Family-friendly vacation rentals in Bourbon County

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Top-rated family-friendly rentals in Bourbon County

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Top guest favorite

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

4.95 out of 5 average rating, 88 reviews

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.

Top guest favorite

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

4.95 out of 5 average rating, 43 reviews

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.

Top guest favorite

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.

Home in Paris

4.91 out of 5 average rating, 88 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.

Top guest favorite

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

5 out of 5 average rating, 25 reviews

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.

Guest favorite

Several horses graze peacefully on a gently sloping field, surrounded by a wooden fence. A solitary tree with golden leaves stands in the foreground, framed by soft greenery and autumn foliage in the background.

Farm stay in Carlisle

4.85 out of 5 average rating, 13 reviews

Enjoy everything Bluegrass, and then relax!

Come relax and rejuvenate. Have your morning coffee on the porch or an evening drink there as the lightning bugs blink on and off. Breathe in the fresh air and enjoy the tranquil sounds of the country. We are a brief and beautiful drive to Keeneland, the Ky Horse Park, numerous Thoroughbred farms, the Red River Gorge and all things BOURBON. We love to show guests around the farm and introduce them to the inmates. And we are always happy to help you find fun things to do and see!

Superhost

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

4.77 out of 5 average rating, 22 reviews

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!

Top guest favorite

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

4.96 out of 5 average rating, 91 reviews

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.

Top guest favorite

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

5 out of 5 average rating, 24 reviews

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!

Guest favorite

A historic stone cottage is seen nestled among lush greenery, with a well-maintained lawn and flowering shrubs. The entrance features a set of double doors framed by two symmetrical benches. Large trees provide shade, enhancing the cottage's peaceful surroundings.

Farm stay in Paris

4.98 out of 5 average rating, 66 reviews

Bluegrass Hospitality- Paris, Entire Cottage

Historic stone cottage located on a 245 acre farm. Guests enjoy the entire private 900 square ft cottage. Master bedroom with queen sized bed. Second bedroom offers 2 twin beds. Full bathroom, kitchen, cozy library and washer/dryer. Short drive to downtown Paris or Cynthiana full of shopping, eateries and more. 30 mins from Lexington. Contact host for awesome extras- farm to table breakfast, champagne & strawberries, charcuterie...

Guest favorite

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

4.94 out of 5 average rating, 118 reviews

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.

Top guest favorite

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

4.9 out of 5 average rating, 111 reviews

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!!

Top guest favorite

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

4.99 out of 5 average rating, 157 reviews

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.