUT of the oven). I could go on and on, and would, but I’m out of space. Thank you for an amazing stay!
Guest favourite
Home in Lexington
4.84 out of 5 average rating, 171 reviews

Silver Streak Ranch - Horse Hideaway

HannahRating, 5 stars4 months ago
Loved our stay at Deb’s. Excellent location and tons of amenities! Huge plus for being pet friendly. Our pup felt right at home!
Top guest favourite
Home in Bagdad
5 out of 5 average rating, 24 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

Pamela AnnRating, 5 stars4 months ago
This house was PERFECT! There was plenty to do or just relax and enjoy the property. It is very close to distilleries, wineries and restaurants. We hope to visit again sometime!
Guest favourite
Home in Taylorsville
4.84 out of 5 average rating, 38 reviews

The Cozy Lake Place Cottage 75

SamuelRating, 5 stars1 month ago
Ideal experience for an Airbnb
Guest favourite
Home in Taylorsville
4.9 out of 5 average rating, 110 reviews

Kentucky Sunrise 18- Greet the Sun As it Rises

Nadia DianaRating, 5 stars3 weeks ago
Beautiful place to stay, would definitely come back. She was very helpful and so nice to us.

Weekly house rentals

Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 254 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

MicahRating, 5 stars3 weeks ago
Everything was exactly as described. Right on the bourbon trail and close travel between it all. A great spot to stay in between multiple locations. The space felt ginormous too. We loved being able to have multiple areas for rest and relaxation. Had space to watch TV, eat, and play games, then the front part is perfect for lounging. The porch/chairs and natural light make it the perfect space to lounge and chat. If going out is your thing, it’s still possible with a great private spot to end at. The hot tub was perfect. Warm, clean, and fresh. Usually an issue at hotels, but not here. It was sublime. Couldn’t recommend it more.
Guest favourite
Home in Lawrenceburg
4.87 out of 5 average rating, 100 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars2 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, 123 reviews

Cottage On Crooked Creek

HopeRating, 5 stars1 week ago
We greatly enjoyed our stay while visiting a few local distilleries. The house was super clean, comfortable and exactly as described. Lori, was communicative and friendly. I would highly suggest that you stay here while visiting bourbon country
Top guest favourite
Home in Lawrenceburg
5 out of 5 average rating, 14 reviews

Hot Tub, Sauna & Games at Bourbon Trail Escape!

HiromiRating, 5 stars1 month ago
Our group of 8 of us had a fantastic time staying at Heather’s place in Lawrenceburg. Great location as home-base for visiting many distilleries. Thank you for letting us stay at your lovely home - very comfortable with a big kitchen and dining area to accommodate our group. Would return again!
Top guest favourite
Home in Lawrenceburg
4.99 out of 5 average rating, 69 reviews

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

GronemanRating, 5 stars2 months ago
Beautiful property and very great attention to detail to make you feel welcome!
Top guest favourite
Home in Lawrenceburg
5 out of 5 average rating, 29 reviews

Stave 32 “Bourbon Trail Retreat”

DianeRating, 5 stars2 weeks ago
We had a great stay. Michael was a great host and the location was perfect for visiting the local distilleries. The house was as described, welcoming and very comfortable (the beds were amazing). Unfortunately with the snow we weren't able to enjoy the firepit and back yard but plan to come back when the weather improves.
Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviews

Bourbon Trail Lake House Fire Pit Fireplace Kayaks

BellamyRating, 5 stars4 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
4.86 out of 5 average rating, 22 reviews

Kentucky Bourbon Bungalow

JohnRating, 5 stars2 months ago
Great place to stay while we did the bourbon trail, very centrally located between some great distilleries, felt at home while we were there. Katie’s a great host and very communicative.

Private house rentals

Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 254 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

MicahRating, 5 stars3 weeks ago
Everything was exactly as described. Right on the bourbon trail and close travel between it all. A great spot to stay in between multiple locations. The space felt ginormous too. We loved being able to have multiple areas for rest and relaxation. Had space to watch TV, eat, and play games, then the front part is perfect for lounging. The porch/chairs and natural light make it the perfect space to lounge and chat. If going out is your thing, it’s still possible with a great private spot to end at. The hot tub was perfect. Warm, clean, and fresh. Usually an issue at hotels, but not here. It was sublime. Couldn’t recommend it more.
Guest favourite
Home in Lawrenceburg
4.87 out of 5 average rating, 100 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars2 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, 123 reviews

Cottage On Crooked Creek

HopeRating, 5 stars1 week ago
We greatly enjoyed our stay while visiting a few local distilleries. The house was super clean, comfortable and exactly as described. Lori, was communicative and friendly. I would highly suggest that you stay here while visiting bourbon country
Top guest favourite
Home in Lawrenceburg
5 out of 5 average rating, 14 reviews

Hot Tub, Sauna & Games at Bourbon Trail Escape!

HiromiRating, 5 stars1 month ago
Our group of 8 of us had a fantastic time staying at Heather’s place in Lawrenceburg. Great location as home-base for visiting many distilleries. Thank you for letting us stay at your lovely home - very comfortable with a big kitchen and dining area to accommodate our group. Would return again!
Top guest favourite
Home in Lawrenceburg
4.99 out of 5 average rating, 69 reviews

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

GronemanRating, 5 stars2 months ago
Beautiful property and very great attention to detail to make you feel welcome!
Superhost
Home in Lawrenceburg
5 out of 5 average rating, 3 reviews

Close to ALL main distilleries Bourbon Trl HOT TUB

BethRating, 5 stars1 month ago
This is the top AirBnB stay that I’ve had. My friends and I enjoyed a weekend in Angie and Jay’s large home that had equal parts quiet space and bedrooms and communal space for hanging out and dining together. We enjoyed the hot tub, movie room, and fully equipped kitchen. It was a bit snowy during our stay and our hosts salted the walkways and cleared the long driveway immediately! The home was very clean and had lovely decor. We are already planning a return trip.
Guest favourite
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviews

Bourbon Trail Lake House Fire Pit Fireplace Kayaks

BellamyRating, 5 stars4 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
4.86 out of 5 average rating, 22 reviews

Kentucky Bourbon Bungalow

JohnRating, 5 stars2 months ago
Great place to stay while we did the bourbon trail, very centrally located between some great distilleries, felt at home while we were there. Katie’s a great host and very communicative.

Destinations to explore