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-friendly home rentals with a hot tub

Guest favorite
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
Cottage in Taylorsville
4.9 out of 5 average rating, 124 reviews

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

WilliamRating, 5 stars2 weeks ago
The cottage was very accommodating and very clean. It had everything we needed for our stay. Check in and check out was very easy. The host was amazing and very helpful. We would definitely recommend to others.
Farm stay in Georgetown
4.81 out of 5 average rating, 70 reviews

Horse Heaven! Farm stay in Lexington

TonyaRating, 5 stars11 months ago
We had An amazing time staying at Emily’s! My daughter was out early every morning to say hi to the horses and loved the kitty and dogs visiting too! Beds were comfy!
Home in Bloomfield
4.82 out of 5 average rating, 96 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 favorite
Cottage in Taylorsville
4.96 out of 5 average rating, 195 reviews

Luxury Retreat with Hot Tub

GretchenRating, 5 stars1 week ago
Such an awesome place to stay for our wedding weekend. Thank you so much.

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
Farm stay in Springfield
4.98 out of 5 average rating, 650 reviews

The Getaway in Bourbon Country with Breakfast

BrendanRating, 5 stars2 weeks ago
If you are looking for that private getaway for two, then look no further! It is perfectly located in the heart of bourbon country! But secluded enough that you're not in the middle of the mess! So quiet and peaceful! And the host, Jackie, was incredible! My wife and I talked to her for quite a while! Do yourself a favor and get to know this incredibly interesting woman!
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!
Top guest favorite
Home in Lexington
4.9 out of 5 average rating, 209 reviews

Your Home Away from Home

JenniferRating, 5 stars4 weeks 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.
Superhost
Home in Lexington
4.9 out of 5 average rating, 280 reviews

IT WAS ALL A DREAM - Modern Luxury in downtown LEX

HeatherRating, 5 stars2 weeks ago
Awesome place! We would stay again & again!

Family-friendly home rentals with a pool

Guest favorite
Home in Campbellsville
4.89 out of 5 average rating, 45 reviews

Beautiful sunrises near Green River Lake NO pets

MishelleRating, 5 stars10 months ago
This was perfect for five ladies to enjoy peace and quiet and a pool. We drove 5.5 hours to enjoy Ralph's place. The pool was fantastic and the house had all the amenities we needed. We would gladly recommend Ralph as a host and this property!
Castle in Lawrenceburg
4.9 out of 5 average rating, 87 reviews

Historical Manse, Pool, Bourbon Trail, Keeneland!

SarahRating, 5 stars7 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 stars4 weeks 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!

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