House vacation rentals in Lexington

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Value · Family · Grill

Updated 1910 charm! Walk to Rupp/near Keeneland!

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert/sporting event at nearby Rupp Arena (5 min walk), stroll through Gatton Park (2 min walk), view the horse races at Keeneland (10 min drive), tour the Alltech bourbon distillery around the block, or explore the offerings of downtown just outside your front door

Location · Value · Condition

Charming Home in Southland – Cozy & Spacious!

Welcome to this charming 4-bed, 2-bath home in Lexington's Southland Drive area. Perfect for families, groups, or business travelers, it's within walking distance to local restaurants and cafes. Minutes away, explore downtown Lexington’s rich history, visit the iconic Keeneland Racecourse, or tour the University of Kentucky. Outdoor enthusiasts will love nearby parks and trails, while Bourbon fans can discover local distilleries. This home is your ideal gateway to Lexington’s finest attractions!

Value · Location · Getting around

Large, 1980's 3BR w/full basemt in Upscale area

Spacious 1980's, two story, 3 bedroom, 2.5 bath in desirable Lexington, Ky neighborhood. Two Queen beds, One twin bed, two pull out Lazyboy sofas. Two Roku TV's. WIFI Perfect for large families desiring a quiet neighborhood while still within the heart of Lexington. Private driveway & on street parking is permitted. 20 minutes to Keeneland, 10 minutes to Rupp Arena, 8 minutes to the hospitals and UK campus. 5 minutes to Chevy Chase. Walking distance to Kroger and restaurants. ID15082024-1

Location · Family · Parking

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!

Family · Location · Access

MiCasa Es SuCasa - Tranquil Bluegrass Home

Clean and convenient 3 bedroom 2.5 bath home close to everything that you want in Lexington: 9 minutes to Horsepark; 15 minutes to downtown; 14 minutes to Airport and Keeneland Racetrack; 17 minutes to UK. Come and enjoy all that central Kentucky has to offer in this beautiful well appointed home. Located in an upscale neighborhood on a quiet cul-de-sac. Pets are encouraged. Attached two car garage. Easily and comfortably sleeps up to 8 people. Includes a full kitchen with all essentials.

Value · Family · Condition

Wilton Manor, walk to Burl & Distillery-pets ok

Enjoy great restaurants, bars, and music venues in Lexington within walking distance. This 1940 bungalow is in an up-and-coming neighborhood has an inviting open floor plan design with a gorgeous kitchen, three bedrooms, and one bath. The house is close to the Distillery District, 5 minutes to downtown/Rupp Arena (1.3 miles), 10 minutes to UK, and 15 minutes to the Horse Park by car. STR Reg #15075605-2 - Maximum occupants 6. Guests are prohibited from allowing more than maximum occupancy

Value · Location · Heating

Perfect for Traveling Professionals & Vacation!

Traveling professionals, relocation guests, vacation guests, this is the perfect house for you! This 3 bedroom 2 bath ranch-style home w/ a garage has a gourmet kitchen and an open floor plan. Perfectly located in the heart of Lexington in a family-friendly neighborhood near Trader Joes, hospitals, restaurants, the Summit Shopping Center, Fayette Mall and a short trip to Keeneland or downtown Lexington. This is the perfect home away from home. All are welcome! Pet Friendly, per request!

Location · Value · Quiet

The Rosewood Cottage of Lexington I Elegant & Cozy

Rosewood Cottage is one of Lexington's most unique and charming properties. Located steps away from Ashland Park and under 5 minutes to Downtown, this picturesque 1920's cottage offers history, charm and elegance in one extraordinary home. Relax with a bubble bath & champagne while reading a book from the host's curated collection, roast s'mores by the backyard firepit, or dive into some southern cooking in the newly renovated kitchen. This home away from home is not one to miss.

Family · Value · Accuracy

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.

Location · Value · Bathroom

Close to downtown, can walk to UKgames!15.690.63-1

Fully updated home in the heart of Lexington with a cozy front porch and large fenced in back yard. Five large bedrooms and two full baths allows for guests to enjoy their privacy. Kitchen has all the amenities needed for a comfortable stay. The family room is perfect for any group to gather and there is a work space if needed! A small patio with a grill is a great spot for you to enjoy in nice weather. Per city ordiance we cannot allow more than 10 guests.

Value · Family · Checkout

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.

Location · Value · Cleanliness