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Kentucky Comfort Near all the best REG#150830301

Reconnect with friends or family in a newly updated, freshly furnished 5 spacious bedrooms and 4 full baths with 2 porches and 2 living rooms - just minutes to downtown and Keeneland, and a quick jaunt to the Bourbon Trail, Red River Gorge and the Derby. The home is designed for comfort and connection, with quality mattresses, soft bedding, a well-stocked kitchen, large-screen TVs, fast WiFi quirky art and ample parking. Perfect for weddings and events, family/friend getaways. Welcome home!

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, kitchen table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

Cottage Circle Home

This charming home is nestled in a cozy neighborhood, offering a serene atmosphere and a strong sense of community. Conveniently located, it boasts easy access to a variety of restaurants, catering to different tastes and cuisines, just a short stroll away. Keeneland Racetrack, a track that runs in the fall and spring months, is only 8 minutes from the driveway! Additionally, a nearby grocery store ensures that daily essentials are within reach. Cottage Circle is waiting for YOU! ☺️

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

Lovely 3 Bdrm Home w/Free Parking Close to I-75

Charming open concept ranch home in Hamburg w/easy access to I-75, shopping & dining, UK, Bourbon Trail & Keeneland. Accommodates up to a maximum of 10 guests. Master bdrm has king bed w/full bath & large walk-in closet. There are 2 add'l bdrms w/queen beds, two full sized pull out beds in the secondary living and great room. Washer/ Dryer, outdoor dining w/BBQ, work space w/printer & wifi & 4 outdoor parking spaces (Garage is not available). LFUCG STR Licence #15073351

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

Bluegrass Retreat with Hot Tub! Near Horse Park!

Unbeatable location for the best experiences in Central Kentucky! You will be close to the Kentucky Horse Park, historic Keeneland, downtown Midway, the Ark Encounter, Rupp Arena and downtown Lexington, UK sporting events, golf courses, and several highly desirable distilleries including our personal favorite - Buffalo Trace Distillery. There are so many great restaurants nearby! Be sure to check out our Guidebook when you book a stay at Bluegrass Retreat.

2Mi. To - Downtown -UK Campus-Kroger Field

💸 Save 15% – We Waive Airbnb Service Fees! ★ 2 mi to Rupp Arena • 2 mi to Kroger Field ★ 1 mi to University of Kentucky • 1 mi to Downtown Lexington Nestled near Woodland Park in the coveted Chevy Chase neighborhood, our home blends urban convenience with serene park views. Stroll to top restaurants, local breweries, and coffee shops—all just minutes away. Enjoy the best of Lexington—perfect for exploring, dining, and entertainment!