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-friendly home rentals with a hot tub

Superhost
A modern cabin stands among dense trees, with warm lights illuminating the interior. A small patio area features blue outdoor chairs, and a hot tub is visible in the foreground, surrounded by natural foliage.
Cabin in Stanton
4.83 out of 5 average rating, 245 reviews

THE WILDS | 100 Acres | Sunset & Sunrise Overlook

ChrisRating, 5 stars3 weeks ago
had a fantastic time. loved the open space living room!
A charming home is framed by lush greenery, featuring a front porch with planters. Windows allow natural light to enter, and the exterior combines beige siding with a shingled roof. A side garage indicates ample parking options, enhancing the overall country feel.
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!
Top guest favorite
An airy living space is showcased, featuring large windows that invite natural light and provide views of the surrounding fields. Comfortable seating arrangements with a mix of couches and chairs are positioned around a central area rug, highlighting a handcrafted coffee table and a wood stove.
Chalet in Wilmore
4.91 out of 5 average rating, 141 reviews

Timberframe on Farm Lexington, KY Solar Power

MistyRating, 5 stars3 weeks ago
This was our second stay and we will def be back. The property is beautiful and peaceful and has gorgeous porch views. The house was cozy and kitchen fully stocked.
A cozy cabin is nestled among autumn trees, featuring a distinctive log exterior and a green roof. The front porch is accessible, with a seating area that invites relaxation. Sunlight filters through the leaves, enhancing the cabin's warm wooden tones.
Cabin in Stanton
4.66 out of 5 average rating, 29 reviews

Hot Tub & WiFi - Cozy Canopy - Red River Gorge KY

PatRating, 5 stars2 months ago
Hosts provided all basic necessary items, which is very appreciated and kind!
Guest favorite
The exterior of the updated bungalow is presented, showcasing a wide front porch with a welcoming entrance. Lush greenery surrounds the steps, and the house features white brick and a prominent wooden front door, creating an inviting first impression.
Home in Lexington
4.93 out of 5 average rating, 171 reviews

Hot Tub | Walk to Downtown | Patio | Fire Pit | Ga

JillienneRating, 5 stars3 days ago
We had a great weekend staying at Seth's house! The home is clean, comfortable, and has a lot of amenities that made our stay enjoyable and easy. The home is just blocks away from Chevy Chase, so we had plenty of great food and shopping options within easy walking. UK was close and walkable to explore, too. Seth was proactively communicative and checked in on us while we were there. The heatwave appeared to have put a strain on the A/C unit and Seth ran over just to make sure he did everything he could to address any issues. The whole area is a little bit higher rate than what we're used to spending for Airbnb's, but if you're trying to choose something in the area, we definitely recommend Seth's place!

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 stars1 month 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.
Top guest favorite
A historic brick duplex features a welcoming front porch with white railings and steps leading to the entrance. Lush greenery borders the walkway, and large windows reflect natural light, enhancing the home's classic architectural details.
Home in Lexington
4.98 out of 5 average rating, 241 reviews

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

CarolRating, 5 stars3 weeks 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.
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, 210 reviews

*Bourbon, Bourbon, Bourbon*

MatthewRating, 5 stars2 weeks ago
This place was great! Very comfortable and cozy. What you see in the photos is what you get, but it’s actually a lot bigger than what it looks like! Great information displayed, along with a gorgeous detailed map and some great recommendations! Not to mention a nicely illustrated history of bourbon. The neighborhood was quiet and relaxing, without any issues regarding neighbors. There’s a nice patio space in the front to enjoy drinks while it rains! 10/10, would recommend and definitely looking forward to staying again while we house hunt in the area! Thanks Bob & friends!
Guest favorite
Home in Lexington
4.95 out of 5 average rating, 161 reviews

Charming Cottage Home on a Farm!

JulieRating, 5 stars2 weeks ago
Leslie and Al were wonderful hosts. Charming cottage. Had everything you need. Beautiful farm setting. Beautiful horses. Close to Lexington and all the Distilleries. She many wonderful things to see and do in the area. Coming back to the cottage was like coming back to your home at night. We would go back again and have already recommended this place to friends. Thank you!
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 stars3 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 stars3 weeks 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
A natural stone fireplace is centered within the image, showcasing a warm fire burning atop logs. The texture of the stone is visible, adding a rustic charm to the setting.
Cabin in Stanton
4.87 out of 5 average rating, 134 reviews

Stone Fireplace | Cornhole | 2 Kayaks | Hike

KatyRating, 5 stars2 weeks ago
We loved Colby and Angela’s home. It was the perfect place to disconnect, relax and enjoy some girl time with friends. While the service at the home is non existent, the provide WiFi and it was perfect for what we needed. The decor in the home had a lot of thought put into it, and while the AC wasn’t the best, the fans provided in each bed room made it feel perfect inside. We really enjoyed our stay and would love to come back in the future!

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, 93 reviews

The Retreat - Bluegrass Country Starts Here

CallieRating, 5 stars3 weeks ago
We stayed here for a weekend in Lexington for a music festival. Very walkable which was so helpful. The place was spotless and the bed was very comfortable. It is in the city so there were some siren/motorcycle noises - bring earplugs if you're a light sleeper. Would highly recommend this stay to be close to the Red Mile.
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, 279 reviews

The Roosting Place

ObedihaRating, 5 stars3 weeks ago
A quiet stay in a quiet town. Just the way I prefer it. The backyard was peaceful with the chickens clucking and running out to greet me in the mornings. The check in and check out instructions were clear and easy to follow. Hopefully didn't make too much noise leaving and returning on my motorcycle. The neighborhood is very quiet and I was trying to respect that. The bed was very comfortable and the fan in the room was a lifesaver after being in the sun all day. All in all a very ideal stay for a guest suite. Would definitely stay again if visiting the Lexington area.
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 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!

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