House vacation rentals in Anderson County

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Popular amenities for Anderson County house rentals

House rentals with a pool

Guest favorite

Home in Lexington

5 out of 5 average rating, 70 reviews

House w/private pool & hot tub, dogs ok

BetsyRating, 5 stars1 month 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.
Guest favorite

Home in Lexington

4.99 out of 5 average rating, 77 reviews

Close to Everything! Beautiful two-story home

JamesRating, 5 stars4 weeks 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 favorite

Home in Midway

4.99 out of 5 average rating, 80 reviews

The Bees Wing

MelanyRating, 5 stars3 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!
Guest favorite

Home in Georgetown

5 out of 5 average rating, 11 reviews

Horse Country at The Palm House-Update Ranch home

GaryRating, 5 stars2 months ago
Jenni and this home were outstanding. Very clean and like new. Jenni was proactive and very responsive. Would definitely stay here again.
Guest favorite

Home in Lexington

4.84 out of 5 average rating, 171 reviews

Silver Streak Ranch - Horse Hideaway

HannahRating, 5 stars3 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!
Guest favorite

Home in Bagdad

5 out of 5 average rating, 24 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

Pamela AnnRating, 5 stars3 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!
Superhost

Home in Taylorsville

4.83 out of 5 average rating, 36 reviews

The Cozy Lake Place Cottage 75

LatashaRating, 5 stars2 months ago
Beautiful home, quiet area, just what we needed for our weekend getaway. We would stay here again
Guest favorite

Home in Taylorsville

4.9 out of 5 average rating, 106 reviews

Kentucky Sunrise 18- Greet the Sun As it Rises

SaraRating, 5 stars1 month ago
Kentucky Sunrise is an adorable cottage with a lovely view of the lake! My husband and I had a fantastic stay at Suzanne's cottage - we felt at home the minute we walked in the door. The kitchen was well stocked with the things needed for cooking and had plenty of towels and bed linens. Most importantly, the cottage was so clean and comfortable. Edgewater Resort was a fantastic location. It is central to the distilleries and lots of great restaurants, and necessities such as gas, groceries, and liquor are all within a few minutes of the cottage. Suzanne was quick to respond and provided clear instructions for check in/check out. Thanks for sharing Kentucky Sunrise with us!

Weekly house rentals

Guest favorite

Home in Lawrenceburg

4.94 out of 5 average rating, 249 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

LoriRating, 5 stars4 weeks ago
The house was perfect for our family Christmas trip! Toni put up a Christmas tree and other decorations to really give it a homey holiday feel. The house is private, easily accessible, and right in the middle of many great activities. Thank you so much for letting us stay in your beautiful home!
Guest favorite

Home in Lawrenceburg

4.87 out of 5 average rating, 100 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars1 month 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!!
Guest favorite

Home in Lawrenceburg

4.97 out of 5 average rating, 118 reviews

Cottage On Crooked Creek

BobRating, 5 stars2 weeks ago
Cottage was a great spot for a quick weekend Bourbon Trail trip with the boys. Lorie and James were very accommodating and flexible. Well stocked kitchen, clean bathrooms and comfy beds. Highly recommend this cottage if you're looking for a peaceful, relaxing getaway!
Guest favorite

Home in Lawrenceburg

5 out of 5 average rating, 13 reviews

Hot Tub, Sauna & Games at Bourbon Trail Escape!

HiromiRating, 5 stars5 days 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!
Guest favorite

Home in Lawrenceburg

4.88 out of 5 average rating, 17 reviews

The Fairview!

JackRating, 5 stars3 months ago
This place was amazing! We had so much room to do anything we wanted during a busy wedding week. Highly recommend!
Guest favorite

Home in Lawrenceburg

4.99 out of 5 average rating, 69 reviews

Bourbon Barrel Cottages #4 on Ky. Bourbon Trail

GronemanRating, 5 stars3 weeks ago
Beautiful property and very great attention to detail to make you feel welcome!
Guest favorite

Home in Lawrenceburg

5 out of 5 average rating, 27 reviews

Stave 32 “Bourbon Trail Retreat”

LindseyRating, 5 stars6 days ago
Our stay at Stave32 was everything we needed for a bourbon-filled weekend! The location couldn’t have been more perfect—just a short drive to Wild Turkey, Woodford Reserve, Buffalo Trace, Four Roses, and Castle & Key. They even accommodated our early check-in request so we could drop off our pup and make it to a distillery tour on time, which was such a thoughtful touch.The space itself was clean, cozy, and felt like a little home away from home. We’d definitely return for another bourbon trail adventure!
Guest favorite

Home in Lawrenceburg

4.93 out of 5 average rating, 28 reviews

Bourbon Trail Lake House Fire Pit Fireplace Canoe

BellamyRating, 5 stars2 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!

Private house rentals

Guest favorite

Home in Lawrenceburg

4.94 out of 5 average rating, 249 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

LoriRating, 5 stars4 weeks ago
The house was perfect for our family Christmas trip! Toni put up a Christmas tree and other decorations to really give it a homey holiday feel. The house is private, easily accessible, and right in the middle of many great activities. Thank you so much for letting us stay in your beautiful home!
Guest favorite

Home in Lawrenceburg

4.87 out of 5 average rating, 100 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

ShannonRating, 5 stars1 month 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!!
Guest favorite

Home in Lawrenceburg

4.97 out of 5 average rating, 118 reviews

Cottage On Crooked Creek

BobRating, 5 stars2 weeks ago
Cottage was a great spot for a quick weekend Bourbon Trail trip with the boys. Lorie and James were very accommodating and flexible. Well stocked kitchen, clean bathrooms and comfy beds. Highly recommend this cottage if you're looking for a peaceful, relaxing getaway!
Guest favorite

Home in Lawrenceburg

5 out of 5 average rating, 13 reviews

Hot Tub, Sauna & Games at Bourbon Trail Escape!

HiromiRating, 5 stars5 days 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!
Guest favorite

Home in Lawrenceburg

4.99 out of 5 average rating, 69 reviews

Bourbon Barrel Cottages #4 on Ky. Bourbon Trail

GronemanRating, 5 stars3 weeks ago
Beautiful property and very great attention to detail to make you feel welcome!
Guest favorite

Home in Lawrenceburg

4.93 out of 5 average rating, 28 reviews

Bourbon Trail Lake House Fire Pit Fireplace Canoe

BellamyRating, 5 stars2 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, 21 reviews

Kentucky Bourbon Bungalow

JohnRating, 5 stars1 month 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.
Guest favorite

Home in Lawrenceburg

5 out of 5 average rating, 27 reviews

Stave 32 “Bourbon Trail Retreat”

LindseyRating, 5 stars6 days ago
Our stay at Stave32 was everything we needed for a bourbon-filled weekend! The location couldn’t have been more perfect—just a short drive to Wild Turkey, Woodford Reserve, Buffalo Trace, Four Roses, and Castle & Key. They even accommodated our early check-in request so we could drop off our pup and make it to a distillery tour on time, which was such a thoughtful touch.The space itself was clean, cozy, and felt like a little home away from home. We’d definitely return for another bourbon trail adventure!

Destinations to explore