Kid-friendly vacation rentals in Bourbon County

4.95 out of 5 average rating, 84 reviews

A rustic log cabin is partially visible through surrounding greenery. The cabin's wooden exterior is complemented by two windows and a centrally located door, which features a simple design. The natural landscape evokes a serene rural setting.

Cabin in Paris

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

4.95 out of 5 average rating, 42 reviews

A cozy sleeping area features a spacious bed adorned with a black and blue floral bedspread. Flanking the bed are tall gray cabinets offering storage. Natural light enters through a large window, creating a bright atmosphere in the room.

Apartment in Paris

Triple Crown Suites, Apt 1

This charming and cozy Secretariat-themed suite is centrally located in historic downtown Paris, KY, surrounded by the world's most beautiful horse farms. Built in 1880, the original building was the General Store, this unit overlooks quaint Main Street. Secretariat Park is two blocks down, Claiborne Farm (where Secretariat was retired and is buried) is minutes away. The Hopewell Bake Exchange is downstairs, smells of fresh baked goods will fill the air, coffee shops and restaurants are nearby.

A wooden sign displays the name 'Misfit Farm,' featuring a painted design of a red barn, a tree, and a cow against a rural backdrop. The sign is framed by natural wood and positioned near a fence lined with green grass.

4.9 out of 5 average rating, 84 reviews

Misfit Farm

Need to get away? Misfit Farm sits 700’ from the road, offers 3 bedrooms, a spacious kitchen & dining area for family meals and a theatre room to enjoy. 2 bedrooms have queen beds and 1 has a twin daybed with a trundle underneath. After a long day you can enjoy the 10' x70' covered porch while watching the sunset. 6 guests can make this a home base for visiting local farms, horse events and bourbon trails. We are just 40 minutes from Lexington where you can enjoy Rupp Arena & Keeneland.

5 out of 5 average rating, 22 reviews

The carriage house is depicted at twilight, featuring a charming design with a pointed turret. Soft light emanates from the windows and porch, which is furnished with a table and umbrella. The surrounding landscape includes trees and a gravel pathway leading to the entrance.

Apartment in Paris

Horse farm in the Kentucky Bluegrass!

Experience the tradition of Kentucky in the heart of the Bluegrass region at this unique and tranquil getaway. Springhaven Farm is nestled on five private acres with a newly renovated carriage house that features a two-bedroom upstairs apartment with living room, full kitchen, and spacious bathroom. Enjoy scenic views from the balcony that overlooks the horse barn. Feel free to visit the horses or relax on the lower-level patio. Enjoy the BBQ grill, fire pit and seasonal swimming pool.

4.9 out of 5 average rating, 21 reviews

A spacious bedroom features a king-sized bed adorned with light blue and white bedding. Two bedside lamps provide soft illumination. A photo depicting a serene landscape is hung above the bed. A seating area with a natural woven chair is positioned near a window.

Apartment in Paris

Charming Apartment in Paris, Ky

Spacious second floor apartment is located in secure post-civil war building. 875 sq. feet includes one bedroom with sitting area, comfy king-sized bed, flat screen tv, separate living room/office with queen sized hide-a-bed couch, flat screen tv, dvd and good wifi. Also, has a fully equipped kitchen and bathroom. Has original hardwood floors, original fireplaces, and lots of windows that make it feel bright just like home. Heating & Air and Washer & Dryer included. Dog Friendly!

4.95 out of 5 average rating, 88 reviews

The exterior of a rustic barn is surrounded by green lawn and mature trees. A balcony is visible above the entrance, framed by wooden beams. The barn's facade features a blend of light wood and contrasting dark accents, contributing to its farm charm.

Barn in Paris

Horse & Flower Farm Barn Loft

Enjoy peace and quiet in the countryside surrounded by Stoner Creek. Old Bridge Farm is a horse farm and also the home of Blooms of Bourbon County which is a flower, fruit and vegetable grower utilizing organic growing practices. Our 100 year old tobacco barn has been converted into a stable with a large rustic loft above with all of the conveniences of home. We're off the beaten path on a very quiet road in the middle of horse country. Come...relax, escape, recharge.

5 out of 5 average rating, 20 reviews

A serene pond reflects the surrounding greenery and trees, creating a calm atmosphere. A custom gazebo with a green roof is visible along the water’s edge, alongside a spacious property with a rustic home set back in the landscape.

Farm stay in Georgetown

Scenic Stillwater Retreat

Savor the wonder and beauty in the heart of Thoroughbred horse country in this one-of-a-kind, custom-built home. Make memories canoeing and fishing, exploring the 27-acre farm while viewing surrounding horse farms, and relaxing in the waterfront gazebo and sunroom. Enjoy indoor/outdoor games, quiet workspaces, and a fire pit. Experience the restful haven of rural Kentucky at its finest! Easy day trips to the Ark Encounter, KHP, Bourbon Trail, Keeneland, and UK Games!

