House vacation rentals in Anderson County
Find and book unique houses on Airbnb
Top-rated house rentals in Anderson County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anderson County house rentals
House rentals with a pool
Home in Lexington
5 out of 5 average rating, 70 reviewsHouse w/private pool & hot tub, dogs ok
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.
Home in Lexington
4.99 out of 5 average rating, 76 reviewsClose to Everything! Beautiful two-story home
Kathy was an amazing host and the house was perfect!
Home in Louisville
5 out of 5 average rating, 14 reviewsLouisville Country Manor - Pool & Pickleball!
The perfect place to stay while visiting the distilleries on the bourbon trail! So much to do at the house during free time and immaculately clean!! we had six couples and easily could’ve had another. So much space and so beautiful!! Brandon was so responsive and kind! The perfect place to stay, would 100% stay again!!
Home in Midway
4.99 out of 5 average rating, 80 reviewsThe Bees Wing
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!
Home in Georgetown
5 out of 5 average rating, 11 reviewsHorse Country at The Palm House-Update Ranch home
Jenni and this home were outstanding. Very clean and like new. Jenni was proactive and very responsive. Would definitely stay here again.
Home in Bagdad
5 out of 5 average rating, 24 reviewsStone Spring Farm Bourbon Trail
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!
Home in Taylorsville
4.86 out of 5 average rating, 35 reviewsThe Cozy Lake Place Cottage 75
Beautiful home, quiet area, just what we needed for our weekend getaway. We would stay here again
Home in Taylorsville
4.9 out of 5 average rating, 105 reviewsKentucky Sunrise 18- Greet the Sun As it Rises
We had a wonderful and relaxing stay. The cabin was perfect for a short getaway and visit to a variety of distilleries. Soaking in the hot tub to start the day with the beautiful view was amazing.
Weekly house rentals
Home in Lawrenceburg
4.95 out of 5 average rating, 245 reviewsBourbon Trail/HOT TUB/3 acres
We enjoyed our stay at Toni's place which was central in the heart of the bourbon trail. The place was as advertised, modernized with many amenities. we particularly enjoyed using the vinyl record player and wood burning heater. Instructions were very clear and Toni was responsive. Overall, a positive experience despite having to leave early due to a family emergency.
Home in Lawrenceburg
4.99 out of 5 average rating, 113 reviewsCottage On Crooked Creek
Beautiful new cabin. Rooms were extra spacious. All the amenities of home, Would stay again
Home in Lawrenceburg
5 out of 5 average rating, 10 reviewsHot Tub, Games & Sauna at Bourbon Trail Escape!
Heather was an amazing host, and this spot was fantastic for our family Thanksgiving trip. The open floor plan and ample seating was helpful for all being together even if we were in different "rooms" (dining room vs kitchen vs living room, etc). The location was peaceful and private, and we loved the coffee shop near the entrance of the neighborhood. Heather made us feel right at home, and the various amenities were very thoughtful. Comfy beds, large kitchen, and close to Bourbon Trail spots. Would love to come back and stay here the next time we are in town! Highly recommend.
Home in Lawrenceburg
4.88 out of 5 average rating, 17 reviewsThe Fairview!
This place was amazing! We had so much room to do anything we wanted during a busy wedding week. Highly recommend!
Home in Lawrenceburg
4.98 out of 5 average rating, 63 reviewsBourbon Barrel Cottages #4 on Ky. Bourbon Trail
Our stay at Bourbon Barrel Cottages was everything we hoped for & more. Angie & Jay are amazing hosts who have thought about every detail to make these cottages the perfect place for enjoying a weekend on the Bourbon Trail. Jay had excellent recommendations for us when we were deciding which distilleries to visit & helped book tours for us. The cottage itself was super clean & extra cozy with holiday decorations & all the amenities we needed. We particularly appreciated the hot tub on cold nights, the fully stocked kitchen with snacks, coffee, & everything we needed to be able to cook meals, & being able to buy farm fresh eggs on site. We also loved that Angie & Jay are so welcoming of dogs. We had our two large pups with us & they loved talking walks around the property (there is also an incredible dog park nearby in Lawrenceburg that we visited multiple times for off-leash time.) Can’t wait to visit here again!
Home in Lawrenceburg
5 out of 5 average rating, 24 reviewsStave 32 “Bourbon Trail Retreat”
What a great place to stay in Kentucky near the bourbon trail. Very convenient and awesome outdoor area. House was very clean and well stocked. We loved the bourbon theme decor too! Michael was extremely nice and helpful during our entire stay. Highly recommend!
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviewsBourbon Trail Lake House Fire Pit Fireplace Canoe
Courtney is always very responsive with problems and was flexible with our needs. Thankful for this private retreat. The otters are always a delight!
Home in Lawrenceburg
4.86 out of 5 average rating, 21 reviewsKentucky Bourbon Bungalow
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
Home in Lawrenceburg
4.87 out of 5 average rating, 99 reviewsBourbon Trail/8 mins to distilleries/Fenced Yard
We had another wonderful stay at Patricia's! Already looking forward to our next visit.
Home in Lawrenceburg
4.95 out of 5 average rating, 245 reviewsBourbon Trail/HOT TUB/3 acres
We enjoyed our stay at Toni's place which was central in the heart of the bourbon trail. The place was as advertised, modernized with many amenities. we particularly enjoyed using the vinyl record player and wood burning heater. Instructions were very clear and Toni was responsive. Overall, a positive experience despite having to leave early due to a family emergency.
Home in Lawrenceburg
4.99 out of 5 average rating, 113 reviewsCottage On Crooked Creek
Beautiful new cabin. Rooms were extra spacious. All the amenities of home, Would stay again
Home in Lawrenceburg
5 out of 5 average rating, 10 reviewsHot Tub, Games & Sauna at Bourbon Trail Escape!
Heather was an amazing host, and this spot was fantastic for our family Thanksgiving trip. The open floor plan and ample seating was helpful for all being together even if we were in different "rooms" (dining room vs kitchen vs living room, etc). The location was peaceful and private, and we loved the coffee shop near the entrance of the neighborhood. Heather made us feel right at home, and the various amenities were very thoughtful. Comfy beds, large kitchen, and close to Bourbon Trail spots. Would love to come back and stay here the next time we are in town! Highly recommend.
Home in Lawrenceburg
4.98 out of 5 average rating, 63 reviewsBourbon Barrel Cottages #4 on Ky. Bourbon Trail
Our stay at Bourbon Barrel Cottages was everything we hoped for & more. Angie & Jay are amazing hosts who have thought about every detail to make these cottages the perfect place for enjoying a weekend on the Bourbon Trail. Jay had excellent recommendations for us when we were deciding which distilleries to visit & helped book tours for us. The cottage itself was super clean & extra cozy with holiday decorations & all the amenities we needed. We particularly appreciated the hot tub on cold nights, the fully stocked kitchen with snacks, coffee, & everything we needed to be able to cook meals, & being able to buy farm fresh eggs on site. We also loved that Angie & Jay are so welcoming of dogs. We had our two large pups with us & they loved talking walks around the property (there is also an incredible dog park nearby in Lawrenceburg that we visited multiple times for off-leash time.) Can’t wait to visit here again!
Home in Lawrenceburg
4.93 out of 5 average rating, 28 reviewsBourbon Trail Lake House Fire Pit Fireplace Canoe
Courtney is always very responsive with problems and was flexible with our needs. Thankful for this private retreat. The otters are always a delight!
Home in Lawrenceburg
4.86 out of 5 average rating, 21 reviewsKentucky Bourbon Bungalow
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.
Home in Lawrenceburg
5 out of 5 average rating, 24 reviewsStave 32 “Bourbon Trail Retreat”
What a great place to stay in Kentucky near the bourbon trail. Very convenient and awesome outdoor area. House was very clean and well stocked. We loved the bourbon theme decor too! Michael was extremely nice and helpful during our entire stay. Highly recommend!
Destinations to explore
- Lighthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- Earth house rentals United States
- Guesthouse rentals United States
- Lakehouse rentals Cincinnati
- Townhouse rentals Cincinnati
- House rentals Cincinnati
- Guesthouse rentals Louisville
- House rentals Louisville
- Townhouse rentals Louisville
- Townhouse rentals Lexington
- Guesthouse rentals Lexington
- House rentals Lexington
- Townhouse rentals Kentucky
- Treehouse rentals Kentucky
- Tiny house rentals Kentucky
- Lakehouse rentals Kentucky
- House rentals Kentucky
- Guesthouse rentals Kentucky
- Monthly Rentals Anderson County
- Rentals with a fire pit Anderson County
- Rentals with a fireplace Anderson County
- Kid-friendly rentals Anderson County
- Pet-friendly rentals Anderson County
- Family-friendly rentals Anderson County
- Rentals with a patio Anderson County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes