Holiday rentals with breakfast in Fayette County

*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!!

Modern Retreat | Hot Tub | Walk to Kroger Field

Looking for a perfect blend of modern comfort and convenient access to local attractions? This modern home has six suites with full baths. Soak in a hot tub, watch game highlights with your feet up by a fireplace, and enjoy coffee out on the patio. Close to the UK Football Stadium and downtown, this is an ideal location for sports fans or family visits. Kroger Field – 2 min drive Rupp Arena – 6 min drive Mill Ridge Farm – 14 min drive Book For Lasting Memories In Lexington—See Details Below!

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!

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!

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.

3 Bedroom Downtown Townhouse, Close to All!

Our homey 3 bedroom, 2 bath townhouse is walking distance to the city center, Rupp Arena, and plenty of restaurant and dining options. It includes a large master bedroom with ensuite bathroom and two other small bedrooms - all with new queen beds. The kitchen has new stainless appliances and the living/dining room is a perfect place to gather with family and friends. It is perfect for families with kids, couples or friends traveling. Zoning Compliance Permit PLN-ZCP-24-00131

Bluegrass Bungalow

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

Linden Place LLC

Our cabin is on gated property in the middle of Bluegrass horse country with a an indoor and outdoor private shower and sits on the back of 5 landscaped acres for maximum privacy. Close to the Ky Horse Park! Incl., YouTube TV, WiFi, deluxe king bed, & private deck overlooking pastures. Snacks, tea/coffee and breakfast items provided. Please note there will be a pet fee of $25/Nite/pet with a max weight of 35lbs. Fees will be requested after booking.

Pet-Friendly Cozy Retreat 10 mins to Horse Park

Experience equestrian chic at The Layover House, a renovated 3-bed, 2-bath home in Georgetown. Perfect for families or groups, our home offers vintage charm with modern comforts. Ideally located just 10 mins from the Kentucky Horse Park and 20 mins from Lexington's distilleries and downtown. Enjoy a private backyard with a fire pit, a fully equipped kitchen, and premium amenities. Your perfect base for exploring the Bourbon Trail and horse country!

Homestretch - An Elegant, Equestrian Themed Home!

This so comfortable, elegantly furnished 4 bedroom 3 1/2 bath town home is the perfect home away from home for Horse Lovers! Enjoy relaxing evenings by the fire pit with friends while recapping the events of your fun filled day at the track, horse park, The Bourbon Trail, or hiking at nearby Red River Gorge. Charming, elegant, and comfortable, this home is the perfect launching pad for unparalleled enjoyment of the Bluegrass area and beyond!

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.