Holiday rentals in Jessamine County

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Popular amenities for Jessamine County holiday rentals

Other great holiday rentals in Jessamine County

Top guest favourite
Home in Lexington
4.99 out of 5 average rating, 78 reviews

Close to Everything! Beautiful two-story home

LukeRating, 5 stars5 days ago
Kathy’s home is the perfect place to stay. We had plenty of room, a lot of amenities. The outdoor space was fantastic. We felt welcomed and right at home and I would book with Kathy anytime I visit the area in the future. The home is gorgeous and in a safe neighborhood. I highly recommend this property for your next trip to Lexington.
Superhost
Home in Lexington
4.91 out of 5 average rating, 22 reviews

My Old Kentucky Home

RickRating, 5 stars5 days ago
Great place for large family gathering. Communication with the host was excellent. Would definitely come back.
Top guest favourite
Home in Versailles
5 out of 5 average rating, 13 reviews

Home in Versailles on the Bourbon Trail

ShellyRating, 5 stars1 week ago
What a wonderful experience staying at this property and working with Meghan. The house was beautiful, clean and convenient to Keeneland and a number of distilleries. The property is breathtaking with easy access. Meghan made us feel welcome with detailed instructions and a bottle of wine waiting in the fridge. She made excellent recommendations for restaurants in the area and we loved each one! We had the opportunity to meet her and her beautiful Dutch Warmblood horses while there. Her gracious hospitlity is unmatched! We will be back!
Top guest favourite
Farm stay in Lancaster
5 out of 5 average rating, 183 reviews

Serene barn loft in the heart of the Bluegrass

MichelleRating, 5 stars1 week ago
Wow! What a place to recharge and ground yourself! Beautiful, peaceful, comfortable, and definitely will be back as soon as we can. Barbara was an excellent host, very accommodating. The goats were so entertaining and friendly. The hammock and fairy lights were a welcome addition to the laidback atmosphere. Thank you Barbara for the best weekend away from home ♥️
Guest favourite
Home in Lexington
4.94 out of 5 average rating, 16 reviews

Elegant spacious 4 BD 3 full bath house!

LeeRating, 5 stars5 months ago
Great location for a quick Lexington weekend! It was perfect for our crew. Plenty of room and parking. Flexible check-in and check-out. Owner very responsive.
Top guest favourite
Home in Lexington
5 out of 5 average rating, 24 reviews

Summit Retreat - 4BR/2.5BA-Keeneland, Airport, UK

BrookeRating, 5 stars6 months ago
My family and I stayed at Scott’s house while we were in town to see the races at Keeneland. The house was clean and had everything we needed. It was a 20 min drive to the racetrack and about an hour and 15 min from sdf airport. No complaints, comfortable beds.
Top guest favourite
Holiday home in Nicholasville
5 out of 5 average rating, 14 reviews

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

CindyRating, 5 stars5 days ago
Sam was fantastic, helpful friendly and quick to respond. Helped my husband when he needed a tool for the vehicle. The house was fabulous with all the space needed for our family. Large yard which was perfect for our Easter egg hunt. The house had more amenities than any other such as supplies, dishes, and cookware. Lots of beach towels for the pool 🙂. We will definitely return. Thank you Sam for being a great host!
Guest favourite
Barn in Nicholasville
4.93 out of 5 average rating, 101 reviews

The Barn Loft

LizRating, 5 stars6 months ago
It’s hard to believe this place is real!! Coming from Boston to this beautiful, peaceful property was just what we needed. I think my favorite part was rocking in a rocking chair watching the horses graze and play. 10/10!!! We will definitely stay here again! ( also was very comfortable, had everything we needed and was very clean) Thanks for having us!

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