Vacation rentals in Lexington
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Top-rated holiday rentals in Lexington
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Guest favourite
Home in Lexington
Distillery District Diamond-pet friendly
This 1948 bungalow in an up-and-coming neighborhood has two bedrooms and one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan, and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit.
STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy
6 – 13 Sept
4.98 out of 5 average rating, 281 reviews
Guest favourite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!
30 Aug – 6 Sept
4.98 out of 5 average rating, 247 reviews
Guest favourite
Guesthouse in Nicholasville
Cottage Retreat - Wine, Horses, Convenient
Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding.
7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest.
Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site.
No pets and no smoking. Thank you.
21 – 28 July
4.98 out of 5 average rating, 291 reviews
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Quick stats about holiday rentals in Lexington
Total rentals | 1.6K properties |
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Rentals with dedicated workspaces | 890 properties have a dedicated workspace |
Rentals with a pool | 110 properties have a pool |
Pet-friendly rentals | 660 properties allow pets |
Family-friendly rentals | 1.1K properties are a good fit for families |
Total number of reviews | 89K reviews |
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