Family-friendly vacation rentals in Woodford County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Woodford County family-friendly rentals

Family- and pet-friendly home rentals

Superhost
Home in Lexington
4.76 out of 5 average rating, 29 reviews

GreatGroupGetaway, 15 min to Keeneland, Horse Park

MichelleRating, 5 stars11 months ago
Very well stocked with extras. Enjoyed the outdoor patio.
Superhost
Farm stay in Frankfort
4.79 out of 5 average rating, 212 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

GwenRating, 5 stars6 months ago
We loved our stay at Kamp Kessa. The surroundings were beautiful and Dr. T was very friendly and helpful. We enjoyed being able to visit the horses. Our dogs loved the open area next to the cabin.
Superhost
Cottage in Lexington
4.94 out of 5 average rating, 761 reviews

Little House Dwntwn - Close to Rupp & Restaurants

JenniferRating, 5 stars1 week ago
My husband and I enjoyed our stay at the Little House. It suited all of our needs and was in a great location. Bill provided excellent communication and instructions and was quick to respond to our messages. We appreciated the availability of drinks and snacks for a small price and enjoyed the welcome gift waiting for us when we arrived.
Townhouse in Lexington
4.86 out of 5 average rating, 199 reviews

*Bourbon, Bourbon, Bourbon*

AshtynRating, 5 stars3 weeks ago
We very much enjoyed our stay at this townhouse! Absolutely beautifully decorated to fit the bourbon theme, perfect for our getaway to visit the Bourbon trail! The place was clean and the sheets/pillows were very comfortable! While it was just my husband and myself, the space had plenty of room for a group stay as well. Our host was very responsive and provided clear instructions for parking/access to townhouse, and went above and beyond within the home with plenty of recommendations for things to do! The surrounding neighborhood was more urban than expected, however we felt very safe and were conveniently located to downtown Lexington where we found many fabulous restaurants with great food for all meals and we were within 30-40 minutes to the distilleries we wanted to visit. Would definitely recommend this place to stay and would stay again for future visits! Thank you for a great experience!
Bungalow in Lexington
4.93 out of 5 average rating, 43 reviews

Bungalow Bill's - Pet Fee Additional Charge

SamRating, 5 stars8 months ago
I can’t recommend this place highly enough. Amazing neighborhood, close to everything, and such a beautiful house with a great yard. Super friendly hosts, and very helpful with local recommendations.
Home in Lexington
4.95 out of 5 average rating, 157 reviews

Charming Cottage Home on a Farm!

KevinRating, 5 stars3 weeks ago
What a lovely place in the middle of horse country. The cottage is very private and quiet. Nice, homey decor, and everything you could want for a nice stay. The owners are very responsive, and I wouldn’t hesitate to recommend staying here.
Superhost
Condo in Lexington
4.81 out of 5 average rating, 343 reviews

*Gorgeous Hideout | Close to Everything*

JaRating, 5 stars2 weeks ago
nice little place to stay. easy checking in and great communication.
Superhost
Home in Lexington
4.9 out of 5 average rating, 206 reviews

Your Home Away from Home

TanyaRating, 5 stars1 week ago
Great hosts- very responsive and helpful. Our original weekend plans were cancelled due to weather but Jason gave great recommendations for things to do conveniently located around the town. The house looks exactly like the pictures and we were pleasantly surprised to find so many board games and cards located in the house. Also really loved the neighborhood- great walking trails and park.

Family-friendly home rentals with a pool

Castle in Lawrenceburg
4.9 out of 5 average rating, 87 reviews

Historical Manse, Pool, Bourbon Trail, Keeneland!

SarahRating, 5 stars6 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!
Guest favorite
Condo in Lexington
5 out of 5 average rating, 101 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

CarolRating, 5 stars3 weeks ago
Great location and great place. John was very responsive and everything was as expected.
Home in Wilmore
4.92 out of 5 average rating, 13 reviews

The Hardin House

AllisonRating, 5 stars9 months ago
William’s home was the perfect vacation spot! Quiet and peaceful! We spent most of our time in the pool or sitting outside with our dogs. With the fenced in yard, it made it so easy to have them out there with us. William was extremely responsive to any questions we had. House was very clean and very welcoming! We hope to be back sometime soon!
Condo in Lexington
4.98 out of 5 average rating, 91 reviews

The Retreat - Bluegrass Country Starts Here

BarryRating, 5 stars2 weeks ago
A great place to stay if you want to be close to Rupp and/or downtown. The place is just as it shows in the pictures. I only have two small complaints/suggestions. The lobby of the complex seems to be in a state of disrepair and is very poorly lit at night. Not a very welcoming entry at night. Secondly, I was not able to adjust the thermostat. Seemed to be a problem with the nest control. Other than these small things, the place is great and I would definitely stay here again.
Top guest favorite
Guest suite in Wilmore
4.94 out of 5 average rating, 269 reviews

The Roosting Place

CatherineRating, 5 stars2 weeks ago
Ellen’s accommodations were perfect for our weekend visit with our Asbury student!

Destinations to explore