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.

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

The Flower Pot

Welcome to The Flower Pot! Come and stay at our newly renovated mid century modern home complete with a record player collection and great natural sunlight. This location is a hidden gem in Lexington! HIGHLIGHTS: - One turn off main road for easy access to ALL attractions and necessities in Lexington - The Distillery District, Rupp Arena, Keeneland, Red Mile(Railbird Music Festival), UK Campus all approximately 10 MINUTES OR LESS - 1 King bed/ Two Queen Beds with smart TVs - New luxury bathroom

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!

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!

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

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!

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.

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

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.

Cheerful and Cozy in the Heart of Chevy Chase!

Enjoy your morning coffee on the front porch Adirondacks of this quaint home in the heart of the popular Chevy Chase in Lexington, KY. Perfect for UK football weekends and campus events, Bourbon Trail outings or Keeneland Horse Track. Large master suite with private sitting area! Fully equipped kitchen ready for tailgate preparations! Walking distance to many local restaurants, UK campus, and fun shops. Off street parking for three cars too!

Golf Simulator | Hot Tub | Game Room | Pool Table

Your crew is already planning the bracket. Someone's calling the back nine. Someone else is threatening to defend their pool title. The hot tub is non-negotiable. Our homeis 5-bedroom, 4.5-bath home in Lexington's Kenwick neighborhood — built for groups who want more than a place to sleep. The golf simulator, the hot tub, the pool table, the fire table: this is where Bourbon Trail weekends happen.