4.94 out of 5 average rating, 114 reviews

The exterior of a historic three-story building is presented in warm yellow and brown tones. Large windows with white drapes adorn the upper floors. A colorful sign for Paradise Cafe is visible at street level, complemented by a few potted plants lining the entrance.

Condo in Paris

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

5 out of 5 average rating, 47 reviews

A historic stone house is surrounded by mature trees and a manicured lawn. Brightly colored flower pots flank the entrance, highlighting the front door, which is framed by symmetrical windows. The structure features a classic roofline and a spacious patio area, inviting relaxation outdoors.

Farm stay in Paris

Historic Mt Lebanon, The Governor’s Estate

Experience Kentucky history and scenic farm-living at historic Mt. Lebanon while being nestled in the middle of thoroughbred and bourbon country. You will be within 30 minute drive to Keeneland Race Track, The Kentucky Horse Park, bourbon distilleries and the University of Kentucky. You are also just minutes from the well-known Claiborne Farms (Home to Secretariat) and the historical Runnymede Farm.

4.9 out of 5 average rating, 109 reviews

A wide outdoor porch features several black chairs adorned with floral cushions. Potted plants are positioned around the area, contributing to a lush environment. The space is partially shaded, offering a relaxed setting for outdoor enjoyment.

Apartment in Carlisle

Modern Trailer Living

Freshly painted and updated and fully furnished, bed linens, towels, toilet paper, most kitchen utensils, microwave, coffee pot/press, full size stove and fridge, TV in living room, wi-if when accessible must hv ur own streaming device, full length outdoor porch with smoking Ok!! This is a non smoking guest space!!!! No Smoking inside unit, if you do a charge will be imposed!!!! No exceptions!!

4.99 out of 5 average rating, 153 reviews

A welcoming living space features hardwood flooring and soft gray walls. A comfortable sofa and patterned armchairs are arranged around a rustic coffee table. Ceiling fans provide ventilation, while large glass doors open to a view of the expansive yard.

Farm stay in Carlisle

Hilltop Retreat at Wendt’s Wildlife Adventure

Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

A world-class kitchen features an open layout with modern cabinetry and a large island with bar seating. Natural light fills the space through several windows, highlighting the wood beams on the ceiling. Luxury appliances are visible, enhancing the kitchen's functionality.

4.78 out of 5 average rating, 9 reviews

Charming historic home

Enjoy a charming experience in a historic home circa 1820, with all of the modern upgrades in the middle of horse country. Stroll to downtown Paris for an exceptional coffee, and a world class bakery. Drive some of Kentucky’s most scenic roads, just minutes away. The home features a world class kitchen with luxury furnishings and historic charm.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Bourbon County kid-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

A wooden porch overlooks a lush green field, featuring a grazing area where horses can be seen in the distance. A large tree provides shade near a circular seating area, while a gravel path runs along the front.

Home in Lexington

Farm house stay with privacy

Crystal Rating, 5 stars2 months ago

The house was quiet, comfortable, and clean. It was a short distance to everything we wanted to do in town. I will book it again and take my dogs. We had a great time and slept well.

A charming farmhouse exterior is highlighted by a welcoming front porch and gabled roof. Surrounding greenery complements the well-maintained landscaping, with spacious lawns providing an inviting setting. The home is illuminated by soft lighting during twilight, creating a peaceful atmosphere.

5 out of 5 average rating, 6 reviews

The Tisbury House

RobinRating, 5 stars1 month ago

One of the nicest, most comfortable places we have stayed with Airbnb. I think the cleanest place ever as well, which is always important to me. Highly recommend!!

The living area features hardwood flooring and exposed beam ceilings. A light-colored sofa is positioned next to two patterned armchairs, creating a conversational space. A wooden coffee table sits on a rug, with a television and decorative accents displayed on a white entertainment unit.

4.9 out of 5 average rating, 177 reviews

The Spring Valley Inn - charming rural home

LoriRating, 5 stars2 weeks ago

We stayed here to attend a concert in Lexington. Was a nice landing place. Quiet. Not far from town. Affordable and comfortable. Beautiful property and drive there. I'd recommend this house to stay in.

4.89 out of 5 average rating, 38 reviews

A dining area features a long, dark wooden table accompanied by several dark chairs. A glass-front cabinet displays an arrangement of glassware and silver items. Natural light filters through a nearby door leading to the outdoors, enhancing the space's inviting feel.

