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*New* Run for the Roses Retreat! 2 King beds/I-75

Conveniently located 5 miles from UK, 6 miles from Rupp Arena, 18 minutes to The Kentucky Horse Park, and minutes from shopping and restaurants! 2 master bedrooms with king beds and Jack and Jill en-suite bathrooms. One master on first floor and one upstairs! 4 - 92” Smart TVs with Roku Kids playroom and lots of board and outdoor games = fun Outdoor space is cozy and packed with fun! Put-put golf, giant connect 4, kid friendly Axe throwing etc making this area the favorite! Oh and WAFFLES!!

Hartland's Hideaway- 2 King Beds

Welcome to Hartland's Hideaway, nestled in the highly desirable Hartland Neighborhood. This home offers the perfect blend of comfort & convenience, ensuring a wonderful stay. Here you will find two inviting bedrooms, each boasting a king bed, & two full bathrooms! The kitchen has everything you need- from essential cookware & utensils to complimentary coffee & sugars. Enjoy the Kentucky weather in our fenced in back yard with string lights & a gas fir-pit. We love it here & think you will, too!

Bourbon, Horses & Holidays| Pet Friendly| 5 stars

Welcome to the Layover House, where our hospitality is high and your comfort is our goal!! Vintage hometown feel meets Equestrian Chic in our fully renovated & cozy home! Check out the special amenities that our guests love- * 5 Star reviewed PLUSH bedding * Fire Pit & Outdoor Area & Grill * Fully stocked kitchen * Walking distance to Downtown and Georgetown College * 10 min to the Kentucky Horse Park 🐴 * 20 min to downtown Lexington * Start of Bourbon Trail 🥃 * 30 min to the Ark * Peloton

Warfield Manor/ Walk to Greyline Station

Located just 5 minutes from downtown Lexington, Warfield Manor is a beautiful newly renovated home featuring 4 bedrooms & 3 bathrooms. Located on the historic farmland of William Warfield guest will #LiveLikeALocal by being 20 minutes from Keeneland & the Bluegrass Airport, 15 minutes from Kroger Field, & 5 minutes from Rupp Arena! Enjoy your morning coffee on our cozy porch or even cocktails in the aesthetically pleasing back yard by our firepit. We have no doubt that you will feel at home!

Nordost-Lillegard ( NorthEastSmallGarden)

PLEASE READ THE ENTIRE LISTING freestanding tiny house 500 sq.ft best suited to one person or couple-> one full bed. Lge BR, sleek galley kitchen, off-street prkg inc. space for one horse trailer if @ the horse park/training ctr. Property is fenced, gated, private, safe. There are no cameras inside the guest house.We will be on property while you are here. Licensed By City of Lexington. Convenient Great location for HorsePark, WEI, Rodeo, Dressage, Keeneland. Bourbon trail, UK sports.

Downtown/UK, Private, Quiet (Local ID 15067121)

Perfect for two guests without disabilities. No elevator. Spacious, third floor, walk-up studio apartment with private parking in a completely renovated historic professional office building near downtown Lexington. Everything downtown has to offer is nearby: Rupp Arena, gym, restaurants, nightlife, UK, and post office. Near everything, yet quiet, secure and private. Two HDTV's, new separate A/C & heating system, fully stocked kitchenette and bath, huge closet, memory foam queen size bed.

Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, The Commons, Keeneland, UK, Masterson Station Park, McConnell's Springs, the Legacy Trail, the airport and the Horse Park. There is a grocery store within 0.6 mile. Very walkable neighborhood. It is also near the distillery district with outdoor music events, food and bars. There are multiple places to eat within walking distance. Owner/host lives in other side of duplex.

Modern Retreat: Cozy Getaway Nestled in Lexington

Escape to this modern 4-bedroom, 1-bath bungalow in Lexington, nestled on a quiet street. With a fully fenced-in yard, hot tub, and cozy, contemporary interiors, it’s the perfect spot to relax and unwind. Enjoy privacy, comfort, and convenience just minutes from downtown Lexington. Whether you’re here for a weekend getaway or a longer stay, this home offers the ideal blend of tranquility and modern amenities for your next trip. Registration ID15068130-7

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

A great home if you are coming to KEENELAND, THE HORSE PARK, BOURBON TRAIL, or a WEDDING. 5 Star reviews say it all! Located at 133 N Ashland in historic Bell Court, only 5 minutes to DOWNTOWN LEXINGTON, 7 minutes to RUPP ARENA, 6 minutes to UK & UK's football stadium. Close to restaurants, shops, brewery, incl.the trendy areas of Chevy Chase & National Avenue. Walk to many of these places . Great place to stay if you are here for work.

Historic Cottage, Old Fashioned Hospitality!

We welcome all people! We don't care who you love or what shade of skin you're in. You are most welcome in our home. Take a step back in time at Kring Cottage in central Georgetown. This charming and historic craftsman has been welcoming people since 1926. With four beautiful bedrooms and 2 bathrooms, there is plenty of room for your whole crew. She is cozy and comfortable with a vintage flair, but with all of the modern conveniences.

The Bourbon Barrel on Wyatt-Fenced in yard

This 2 bedroom, 1 bathroom bourbon-themed home will have you feeling like a Lexington, KY native the second you walk in the door. This property includes a spacious kitchen, cozy bedrooms, & a huge fenced in backyard! The Bourbon Barrel is located in the heart of Lexington & is just minutes away from Chevy Chase, Downtown, Hamburg, and I-75. No matter what brings you to Lexington, this is the perfect place to stay!

*Bourbon, Bourbon, Bourbon*

Just named to the Best Places to Stay in Bourbon Country, this modern Bourbon-themed townhouse is in Lexington's Northside, close to the Jefferson St retail corridor, West 6th Brewing & Rupp Arena. It's an ideal pad for exploring Bourbon Country, a Keeneland weekend, or cheering on the UK Wildcats. You will be within a 5 minute walking radius of a distillery, brewery, and the Legacy trail.