Surrounded by sprawling meadows and soft, rolling hills, Cynthiana is a historic getaway in Kentucky’s Bourbon Country. An hour and a half away from the metropolis of Louisville, Cynthiana is a hub of scenic activities, historic attractions, and family-friendly adventures. Admire Federal-style architecture in the charming downtown district and learn more about the history of this quaint town at the Cynthiana-Harrison County Museum. Explore the beautiful natural scenery of the area on one of the walking trails in Flat Run Veterans Park or enjoy a picnic in the nearby Quiet Trails Nature Reserve. There are also unique driving tours to discover, including the Civil War Driving Tour and the Morgan’s Raid/ Battle of Cynthiana Driving Tour! Slow down, and take in the folk art, local wineries and breweries, and splendid shops and restaurants that characterize this delightful city. These ten Airbnb vacation rentals are wonderful options to explore Cynthiana. Read more about them below!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 17, 2025.
1. Modern trailer (from USD 233)
This modern, renovated trailer provides a cozy, quiet stay. The spacious property has accommodation for up to six guests and is filled with comfortable furnishings and many amenities. The space consists of two bedrooms, a living room, dining area, kitchen, bathroom, and a large, outdoor patio. This cheerful trailer is located in a peaceful neighbourhood in Carlisle and is close to many attractions.
Carlisle, Kentucky, United States
21.05 km (13.1 mi) from Claiborne FarmSuperhost
Accommodates: 4
Top guest reviews
Host:
he was kind enough to guide everythingscott is a wonderful hostscott is an awesome hosthe was very responsive when we had questionsfelt super welcome and he was a great hostLocation:
perfect place for a getaway from city lifei really liked the location and my stay at this placewe were evacuee's from hurricane irma and scott's place was perfecti highly recommend this place for any trip to this part of kentuckywe consider him a good friend we are glad we live close enough to stay in touchCleanliness:
everything was so clean and it smelled heavenly in therethe house was clean and comfyeverything was clean and the bed was extremely comfortablethe rooms were clean and the beds were comfortablehe keeps his place very clean and the place is decorated very wellRead more reviewsAmenities & Room:
the beds and furniture are quite comfortable the decor is native americanvery comfortable space in a very rural area though there is a dollar general just 5 minutes awaythe space was well decorated and comfortablethe trailer was super cozy and quiet at one point i didn't even know it was raining
2. Beautiful farm in Bourbon County (from USD 70)
A bright and cheerful property, this modern farmhouse is a wonderful accommodation for up to four guests. The one-bedroom property has many comfortable amenities and offers beautiful views of the countryside. In addition to the cozy rooms, there is also a gorgeous front porch, a fishing pond, backyard playground, fire pit, and more outside! The house is located in Paris and is only a short drive from the cities of Lexington and Georgetown.
Paris, Kentucky, United States
8.73 km (5.5 mi) from Claiborne FarmAccommodates: 4
Top guest reviews
Host:
julie was an outstanding hostshe was super fast with her responses and very helpfulshe was very welcoming and hospitablejulie earns her rating as a super hostjulie is a great host she made us feel like familyLocation:
the location is so peacefulsuch a beautiful locationthe location was perfect for us as it was only a few minutes to parisit’s a little gem in a beautiful locationa must if you are looking for close proximity to lexington and country charmCleanliness:
really clean with superlocations and fantastic communicationit was very clean and perfect for what we neededvery clean apartment on a beautiful propertyher place is spotless and very comfortableeverything was fresh and cleanRead more reviewsAmenities & Room:
we liked the sofa bed and that there were extra blanketsit was nicely decorated with a full appliance kitchen where i enjoyed making several mealswifi was easily connected which was not the case at places i've stayed beforewe immediately received a warm welcome and invitation to enjoy the poolthe apartment is cute and clean with all the amenities one would need
3. The secretariat suite (from USD 135)
This lovely apartment provides a comfortable guest experience. Filled with modern amenities, this gorgeous loft is sophisticated and charming, and can accommodate up to three guests. Inside the apartment, you will find an elegantly-styled bedroom, a neat bathroom, a large, well-stocked kitchen, and a chic, airy lounge lit by massive windows. There is also a delightful terrace and patio area on the back of the apartment. The property is situated in Paris, and many other attractions, shops, and restaurants are within walking distance.