Home in Carlisle

California Living

JasonRating, 5 stars19 months ago

We stayed during Thanksgiving week to celebrate the holiday with family. Beaux even offered the home to use for our Thanksgiving lunch and went out of his way to have all that we would need there to prepare and celebrate. We are eternally grateful for his kindness and hospitality. The time was everything we hoped it would be.

A historic brick building with a white metal roof is situated in a green pasture. Several horses, including a foal, graze peacefully on the grass in front of the structure. Lush trees provide shade near the building, enhancing the serene rural setting.

5 out of 5 average rating, 41 reviews

Wickliffe

NickRating, 5 stars5 months ago

Nice place. The kids liked the nearby animals.

A modern cottage exterior is presented, featuring a combination of gray siding and stone accents. Large windows enhance natural light, while a landscaped yard is adorned with colorful flowers. A concrete pathway leads to the front entrance, framed by a well-maintained lawn.

4.97 out of 5 average rating, 73 reviews

The Cottage at Hickory Manor

SteveRating, 5 stars3 weeks ago

Beautiful location and very peaceful. Loved seeing the horses and enjoying the patio. Within 30 minutes of our Horsey 100 visit and anywhere else we wanted to go. A must visit!

A well-appointed bedroom features a full-size bed draped in crisp white linens and a decorative green pillow. Natural light enters through a window with blinds, illuminating the space. A wooden dresser stands against the wall, accompanied by a bedside table and lamp.

4.86 out of 5 average rating, 21 reviews

The Williams House

LindaRating, 5 stars5 months ago

Home was very clean and updated, with lots of room for all of us. Enjoyed your Christmas Tree, our family came together for a holiday get away. The large kitchen had several cooking items, new appliances and a dinning table for a large family. We traveled from Indiana and Tennessee, good half way point. Will definitely book again. Thank You!! Linda Dec. 27-29, 2024

A living room features a comfortable leather sofa and a matching armchair. A small coffee table is positioned in front of the sofa. Natural light enters through two windows framed by light grey curtains. A television is mounted above an elegant fireplace, with a decorative lamp beside it.

4.63 out of 5 average rating, 8 reviews

Peaceful Farmhouse

JonnieRating, 5 stars11 months ago

Paula's house was absolutely wonderful! Cute, comfortable, and had everything we needed. Paula herself was very friendly and responsive to everything. We definitely want to stay here again!

Show all

Kid-friendly apartment rentals

A spacious living area features a light-colored sofa accompanied by decorative orange cushions. A coffee table with a woven texture sits on a textured area rug. Large sliding doors open to the patio, framed by a vibrant mural and greenery, enhancing the natural light.

4.98 out of 5 average rating, 203 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

HeatherRating, 5 stars2 weeks ago

we almost were not about to return and book with Air B n B but...David absolutely changed that and turned our past awful experience right side up!!! During a extremely busy weekend and sold out everywhere weekend , he was available and even let us check in early!!! we couldn't get over just how peaceful stress-free and felt like honestly we were at our home! they didn't hover or intrude . Will return !!

The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.

4.95 out of 5 average rating, 205 reviews

Canopy of trees

SarahRating, 5 stars6 days ago

A beautiful downstairs unit. it's across the street from Henry Clay Park, which was lovely for evening walks. I was able to walk easily to UK Music building in about 25 minutes, and there are restaurants and a Kroger's midway.

A bright studio is highlighted by vaulted ceilings and soft beige walls. A spacious bed is adorned with white linens, while a small dining area with two chairs and a table is positioned by a window. Natural light fills the room, enhancing the cozy décor.

4.89 out of 5 average rating, 114 reviews

Downtown Digs-Spacious Loft

TannerRating, 5 stars5 days ago

Super easy stay! close to a bunch of spots. super chill little loft. thanks!

A single-story brick house is situated on a manicured lawn, featuring large windows and a central red door. Two prominent trees flank the driveway, providing a shaded entryway. The house is set back from the street, enhancing its peaceful surroundings.

4.93 out of 5 average rating, 167 reviews

10 minutes from Keeneland,airport, downtown and UK

AmyRating, 5 stars3 weeks ago

I can’t express enough what this meant for me! Meeting James was the cherry on top! I felt at home and just loved being in his Air BnB! Recommended 100 percent! His place has everything and more that you could ever want. He is an absolute amazing host and I look forward to coming back again! It’s beautiful there and the duck family by his house and the rabbits I saw every morning and every night! What an awesome visit! Thank you Mr. James!

A welcoming front porch features several seating options and is bordered by a well-maintained lawn. The entrance is framed by a charming red door, complemented by large windows allowing natural light to brighten the space. The surrounding neighborhood showcases a mixture of brick and siding homes.

4.94 out of 5 average rating, 137 reviews

Nonie's Abode

JeanneRating, 5 stars2 weeks ago

we had a relaxing and peaceful stay at Nora's place. The beds were very comfortable, great shower and spacious living space. also a beautiful deck and gardens outside! thank you!

