Holiday rentals in Lexington

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Top-rated holiday rentals in Lexington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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
12–19 Mar
$123 SGD per night
4.98 out of 5 average rating, 277 reviews
Guest favourite
Flat in Lexington
Game of Thrones - Downtown
Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees
9–16 Jul
$196 SGD per night
4.98 out of 5 average rating, 378 reviews
Guest favourite
Guest suite in Lexington
Close to Keeneland Charming Guest Suite
Great location in beautiful well established neighborhood. 5 mi to Keeneland & airport, 2 mi to downtown, Rupp Arena, Univ of Kentucky campus & football stadium. Centrally located within one mile of all major hospitals. Lexington is located along the Kentucky Bourbon Trail. Enjoy distillery, horse farm & historic home tours, unique and fine dining, craft breweries, sporting events, theater, concerts, boutique shopping. Nearby horse farms, rolling hills, hiking and boating/canoeing
24 Jun – 1 Jul
$84 SGD per night
4.97 out of 5 average rating, 119 reviews

Popular amenities for Lexington holiday rentals

Stay near Lexington's top sights

Rupp Arena140 locals recommend
Keeneland164 locals recommend
Hamburg Pavilion46 locals recommend
Fayette Mall38 locals recommend
Kroger Field34 locals recommend
University of Kentucky66 locals recommend

Other great holiday rentals in Lexington

Guest favourite
Guest house in Nicholasville
Cottage Retreat - Wine, Horses, Convenient
19–26 Aug
$123 SGD per night
4.98 out of 5 average rating, 289 reviews
Guest favourite
Guest house in Lexington
The Bourbon House- Downtown Lex’s Premier Air B&B
16–23 May
$215 SGD per night
4.93 out of 5 average rating, 445 reviews
Guest favourite
Home in Lexington
Updated historic home! Walk to Rupp/UK/restaurants
24–31 Mar
$164 SGD per night
4.93 out of 5 average rating, 623 reviews
Guest favourite
Cabin in Lawrenceburg
River Side Cabin - Bourbon Trail - HotTub
11–18 Oct
$336 SGD per night
5.0 out of 5 average rating, 159 reviews
Guest favourite
Flat in Lexington
Enjoy Downtown Lex from your Private Deck
22–29 Dec
$120 SGD per night
4.95 out of 5 average rating, 175 reviews
Guest favourite
Home in Lexington
Cozy Country Setting
18–25 Oct
$127 SGD per night
4.95 out of 5 average rating, 101 reviews
Guest favourite
Home in Lexington
Horse Farm Creekside Cabin- 6 min to KY Horse Park
3–10 Sep
$268 SGD per night
4.96 out of 5 average rating, 316 reviews
Guest favourite
Flat in Lexington
Private Apartment-Historic Home-Walk Downtown & UK
29 Aug – 5 Sep
$109 SGD per night
4.99 out of 5 average rating, 474 reviews
Guest favourite
Home in Lexington
Nomi House, Renovated 1880's shotgun, downtown Lex
19–26 Aug
$141 SGD per night
5.0 out of 5 average rating, 111 reviews
Superhost
Chalet in Lexington
Urban Chalet w/ Theater - Live. Work. Rejuvenate.
13–20 Aug
$110 SGD per night
4.87 out of 5 average rating, 647 reviews
Guest favourite
Cottage in Lexington
The Witches’ Cottage on Salem St• Downtown Lex
6–13 Jun
$116 SGD per night
4.97 out of 5 average rating, 161 reviews
Guest favourite
Apartment in Lexington
Short walk/ride anywhere on campus- Wkly Discount!
7–14 Aug
$94 SGD per night
4.94 out of 5 average rating, 115 reviews

Quick stats about holiday rentals in Lexington

Total rentals

1.6K properties

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington