Family-friendly vacation rentals in Bourbon County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bourbon County family-friendly rentals

Family- and pet-friendly home rentals

Superhost
A dining area features a round table surrounded by white wooden chairs, complemented by a braided area rug. Light fixtures hang above, illuminating the space. Neutral walls create a warm atmosphere, with decorative signs adding a touch of character.
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.
The historic log cabin features a symmetrical facade with two front doors and multiple windows, framed by well-maintained greenery. A flag hangs proudly above one entrance, while a curved pathway leads guests to the inviting entry. The expansive lawn enhances the cabin's rustic charm.
Cabin in Winchester
4.91 out of 5 average rating, 74 reviews

Historic Cabin - Farm - Near RRG, Lex, local music

NicholRating, 5 stars1 month ago
I adored this Cabin. It was cozy and charming. Like stepping back in time. The cabin has so much character. I loved working out of the den and the bedrooms were very spacious. The property itself its peaceful and my dogs loved visiting with the cows and goats. This place is so pretty we barely left. We will definitely return and I highly recommend this cabin. I also loved the assortment of books and puzzles, and historic artifacts throughout the cabin. You will find a treasure in every corner. From all the cute china and dishes to the stained glass windows and historic paintings.
A welcoming chalkboard wall displays a map of Bourbon attractions and a list of local distilleries, breweries, and restaurants. A modern kitchen area is visible, featuring wooden countertops and bar stools, while the living room beyond offers a comfortable seating arrangement and a serene atmosphere.
Townhouse in Lexington
4.85 out of 5 average rating, 208 reviews

*Bourbon, Bourbon, Bourbon*

EmilyRating, 5 stars2 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
A spacious two-story house is showcased with a brick exterior and red shutters. Symmetrical windows allow natural light to fill the interior. Landscaping includes neatly trimmed shrubs and decorative stonework. A cozy front porch adds charm to the inviting entrance.
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.
A comfortable seating area is presented, featuring a soft, light-colored couch with decorative orange pillows. A wooden coffee table is centrally placed, accompanied by a tray with tea service. Natural light filters through sheer curtains covering the window, creating a warm atmosphere.
Guest suite in Lexington
4.85 out of 5 average rating, 227 reviews

New construction Urban Studio

AmethystRating, 5 stars2 months ago
Thoughtful space and very intentional touches. It was everything we needed! Would definitely go back. Thank you for a great trip!
Guest favorite
The front entrance of the home features a welcoming porch with steps leading up to a dark iron railing. Lush greenery and flower pots are seen along the pathway, while a maple tree provides shade to the area, enhancing the home’s curb appeal.
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
An inviting exterior view showcases a modern building at dusk, featuring warm light from hanging fixtures. A raised planter with vibrant greenery adorns the front, complemented by a wooden railing along the entrance, with a paved sidewalk lined by trees.
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

A spacious living and dining area features a circular dining table with a marble top and decorative bowl of fruit. Soft seating arranged around a large wall-mounted television is visible, along with colorful artwork along the walls. Natural light enters through multiple windows.
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
A spacious fenced backyard features a grassy area surrounded by leafy trees. A swingset with a slide is positioned to one side, providing a play area for children. A small playhouse is visible in the background, adding to the inviting outdoor environment.
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!
A serene swimming pool is framed by well-maintained green lawn and landscaping. Black wrought-iron chairs are positioned nearby. Lounge areas are shaded by pergolas, and decorative planters complement the outdoor space under a bright blue sky with scattered clouds.
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
A well-equipped kitchen features light grey cabinetry and a spacious countertop. Modern appliances in black and stainless steel are complemented by a stylish backsplash. Illuminated by recessed lighting, the area includes a variety of kitchen utensils and decorative elements, creating a functional cooking space.
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!

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