Family-friendly vacation rentals in Anderson County

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Popular amenities for Anderson County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A two-story cottage features a welcoming red front door and a spacious porch with wooden steps leading up. The exterior showcases grey siding surrounded by lush green grass and shrubbery, while a colorful community playground is visible in the background.
Cottage in Taylorsville
4.79 out of 5 average rating, 133 reviews

Anchor Rental

AlexRating, 5 stars1 month ago
Went to the Kentucky Derby with a group of friends. He graciously left us a derby care package at check-in. This place was perfect for 8 guys who just were looking for a place to sleep and have a BBQ in the driveway. Pillows could use an upgrade, and the closet in the bunk bed room had games and toys thrown about, but overall a good place to stay and worth the money of the rental.
Guest favorite
A charming two-bedroom cottage is displayed, featuring a combination of gray siding and a peaked roof. The front porch is accessible via a small set of steps, surrounded by manicured grass and shrubs. Nearby trees provide a touch of greenery against a clear blue sky.
Cottage in Taylorsville
4.9 out of 5 average rating, 125 reviews

Best view of the lake two bed two bath cottage #4

LillyRating, 5 stars2 weeks ago
Had a very nice time here, enjoyed the hot tub and watching T.V.
The living area features cozy seating arrangements, including two sofas, one with a throw blanket draped across it. A stone fireplace acts as a focal point under a mounted television. Light filters in through a window adorned with sheer curtains, enhancing the warm atmosphere.
Cottage in Taylorsville
4.69 out of 5 average rating, 74 reviews

"On the Rocks" Bourbon Trail Getaway

DavidRating, 5 stars1 month ago
We loved our stay here and Cliff was wonderful. We were three couples and there was plenty of room. This house is larger than it appears from the pictures. We had an issue with the gate code being different than what we were given but Cliff was instantly available, very nice, and got us in. It's a beautiful home and we'd stay there again. Very quiet, places to walk, and clean. I think if you switched the bunk beds with a Queen sized bed from downstairs it would be set up better for Adult couples. Thanks so much for our stay and we loved our Kentucky trip!
The large lodge is showcased from the exterior, featuring multiple expansive windows that provide ample natural light. A spacious wraparound porch is visible, surrounded by trees and greenery. A gravel driveway leads up to the property, enhancing the sense of seclusion.
Home in Bloomfield
4.81 out of 5 average rating, 97 reviews

Derby Special Lodge With Churchill Downs Parking

JackRating, 5 stars1 month ago
The home is down several dirt roads .. very excluded. The views make it worth the Trip. Plenty of areas to cook with multiple living spaces.
The exterior of a single-story cottage is depicted, featuring light grey siding and a welcoming front porch with steps. Lush greenery surrounds the home, including a flowering tree and various shrubs. A clear blue sky provides a serene backdrop.
Cottage in Spencer County
4.56 out of 5 average rating, 48 reviews

Shore Thing Bourbon Trail Lodging #21

TammyRating, 5 stars1 month ago
The place was beautiful, peaceful, and had everything we needed. The hot tub was hot and ready for us and we could see the lake from the house. We enjoyed cooking in the beautiful kitchen, soaking in the hot tub, and making our way to the lake to fish. We ate at Cattlemans Roadhouse nearby which was great as well. Great weekend getaway.

Family- and pet-friendly home rentals

Guest favorite
Home in Lexington
4.95 out of 5 average rating, 161 reviews

Charming Cottage Home on a Farm!

JulieRating, 5 stars2 weeks ago
Leslie and Al were wonderful hosts. Charming cottage. Had everything you need. Beautiful farm setting. Beautiful horses. Close to Lexington and all the Distilleries. She many wonderful things to see and do in the area. Coming back to the cottage was like coming back to your home at night. We would go back again and have already recommended this place to friends. Thank you!
Superhost
A cozy bedroom features a spacious bed covered with a patchwork quilt. Two large windows allow natural light to brighten the room, framed by shades. A decorative painting hangs above a nightstand, complemented by a stylish lamp, enhancing the serene ambiance.
Guest suite in Simpsonville
4.88 out of 5 average rating, 8 reviews

Two full-sized beds ready for DERBY!

JordynnRating, 5 stars74 months ago
Kelly and her husband Paul were wonderful! Very friendly, hospitable, and helpful! My friend and I stayed for the derby and they gave us souvenir glasses and wine bottle. They also had great suggestion on where to eat and things to do! I hope to be able to stay again sometime!
Superhost
A dining area features a round table surrounded by white wooden chairs, complemented by a braided area rug. Light fixtures hang above, illuminating the space. Neutral walls create a warm atmosphere, with decorative signs adding a touch of character.
Home in Lexington
4.77 out of 5 average rating, 30 reviews

GreatGroupGetaway, 15 min to Keeneland, Horse Park

NicoleRating, 5 stars1 month ago
Julie was a great host and super responsive! Her house was fantastic and the perfect location with being close to the Kentucky Horse Park.
Guest favorite
The front entrance of the home features a welcoming porch with steps leading up to a dark iron railing. Lush greenery and flower pots are seen along the pathway, while a maple tree provides shade to the area, enhancing the home’s curb appeal.
Home in Lexington
4.92 out of 5 average rating, 99 reviews

University of KY/hospital area-#15082674-1

JustineRating, 5 stars3 weeks ago
A great spot for our mini vacation. Attended Rail Bird and perfect location. Lots of restaurants/eateries within walking distance. Very comfortable stay. Spent some time outside in the back with our dog. Fenced back yard. Leslie was very responsive and helpful. Thank you.
The cottage exterior showcases a welcoming front porch with a vibrant red door. Lush greenery and flowering plants surround the entrance, set against a clear blue sky. The single-story structure features a gabled roof and neatly maintained landscaping.
Cottage in Taylorsville
4.84 out of 5 average rating, 111 reviews