Paris, Kentucky, United States
2.4 km (1.5 mi) from Claiborne FarmAccommodates: 4
Top guest reviews
Host:
what a wonderful home host so very kindanother perfect stay amazing home and the kindest hostnathan was very communicative gave us great recommendations and was an all around wonderful hostnathan is one of the best host we’ve ever metlastly nathan is such a wonderful hostLocation:
perfect location for our tripgreat location if you have any business in downtown parisneat apartment great location great hosteveryone in paris was so nice and the shops made our saturday afternoon delightfulgreat place in a great townCleanliness:
clean and cozyit was very clean and the beds were very comfortableclean accomodations with a modern meets historic lookvery clean well equipped apartment for extended staysloved the brick walls and the cleanlinessRead more reviewsAmenities & Room:
the full kitchen was amazinglovely apartment beautifully remodeled right in downtown historic paris kyi loved that there was a tv in both the living room and the bedroomthe place is so beautiful and comfortable and included anything you could possibly needit has a full kitchen and i was able to cook our entire christmas dinner without any problems
4. Tent camping in central Kentucky
For a more rugged adventure, stay in this gorgeous campsite near the town of Corinth! Perfect for nature lovers, this campsite is surrounded by wildlife and there is a lovely public lake nearby where you can fish. You can also tour the owner’s farm if schedule permits it.
Corinth, Kentucky, United States
36.8 km (22.9 mi) from Claiborne FarmAccommodates: 4
Top guest reviews
Read more reviewsCleanliness:
leslie was very helpful and she pointed out some neat places for us to visit
5. Farm-stay retreat near Kentucky Horse Park
Get acquainted with some of Kentucky’s most renowned creatures when you stay in this farm-stay retreat. This property is located near the Kentucky Horse Park, where you can take tours of the farm and meet Swedish Gotland Ponies, Lincoln Longwool sheep, poultry, dogs and cats. There are two cozy beds, a compact bathroom, a relaxing living room, and a modern kitchen in this homey property. Up to five guests can rent this incredible accommodation.
Corinth, Kentucky, United States
36.73 km (22.9 mi) from Claiborne FarmAccommodates: 4
Top guest reviews
Host:
leslie is a great host and enjoys sharing her farm with othersit is close enough to the khp to make getting there easy and leslie's directions were helpful and accurateLocation:
her place is located in a very peaceful and quiet area with lots of animalsCleanliness:
the apartment was clean and well stockedit is also clean well stocked and thoughtfully preparedthe carriage house was very clean and had everything we neededRead more reviewsAmenities & Room:
her swedish ponies are gentle and loving and the carriage house apartment had everything we needed
6. Elegant gallery apartment in downtown Kentucky
A chic style and modern amenities make this apartment a delightful place to stay in Paris, Kentucky. The property is spacious and stylish and can provide accommodation for up to four guests. Inside the gorgeous apartment, you’ll find a sophisticated living room, a large dining area, a fully-equipped kitchen, a chic bathroom, and two beautiful bedrooms. The property sits above the Gallery St. George on Main Street and is surrounded by many cafes, antique shops, and restaurants.
Paris, Kentucky, United States
2.42 km (1.6 mi) from Claiborne FarmTop guest reviews
Host:
regina was an excellent hostregina was absolutely lovely and a caring and attentive hostregina is a wonderful host who answers questions and checks in to make sure all is okhost is excellent and goes above and beyondregina was a wonderful host and checked on us by text several timesLocation:
location was great for walking to downtown shopsright in the middle of main street with great bars restaurants and antiquing stores close bywonderful place to stay beautifully decorated great location and little townright on main and pretty central to all of the activities i wanted to dolocation was perfect for this and less than 30 minutes from lexingtonCleanliness:
nice clean efficient place to stayit is so nice and cleanlovely clean and well appointed private apartmentit was comfortable super-clean and classyit is spotless decorated beautifully and very comfortableRead more reviewsAmenities & Room:
the living room has a leather sofa bed that was very comfortable for our daughterthis apartment has all the comforts of homecoffee and breakfast items were delightful to have on handwe enjoyed watching one of the dvds regina has on hand on the big screen tvthe bed in the large master bedroom was super comfortable complete with beautiful linens
7. Historic home with modern style
Enjoy this romantic, historic house in Cynthiana! This delightful property retains its rustic charm and provides accommodation for up to two guests. Antique details enhance the charm of this property including the thoughtful amenities that were added. The enchanting suite consists of a cozy bedroom, a luxurious, relaxing living room, a compact bathroom, and a kitchenette filled with convenient appliances. The suite has its own private entrance and has a secluded, peaceful deck to lounge in. Guests also have access to a small gym.
