
Family-friendly vacation rentals in Woodford County
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Top-rated family-friendly rentals in Woodford County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Woodford County family-friendly rentals
Family-friendly home rentals with a hot tub

Timberframe on Farm Lexington, KY Solar Power
Stunning views of both sunrise and sunset.

Indoor & Outdoor! Spacious & Cozy Cedar Home!
What a great place to stay during the Railbird Festival! Tracie was quick to respond to my messages. We enjoyed all the amenities, especially the hot tub! Thank you for being such a magnificent hostess (and the cheesecake). We loved getting to use the space. Great find!

Silver Streak Ranch - Horse Hideaway
Loved our stay at Deb’s. Excellent location and tons of amenities! Huge plus for being pet friendly. Our pup felt right at home!

Hot Tub | Walk to Downtown | Patio | Fire Pit | Ga
This was a very comfortable and clean place for our stay in Lexington. We felt right at home and the location was great. We would definitely stay here again. Seth was a great host and made sure we had everything we needed.
Family- and pet-friendly home rentals

GreatGroupGetaway, 15 min to Keeneland, Horse Park
Very well stocked with extras. Enjoyed the outdoor patio.

Kamp Kessa at Cedar Fire Farm: A Nature Retreat
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.

Little House Dwntwn - Close to Rupp & Restaurants
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.

*Bourbon, Bourbon, Bourbon*
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 Bill's - Pet Fee Additional Charge
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.

Charming Cottage Home on a Farm!
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.

*Gorgeous Hideout | Close to Everything*
nice little place to stay. easy checking in and great communication.

Your Home Away from Home
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

Historical Manse, Pool, Bourbon Trail, Keeneland!
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!

Luxe - Your Bourbon Trail Adventure Starts Here
Great location and great place. John was very responsive and everything was as expected.

The Hardin House
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!

The Retreat - Bluegrass Country Starts Here
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.

The Roosting Place
Ellen’s accommodations were perfect for our weekend visit with our Asbury student!
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