Trips to Lexington

There are a lot of options in Lexington. If you plan on staying in the Lexington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Lexington:

• 2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington
• Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
• Renovated Train Station on Thoroughbred Horse Farm
• The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
• Lodge style home on 140 acres. Remote but close to much! Hot Tub, Pets
• Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
• Bourbon Trail, Horse Park & Farms, Keeneland, Vineyard & Winery
• Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
• Historic Mansion in Downtown Lexington.
• Renovated train station on thoroughbred horse farm.

There are 96 vacation rentals with private pools near Lexington. Top-rated homes that have access to a swimming pool include:

• Holiday Inn Express & Suites - Lexington W - Versailles by IHG
• Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
• Sugar Hill Farm-Historic Horsefarm with Pool
• HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

If you are looking for a family-friendly vacation home in Lexington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lexington:

• Garden on Capital-Bourbon & Horse Country
• Lexington Home ~ 2 Mi to University of Kentucky!
• Charred Oaks Inn

Currently, the total number of properties listed in 2026 is over 2149 in the Lexington area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Lexington.