Cynthiana, Kentucky, United States
22.33 km (13.9 mi) from Claiborne FarmTop guest reviews
Host:
she is a lovely hostour hosts were very graciousrebecca was a fabulous hostrebecca is an incredibly thoughtful hostrebecca was an awesome yet invisible hostLocation:
super cute and close to everything in towngreat place to stay for a quick tripwe came at the right time because they had a gost walk live music & a little festivalthis is an outstanding place to land after a long day of travelingif you’re looking for a great place in cynthiana this is itCleanliness:
very clean and cozy spoteverything was very cleanvery modern and clean placethe space is clean and beautifulit was super cleanRead more reviewsAmenities & Room:
we enjoyed an evening dinner and drink on the patio the comfortable bed and quiet settingthe back patio is also so comfortable and relaxinghousekeeping gifts comfortable bed fast reliable wifinice to have treadmills and a cozy brick suite to stay in
8. Luxury glamping tent in Bourbon
This luxurious tent is a unique alternative to renting a house! With accommodation for up to four guests, this glamorous property has three cozy beds, a neat bathroom, and is filled with thoughtful amenities. The tent is set up close to the water’s edge of Stoner’s Creek and includes kayak, hammock, and water trike rentals. The campsite is located near Paris, Kentucky.
2.17 km (1.4 mi) from Claiborne Farm
9. Traditional walk-up apartment in downtown Kentucky
A spacious and elegant property, this lovely accommodation is a wonderful choice for families or small groups. The one-bedroom property can house up to four guests and is filled with modern amenities, comfortable furnishings, and historic charm. The space consists of a cozy living and dining room, a modern kitchen, a neat bathroom, and a relaxing bedroom. Located in Paris, the apartment sits above a retail space in the downtown area and is within walking distance of a Bourbon distillery, a microbrewery, and several quaint stores, restaurants, and cafes.
Paris, Kentucky, United States
2.26 km (1.5 mi) from Claiborne Farm
10. Lower-level suite in a private country home
Marvel at the gorgeous scenery of the Kentucky countryside when you rent a private suite in a lovely county home. Located near Cynthiana, the lower level of this house is open to guests and provides accommodation for up to seven guests. The suite is comprised of two fanciful bedrooms, a modern bathroom, a cozy living space, and a small kitchenette. Guests also have their own private entrance to the basement and to the beautiful garden area, where you can follow trails through the meadows or canoe on the lake.
Cynthiana, Kentucky, United States
19.06 km (11.9 mi) from Claiborne FarmAccommodates: 12
Top guest reviews
Host:
jeanette was a wonderful hosta wonderful country place to stay with gracious hostsjeannette and paul were wonderful hostshe was friendly and very welcomingour host communicated with us very well and professionallyLocation:
located in the lovely rolling horse farm countryside is jeannette and paul's placethanks we had a great time great location great funCleanliness:
the bathroom was clean and the shower was terrificjeannette was amazing the space was clean and funvery thoughtful hosts offering a clean and comfortable living spacethe beds were clean and the sheets were of high quality so they were soft and luxuriousgreat hosts the place was easy to find sparkling clean quite comfortable and very spaciousRead more reviewsAmenities & Room:
star trek theme in one room and a very cool forest theme in the other
Charming times in Cynthiana
With its beautiful natural scenery, delightful distilleries, breweries, eateries, and a unique array of family-friendly attractions, there are endless opportunities for entertainment in Cynthiana. Get acquainted with the charms of this Kentucky city and stay a while. These vacation rentals put you in the perfect spot to explore this brilliant area. Start planning your trip today!
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