4.89 out of 5 average rating, 151 reviews

A wooden railing overlooks a serene river, with trees lining the opposite bank. A cozy plaid blanket drapes over the railing, alongside a glass decanter and two glasses, capturing the golden hues of a sunset.

Apartment in Winchester

The River House Floor 2 Getaway, w/a river view.

ManuelRating, 5 stars5 days ago

very clean and beautiful place, inside and outside. would go again for sure👍🏽

An open living space features a compact kitchen with modern appliances, including a refrigerator and stove. A cozy sofa is positioned around a light area rug, and a small dining table is found nearby. Light enters through multiple windows, enhancing the homey feel.

4.96 out of 5 average rating, 200 reviews

Cozy Downtown Apt - 1 block from Rupp

KariRating, 5 stars6 days ago

Booked the stay for an event at rupp arena. Easy walking distance to arena and many restaurants. Host was quick to respond and very helpful. Cute and clean!

4.93 out of 5 average rating, 291 reviews

The open entrance area features a small table with books and a cozy brown sofa, complemented by art pieces on the wall. A staircase with wooden railings leads to the upstairs loft, while a green door provides access to the outside.

Apartment in Wilmore

Travelers Loft - Asbury & Lexington area apartment

IraRating, 5 stars4 days ago

We enjoyed our stay in Wilmore. The house was well furnished and very clean. The host was helpful and responsive.

Show all

Kid-friendly condo rentals

A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.

4.91 out of 5 average rating, 225 reviews

Lexington's Artistic Bunker / 1BR Downtown Condo

GuyRating, 5 stars4 weeks ago

Thank you for great accommodation. Will be happy to stay again!

A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.

4.95 out of 5 average rating, 214 reviews

The FLAT at Bell Place - Downtown/Horse Park

CassidyRating, 5 stars3 weeks ago

I cannot say enough great things about Matt and the house! We traveled for a girls trip, Matt’s house was clean and safe. He responded to every question, politely and quickly! Recommend great restaurants, delicious food! I will definitely be booking with Matt again in the future!

A playful artwork of a panda wearing colorful glasses, showcasing vibrant and textured brush strokes. The panda's joyful expression is highlighted with round, twinkling eyes, surrounded by a mix of colors that enhance its charming features. The background remains neutral, allowing the panda to stand out.

4.93 out of 5 average rating, 164 reviews

Across From UK Hospital-Weekly/Monthly Discounts!

JalessaRating, 5 stars3 weeks ago

This place was beautiful, spacious & close every place i needed to go. Brandon was very responsive & helpful. The bed was super comfortable, definitely will book again in the future.

A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.

4.91 out of 5 average rating, 128 reviews

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

EmilyRating, 5 stars4 weeks ago

This was a great place to stay, super clean and less than a mile from Rupp. We didn't get to make use of the host's suggestions for things to do this trip, but I'll already be looking forward to a second trip!

A modern kitchen features wooden cabinetry and granite countertops. Black appliances including a refrigerator and stove are visible. Two stylish bar stools are positioned at the kitchen island, complemented by a decorative bowl. A warm light illuminates the space, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 134 reviews

Private Condo Downtown, Walk to Rupp Arena

JackRating, 5 stars3 weeks ago

This place is perfect for a stay in downtown Lexington! Keene was a great host and the space itself was well kept and beautiful.

The bedroom features a spacious bed with a decorative bedspread, flanked by two bedside tables topped with lamps. Light grey walls and soft carpeting create a calming environment, while decorative wall elements enhance the overall appeal.

4.92 out of 5 average rating, 137 reviews

*Private Apartment with Balcony | W/D inside apt*

SamanthaRating, 5 stars2 weeks ago

Great place for our short stay. I’ll be back when I have to attend on campus at Frontier again for clinical.

A living room is presented with a large brown couch and a bright red armchair. A wooden coffee table sits in front of the couch, and a television is mounted on a stand opposite the seating. Soft lighting is provided by a lamp.

4.93 out of 5 average rating, 58 reviews

Gardenside Apartment: Private and Spacious

HaleyRating, 5 stars2 weeks ago

I had a wonderful experience staying at Breck + Linda’s place! The home was exactly as described—clean, comfortable, and thoughtfully decorated. The bed was super cozy, the kitchen was well-stocked, and everything was spotless upon arrival. The location was perfect—close to rail bird and down town but still quiet and peaceful. It felt like a true home away from home. Communication with the host was excellent. They were responsive, kind, and made sure I had everything I needed for a smooth stay. I really appreciated the extra touches like local guidebook, fresh towels, and fast Wi-Fi. I would absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a lovely stay!