Holiday houses in Bourbon County

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Top-rated holiday rentals in Bourbon County

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Top Guest favourite
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
4.96 out of 5 average rating, 94 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 favourite
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
4.96 out of 5 average rating, 46 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 favourite
The living room features a comfortable sofa, a wooden rocking chair, and a stone fireplace. A vintage wooden cabinet adds character, while a charming stained glass window filters natural light. A doorway leads to the dining area, enhancing the open, inviting space.
Home in Millersburg
5 out of 5 average rating, 51 reviews

1790s cottage in Millersburg

Le Ménil is a circa 1790 cottage on Main Street in Millersburg, KY. The early federal house is warm, comfortable, and inviting. Recently restored by the host, Le Ménil is full of antique furniture to compliment the period of its construction. Located on Main St. in Millersburg, it is conveniently located within walking and driving distance of Mustard Seed and Maplewood Estate and Barn. Proceeds from this listing go towards the preservation of this landmark. Ask about extended stay discounts.

Top Guest favourite
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, 91 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 favourite
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, updated and fully furnished, towels, tp/pt, 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, outdoor porch with smoking Ok!! This is a non smoking space!!!! No Smoking/vaping in unit, if you do a charge will be imposed!!!! No exceptions!! if you’re not a registered guest here you must park outside the gate which remains closed/opened but remains closed otherwise!

Top Guest favourite
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, 92 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 favourite
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, 30 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 favourite
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, 119 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.

Guest favourite
A cozy bedroom features a stylish wooden headboard and soft white linens on the bed. Decorative pillows add subtle color, complemented by two bedside lamps with blue and white designs. The window allows natural light to enter, highlighting the warm wood tones of the room.
Home in Millersburg
5 out of 5 average rating, 23 reviews

The Booth House

Welcome to our beautifully restored 4-bedroom home in the heart of Millersburg! Perfect for those in town for an event or a quiet getaway. Enjoy the charm of this historic home while still enjoying all the modern amenities you could need. Our location couldn't be better - right in the heart of everything Millersburg has to offer. Don't miss out on this unique and luxurious experience!

Top Guest favourite
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, 165 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.

Guest favourite
The living area is furnished with a light-colored sofa and a wooden coffee table, providing a comfortable ambiance. A large TV is positioned on a cabinet, while soft lighting from recessed fixtures enhances the space. Views lead to an adjacent room, suggesting a spacious layout.
Apartment in Paris
4.97 out of 5 average rating, 33 reviews

One Bedroom upstairs apartment, Main street.

My place is a few block from shops, restaurants and bars. Rooster Brewing, trackside restaurant and Paradise Café are just a few nearby Places. You’ll love my place because of the light, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, and business travelers. Convenient parking in the front. Free high speed Wi-Fi.

Top Guest favourite
A charming farmhouse is visible with a red metal roof and a welcoming porch featuring wooden rocking chairs. Brightly colored mums are arranged in front, while chickens roam freely in the grassy area, contributing to the rural atmosphere.
Home in Paris
4.93 out of 5 average rating, 198 reviews

Stoner View Farm

Hello! Our place is close to Paris, Mt. Sterling, Winchester and Lexington. . You’ll love our place because of its scenic views, privacy and seclusion. It sits on a 10 acre farm back off a country road that backs up to Stoner Creek! Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Popular amenities for Bourbon County holiday rentals