Holiday rentals with breakfast in Lexington

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful and centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens and a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read and art from local artists - all for sale. Close to downtown, campus, NOLI District and I-75 / I-64. Great stay for traveling professionals, nurses/doctors.

Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Carriage House on the Park

Enjoy the tranquility of this Upstairs Apartment (over 400 sq ft) suite, located across from Winchester's College Park. Executive amenities include heated bathroom floor tile, additional sink and vanity and large flat screen Roku Smart TV. Carriage house is located just steps from public gym and recreational center and historic downtown Winchester. Centrally located with easy access to Lexington, Paris, Versailles, Georgetown, Kentucky Horse Park, Natural Bridge and Red River Gorge.

Barn Cottage on Horse Farm. Breakfast included.

What could be better than a cottage suite on a beautiful horse farm?. This country cottage connects to the barn with the animals just steps away. The floral and vintage accents fill the suite with southern charm. The cottage has a queen bed, private bath, full kitchen and living room (pullout couch). Enjoy a private patio and fire pit overlooking the beautiful hills. Minutes from I-75 and downtown Berea. Breakfast and evening bourbon are included. Pet friendly/no fee

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm is 5 minutes to DT Winchester close to Lexington Quick access to I64 close to I75 ***Discounts this coming Weekend Centrally located: Eateries & Historical Sites Lexington 20min State Parks Meadow Green Music Park 20min Keeneland 30.4mi. Kentucky Horse Park 30min Red River Gorge 35min Ark Encounter 45min Creation Museum 1hr 30min ~Home is surrounded by our family farm EST. 1803 at the beginning of Scenic Rt.15 So much to see & do

Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, 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.

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.