Family-friendly holiday rentals in Washington County

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Popular amenities for Washington County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
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 favourite
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.
Top guest favourite
Chalet in Wilmore
4.91 out of 5 average rating, 141 reviews

Timberframe on Farm Lexington, KY Solar Power

MistyRating, 5 stars3 weeks ago
This was our second stay and we will def be back. The property is beautiful and peaceful and has gorgeous porch views. The house was cozy and kitchen fully stocked.
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!
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.
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 favourite
Cottage in Taylorsville
4.96 out of 5 average rating, 196 reviews

Luxury Retreat with Hot Tub

Deanna & DavidRating, 5 stars1 day ago
Beautiful cottage! Very clean! There were lots of thoughtful touches and decorations. Beautiful surroundings! We loved our stay!

Family- and pet-friendly home rentals

Flat in Bardstown
4.73 out of 5 average rating, 749 reviews

The Honey Hole Loft

DougRating, 5 stars1 week ago
The place was just as it was advertised. Clean and comfortable with the perfect location to walk around town. This was our second time staying here.
Guest favourite
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.
Farm stay in Bradfordsville
5 out of 5 average rating, 18 reviews

Country Escape House

ChrisRating, 5 stars20 months ago
Our stay was extended over several months bc we were there for work. Everything was as shown in the listing. The location was peaceful and felt like home. The owner was always being responsive and accommodating when we had to extend our stay.
Top guest favourite
Chalet in Wilmore
4.91 out of 5 average rating, 141 reviews

Timberframe on Farm Lexington, KY Solar Power

MistyRating, 5 stars3 weeks ago
This was our second stay and we will def be back. The property is beautiful and peaceful and has gorgeous porch views. The house was cozy and kitchen fully stocked.
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.
Farm stay in Bradfordsville
4.97 out of 5 average rating, 38 reviews

Perfect Get Away

EmilyRating, 5 stars23 months ago
Such a beautiful and peaceful place! The house was so clean and well equipped! Caron was a very attentive host and took us on a great tour of the farm. We enjoyed our stay and would definitely recommend it!
Top guest favourite
Farm stay in Springfield
4.98 out of 5 average rating, 653 reviews

The Getaway in Bourbon Country with Breakfast

MarkRating, 5 stars1 day ago
The Getaway was a unique place. An apartment attached to an actual horse barn Possibly former living quarters for a trainer? Everything was as described, and Jackie was great at answering any questions before we even left to get there. The location was beautiful, and sitting on the fenced in patio in the evenings was so peaceful and relaxing. One of her cats kept us company each evening. This place is well worth more than we paid to stay there! Oh, did i mention, the eggs in the fridge were from her free range chickens, and the bacon locally sourced? Bicuits in the freezer and even pancake mix in the cupboard mad for a great breakfast. We would definitely stay there again!
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-friendly home rentals with a pool

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!
Guest favourite
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.
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!
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.

Destinations to explore