Holiday rentals with a patio in Jessamine County

The Blue Heron Lakeside Chalet

Welcome to The Blue Heron Chalet, where tranquility meets breathtaking views on the shores of Herrington Lake. Our charming A-frame invites you to unwind in the serene beauty of Kentucky. Whether you're seeking a romantic retreat, a family vacation, or a gathering of friends, our lakeside chalet promises an unforgettable experience filled with relaxation, adventure, and cherished memories. Welcome to your home away from home in the heart of the Bluegrass and minutes away from the Bourbon Trail

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

Wilmore Cozy Corner Reg. #9575

For up to 2 adults and 2 kids. Escape to our charming, centrally located apartment in the heart of Wilmore, Kentucky. Nestled in a peaceful neighborhood, our space offers a tranquil retreat for visitors seeking comfort, convenience, and a touch of Southern hospitality. You'll immediately feel at home in our cozy and thoughtfully designed apartment greeted by the open-concept living area. The fully equipped kitchen, tranquil bedroom, and well-appointed bathroom will ensure a comfortable stay.

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Kinlark Horse Country Stay

Watch the sunrise over green pastures from this newly renovated apartment on the lower level of a large home on 10 rolling acres. Private entrance, no shared spaces. Spread out over 2,000sqft of living space! Full kitchen, 2 bedrooms, 1 bathroom, private patio, laundry room & even a game room! King bed & bunk beds in one bedroom, and a Queen in the other. Pullout couches available. If you bring more than 6 guests, let us know & we'll prepare your desired couch/bed arrangement for the extras.

New Construction/ Close to Herrington Lake

The White Chalet is a brand NEW construction home centrally located in a peaceful neighborhood in Lancaster, KY. Whether you are going to Keeneland, a sporting event, Herrington Lake, or just looking for a fun getaway, you will only be a short commute to all that Central KY has to offer! Featuring 4BR, 3BA, high end kitchen, hot tub, game room, and sauna, we have all the amenities needed for a short or long stay. We are 21mi to Downtown Lexington & 20mi to Wilderness Trail Distillery.

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!

Top Lexington, Ky Stays- No Cleaning Fee

Spacious 3 bedroom, 1.5 bath home in one of the safest neighborhoods in Lexington, Ky. Perfect for families wanting a quiet escape from the hustle & bustle while still in the heart of Lexington. Conveniently located to Keeneland, Fayette Mall, Blue Grass Airport, Shillito Park,Rupp Arena, Jeff Ruby's, Distilleries, 5.5 miles to The Infield at Red Mile (Railbird Festival) Walking distance to The Summit at Fritz Farm. Within a 45 min drive to Red River Gorge.