Family-friendly vacation rentals in Herrington Lake

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Herrington Lake family-friendly rentals

Family- and pet-friendly home rentals

Superhost
Home in Lexington
4.77 out of 5 average rating, 30 reviews

GreatGroupGetaway, 15 min to Keeneland, Horse Park

NicoleRating, 5 stars3 weeks 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.
Superhost
Farm stay in Frankfort
4.79 out of 5 average rating, 216 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

AdarshRating, 5 stars2 weeks ago
There was a small mixup in the beginning but it all worked out in the end.
Top guest favorite
Home in Lexington
4.98 out of 5 average rating, 241 reviews

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

CarolRating, 5 stars1 week ago
Eric’s Airbnb is just lovely. Everything was immaculate when we arrived. It was a perfect location for me and my family while we attended a family wedding.
Guest favorite
Home in Berea
4.88 out of 5 average rating, 122 reviews

Big Hill House

CarolineRating, 5 stars7 months ago
Nathan and Shannan’s place was just lovely. Just a few minutes out of town and such a unique home with lots of love built in. We had a lovely stay and as a proud Berea College alum, I loved seeing some old Berea memorabilia in the home. Very cozy for a beautiful fall weekend with my family! And my chihuahuas were happy too!
Townhouse in Lexington
4.85 out of 5 average rating, 208 reviews

*Bourbon, Bourbon, Bourbon*

EmilyRating, 5 stars3 weeks ago
We had a wonderful visit. Very walkable to West 6th brewery, Bluegrass distillery and 2 restaurants. North Lime coffee and donuts was close enough for a morning walk. We heard really great reviews for dingbats pizza which is only a block away, but did not get to try it this time.
Guest favorite
Home in Lexington
4.95 out of 5 average rating, 159 reviews

Charming Cottage Home on a Farm!

ClayRating, 5 stars1 month ago
Beautiful cottage on a picturesque farm. Quiet, serene and restful. The cottage is perfect, clean and well appointed. Communication was prompt and very clear. Greatly enjoyed this place. Highly recommended.
Top guest favorite
Home in Lexington
4.9 out of 5 average rating, 210 reviews

Your Home Away from Home

JenniferRating, 5 stars1 month ago
From booking to the end of our visit this was a great experience and lovely home for what we needed. The kitchen is well stocked with an assortment of cookware and utensils. The water pressure in the showers was wonderful. The various sitting areas in the downstairs allowed people to spread out when needed. Coffee, restaurants, and grocery all with in a 5 minute drive.
Guest favorite
Home in Lexington
4.92 out of 5 average rating, 99 reviews

University of KY/hospital area-#15082674-1

JustineRating, 5 stars1 week 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.

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 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!
Villa in Paris
4.85 out of 5 average rating, 81 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

BlairRating, 5 stars11 months ago
This is a beautiful, historic, and impressive home. Our family took a weekend in the area and greatly enjoyed staying at Barr House Inn. The rooms were large, furnishings elegant, entrance impressive, and the location with a short drive to Lexington was helpful. An added benefit was the swimming pool with a deck and chairs/tables for relaxing and enjoying the outdoors. All of the bedrooms, two of the bathrooms, as well as the kitchen were on the second floor, which made it easy for family gatherings. It was a great and enjoyable weekend at this historic home.
Guest favorite
Condo in Lexington
5 out of 5 average rating, 103 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

JaneRating, 5 stars1 month ago
John’s condo was gorgeous… beautiful furnishings, very spacious, comfy beds and bedding, plenty of kitchen and bath supplies. Great parking (nice that there were 2 spots for our use), easy access from condo to parking garage. The location could not have been better as we were in Lexington for our son’s UK graduation at Rupp arena. The only negative was the noise from the street but it wasn’t overly bothersome. Would highly recommend!
Condo in Lexington
4.98 out of 5 average rating, 92 reviews

The Retreat - Bluegrass Country Starts Here

BarryRating, 5 stars2 months 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, 277 reviews

The Roosting Place

MelissaRating, 5 stars2 weeks ago
My husband and I drove in from Texas to attend a HS graduation in a nearby town. This place was perfect for what we needed. We felt right at home. We would stay here again if available on our next visit to KY!

Destinations to explore