Lexington holiday rentals

We found 940 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Lexington by choosing from 503 houses, 66 flats and other holiday rentals. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Lexington (and vicinity)

Showing deals for:3 Oct - 10 Oct

Image gallery for Handcrafted Rustic Cabin on the Bourbon Trail

Miscellaneous
10 out of 10 rating
Exceptional
(16 reviews)

Handcrafted Rustic Cabin on the Bourbon Trail

Versailles, KY

8% off
Price is AU$2,168
AU$310 per night
includes taxes & fees
Handcrafted Rustic Cabin on the Bourbon Trail

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to theatrical Lexington

Come and experience Lexington and its festivals, theatre scene and art galleries. Renowned for its horse riding, university setting and sporting events, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Lexington

Do you want to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Lexington a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Red Mile Racetrack (1.2 mi / 2 km)
  • Kearney Hills Golf Links (5.4 mi / 8.6 km)
  • Keeneland Racing Course (5.9 mi / 9.5 km)
  • The Kentucky Castle (8.4 mi / 13.6 km)
  • Talon Winery (10 mi / 16.1 km)
  • Equus Run Vineyard & Winery (11.1 mi / 17.9 km)

Exploring the natural landscape of Lexington

Whether you're an adventurous traveller or just want to take in the scenery, Lexington is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Kentucky Horse Park (7.2 mi / 11.5 km)
  • The Arboretum State Botanical Garden of Kentucky (2.3 mi / 3.6 km)
  • Masterson Station Park (4.7 mi / 7.5 km)
  • Jacobson Park (5.8 mi / 9.3 km)
  • Kentucky River (12 mi / 19.3 km)
  • Raven Run Nature Sanctuary (12.1 mi / 19.5 km)

Travelling to and around Lexington

The nearest airport is in Lexington, KY (LEX-Blue Grass), located 5.5 mi (8.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Lexington when booking a holiday home?
Stay in a holiday property in Northside District and you'll be in one of Lexington's leading neighbourhoods. Transylvania University and West Sixth Brewing are two major attractions here that'll keep all ages entertained during your visit.
What is the most popular type of holiday home accommodation in Lexington?
Houses are the most popular type of holiday home in Lexington, according to our data. Even if you have something a little different in mind, Stayz has properties in a variety of shapes and sizes. Explore our options to find your perfect fit.
How much does it cost to rent a holiday home in Lexington?
A range of factors determine the price of a holiday home in Lexington, like the length of stay, season and type of property. However, all Stayz homes have something in common --- amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Lexington?
The average price for a holiday home close to the beach in Lexington depends on when you'll be there and the style and size of property you're searching for. You can easily and quickly find prices on Stayz by entering your destination and travel dates. Then use the handy filter tool to choose the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in Lexington?
Yes, there are. Choose from 185 stays that allow pets in Lexington on Stayz. Our furry companions deserve a break too, so simply use our search function for pet-friendly holiday homes to book a pad where your doggie can be near his favourite humans.
Can I rent a house with a pool in Lexington?
Dig out your swimsuit and swim ring, because there are 16 houses with a private pool in Lexington. Settle in at one of these sought-after holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Lexington?
Some of the most popular home amenities people are looking for in Lexington are a fireplace, a water view and nearby museums. Whether you're hitting the road with family, friends or even pets, Stayz holiday homes feature the best amenities for hanging out with your loved ones.
Are there large group holiday homes in Lexington?
With 21 holiday homes that can sleep 10 guests or more in Lexington, you don't have to keep anyone off the invite list. From holidays with the extended family to special events like Thanksgiving or Christmas parties, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Lexington that welcome kids?
Bring the entire group together for an unforgettable adventure in Lexington at one of our 184 family-friendly holiday homes. Many of these stays offer conveniences that are great for getaways with youngsters, such as laundries, living rooms and private pools. Just click on the "Properties good for families" filter box and book your favourite.
What are the top attractions for families in Lexington?
There are loads of fun things to do and see with the family in Lexington, including:

  • The Kentucky Castle
  • Explorium
  • Lexington History Centre

Are there one-bedroom holiday homes in Lexington?
Yes, you can take your pick from 22 one-bedroom homes in Lexington. Whether you'd like a cosy cottage or a cabin, Stayz's one-bedroom homes are great if you don't require loads of space. One of the perks of having your own pad? You won't ever need to share your adventure with strangers.
Can I find two-bedroom holiday homes in Lexington?
Pick from 59 two-bedroom holiday properties in Lexington. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's a spot for whoever's lucky enough to be coming along for the ride.
Are there holiday homes with WiFi in Lexington?
There are 93 holiday homes with WiFi in Lexington. If you'd like to disconnect from daily life on your break, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Lexington?
Lexington has 182 holiday homes where you can relax and recharge in air-conditioned comfort. To locate a stay on Stayz featuring this perk, enter your travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Lexington?
The minimum age allowed can differ across properties on Stayz, so double-check the rules of the holiday home in Lexington you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Lexington for?
The amount of time you can rent a Lexington holiday home for is up to the property. Just enter your dates of travel to browse options that offer long-term stays. They come with all you require to make your extended trip more enjoyable such as kitchens and backyards. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.

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