Shore Thing Bourbon Trail Lodging #20

JakeRating, 5 stars4 months ago
We’ve stayed here several times over the last few years and we plan on continuing to do so on our annual Kentucky trip.
Superhost
A rustic wooden sign with the words 'Cedar Fire Farm' and 'Kamp Kessa' is prominently displayed. Green fields stretch beyond the sign, with a rider on horseback visible in the background, showcasing the rural and serene surroundings.
Farm stay in Frankfort
4.79 out of 5 average rating, 218 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

JulieRating, 5 stars1 week ago
This was a genuine camping experience in nature. Our grandchildren loved all the nature but especially the free roaming horses. This is definitely a place to totally unplug. Wonderful and helpful hostess.

Family-friendly home rentals with a pool

Guest favorite
A fenced community pool is shown, surrounded by a concrete patio equipped with lounge chairs. Lush green trees provide a backdrop, while a clear blue sky filled with clouds creates a serene environment. A small seating area with chairs is positioned nearby.
Cottage in Taylorsville
4.79 out of 5 average rating, 133 reviews

Anchor Rental

AlexRating, 5 stars1 month ago
Went to the Kentucky Derby with a group of friends. He graciously left us a derby care package at check-in. This place was perfect for 8 guys who just were looking for a place to sleep and have a BBQ in the driveway. Pillows could use an upgrade, and the closet in the bunk bed room had games and toys thrown about, but overall a good place to stay and worth the money of the rental.
Guest favorite
A swimming pool is surrounded by a spacious deck with lounge chairs positioned for relaxation. A view of the greenery is visible in the distance, complementing the inviting atmosphere of the pool area. A building with a gray facade is situated nearby.
Cottage in Taylorsville
4.9 out of 5 average rating, 125 reviews

Best view of the lake two bed two bath cottage #4

LillyRating, 5 stars2 weeks ago
Had a very nice time here, enjoyed the hot tub and watching T.V.
An inviting backyard features a sparkling in-ground pool surrounded by lush greenery and decorative stonework. A charming deck is positioned above, offering a serene view of the pool area, framed by vibrant landscaping that enhances the natural ambiance.
Castle in Lawrenceburg
4.9 out of 5 average rating, 87 reviews

Historical Manse, Pool, Bourbon Trail, Keeneland!

SarahRating, 5 stars8 months ago
We loved staying at Annika’s place during our visit to Kentucky for Keeneland. It reminded us of our historic sorority house, had everything we needed, and kept our men folk occupied in the pool room watching football while we sisters caught up all night! We had the best time! Thank you for having us!
The living area features cozy seating arrangements, including two sofas, one with a throw blanket draped across it. A stone fireplace acts as a focal point under a mounted television. Light filters in through a window adorned with sheer curtains, enhancing the warm atmosphere.
Cottage in Taylorsville
4.69 out of 5 average rating, 74 reviews

"On the Rocks" Bourbon Trail Getaway

DavidRating, 5 stars1 month ago
We loved our stay here and Cliff was wonderful. We were three couples and there was plenty of room. This house is larger than it appears from the pictures. We had an issue with the gate code being different than what we were given but Cliff was instantly available, very nice, and got us in. It's a beautiful home and we'd stay there again. Very quiet, places to walk, and clean. I think if you switched the bunk beds with a Queen sized bed from downstairs it would be set up better for Adult couples. Thanks so much for our stay and we loved our Kentucky trip!
Top guest favorite
A spacious fenced backyard features a grassy area surrounded by leafy trees. A swingset with a slide is positioned to one side, providing a play area for children. A small playhouse is visible in the background, adding to the inviting outdoor environment.
Guest suite in Wilmore
4.94 out of 5 average rating, 279 reviews

The Roosting Place

ObedihaRating, 5 stars3 weeks ago
A quiet stay in a quiet town. Just the way I prefer it. The backyard was peaceful with the chickens clucking and running out to greet me in the mornings. The check in and check out instructions were clear and easy to follow. Hopefully didn't make too much noise leaving and returning on my motorcycle. The neighborhood is very quiet and I was trying to respect that. The bed was very comfortable and the fan in the room was a lifesaver after being in the sun all day. All in all a very ideal stay for a guest suite. Would definitely stay again if visiting the Lexington area.
The exterior of a single-story cottage is depicted, featuring light grey siding and a welcoming front porch with steps. Lush greenery surrounds the home, including a flowering tree and various shrubs. A clear blue sky provides a serene backdrop.
Cottage in Spencer County
4.56 out of 5 average rating, 48 reviews

Shore Thing Bourbon Trail Lodging #21

TammyRating, 5 stars1 month ago
The place was beautiful, peaceful, and had everything we needed. The hot tub was hot and ready for us and we could see the lake from the house. We enjoyed cooking in the beautiful kitchen, soaking in the hot tub, and making our way to the lake to fish. We ate at Cattlemans Roadhouse nearby which was great as well. Great weekend getaway.
Top guest favorite
Cottage in Taylorsville
4.96 out of 5 average rating, 196 reviews

Luxury Retreat with Hot Tub

Deanna & DavidRating, 5 stars3 days ago
Beautiful cottage! Very clean! There were lots of thoughtful touches and decorations. Beautiful surroundings! We loved our stay!

Destinations to explore