Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington holiday homes

We found 1,000 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lexington by choosing from 506 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:13 Nov - 20 Nov

Property grounds
Dining
Room
Pool
Exceptional
(62 reviews)

Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport

Versailles

8% off
NZ$9,470
for 7 nights, 1 room
NZ$1,353 per night
includes taxes & fees
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Adirondack chairs for your viewing pleasure!
Living room.
Back hall.
Exterior
Exceptional
(292 reviews)

Renovated Train Station on Thoroughbred Horse Farm

Paris

8% off
NZ$3,110
for 7 nights, 1 room
NZ$444 per night
includes taxes & fees
Renovated Train Station on Thoroughbred Horse Farm
Exterior
Terrace/patio
Living area
Interior
Exceptional
(23 reviews)

Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

Paris

7% off
NZ$2,986
for 7 nights, 1 room
NZ$427 per night
includes taxes & fees
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Living area
Interior
Room
Private kitchen
Exceptional
(8 reviews)

2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP

Lexington

8% off
NZ$3,384
for 7 nights, 1 room
NZ$483 per night
includes taxes & fees
2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP
Original steep & narrow staircase. Guests must OK this before booking accepted.
15 minutes to Woodford Reserve
Built in early 1800,s
Entrance/Parlor
Exceptional
(52 reviews)

Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Midway

16% off
NZ$1,937
for 7 nights, 1 home
NZ$277 per night
includes taxes & fees
Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.
Living area
Dining
Private kitchen
Room
Exceptional
(8 reviews)

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!

Frankfort

8% off
NZ$5,243
for 7 nights, 1 home
NZ$749 per night
includes taxes & fees
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Interior
Steps down to the upper deck
Looking down the driveway to the lake
Interior
Exceptional
(21 reviews)

Herrington Lake Home - Private Dock - Covered Slip

Harrodsburg

8% off
NZ$2,780
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
Herrington Lake Home - Private Dock - Covered Slip
Quaint and charming.
Breakfast and dinner to the sounds of the creek going by.
On colder days, our two person table is a great way to enjoy a cup of coffee.
Handmade center bar is perfect for preparing a meal.
Exceptional
(36 reviews)

Perfect Bourbon Trail Couple Getaway

Frankfort

8% off
NZ$2,002
for 7 nights, 1 cottage
NZ$286 per night
includes taxes & fees
Perfect Bourbon Trail Couple Getaway
Den
Rear entrance
Formal Dining Room
Rear Entrance Breakfast Room, Kitchen and Den
Exceptional
(71 reviews)

Colliver House at Claybank Farm

Lexington

7% off
NZ$4,625
for 7 nights, 1 home
NZ$661 per night
includes taxes & fees
Colliver House at Claybank Farm
Dusk at Bleubird
Vrbo Host -Jane greets guests at front door
A sanctuary of natural light. Beautiful hickory wood floors. Lg corridors.
Kitchenette . Amenities. Continental breakfast included on request
Exceptional
(67 reviews)

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Georgetown

8% off
NZ$1,821
for 7 nights, 1 home
NZ$260 per night
includes taxes & fees
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Dining
Living area
Interior
Private kitchen
Exceptional
(6 reviews)

The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park

Georgetown

15% off
NZ$2,511
for 7 nights, 1 home
NZ$359 per night
includes taxes & fees
The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park
Outdoor dining
Living area
Room
Dining
Wonderful
(34 reviews)

Your Kentucky Home

Georgetown

8% off
NZ$2,942
for 7 nights, 1 home
NZ$420 per night
includes taxes & fees
Your Kentucky Home
Interior
Private kitchen
game, exercise, flex space
Exterior
Exceptional
(35 reviews)

Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.

Lexington

8% off
NZ$4,081
for 7 nights, 1 home
NZ$583 per night
includes taxes & fees
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Library - Nook
Kitchen
Family Room
Master Suite with King Bed
Exceptional
(43 reviews)

Charming Kentucky Cottage

Lexington

7% off
NZ$6,820
for 7 nights, 1 home
NZ$974 per night
includes taxes & fees
Charming Kentucky Cottage
Interior
Private kitchen
Living area
Living area
Exceptional
(12 reviews)

⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games

Lexington

7% off
NZ$5,604
for 7 nights, 1 home
NZ$801 per night
includes taxes & fees
⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
Bathroom
Interior
Room
Interior
Wonderful
(70 reviews)

Artistic Lodging King Suite

Paris

16% off
NZ$1,097
for 7 nights, 1 room
NZ$157 per night
includes taxes & fees
Artistic Lodging King Suite
Dining
Outdoor dining
Private kitchen
Interior
Exceptional
(9 reviews)

Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location

Lexington

7% off
NZ$3,356
for 7 nights, 1 home
NZ$479 per night
includes taxes & fees
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Living area
Terrace/patio
Exterior
Private kitchen
Wonderful
(39 reviews)

Pet-Friendly Bluegrass Retreat w/ Fenced Yard

Georgetown

8% off
NZ$2,739
for 7 nights, 1 home
NZ$391 per night
includes taxes & fees
Pet-Friendly Bluegrass Retreat w/ Fenced Yard
Terrace/patio
Living area
Dining
Room
Exceptional
(31 reviews)

Minutes to Keeneland/Airport/UK & more!

Lexington

8% off
NZ$4,479
for 7 nights, 1 home
NZ$640 per night
includes taxes & fees
Minutes to Keeneland/Airport/UK & more!
Living area
Dining
Room
Private kitchen
Exceptional
(9 reviews)

Equine Escape - 3BR - BBQ Grill - 2-Car Garage

Lexington

8% off
NZ$6,249
for 7 nights, 1 home
NZ$893 per night
includes taxes & fees
Equine Escape - 3BR - BBQ Grill - 2-Car Garage
Interior
Private kitchen
Living area
Exterior
Exceptional
(16 reviews)

Artsy KY-Themed Richmond Gem: Sleeps 8, Centrally Located & 5 mins from Kayaking

Richmond

8% off
NZ$3,181
for 7 nights, 1 home
NZ$454 per night
includes taxes & fees
Artsy KY-Themed Richmond Gem: Sleeps 8, Centrally Located & 5 mins from Kayaking
💡Vintage swag lighting throughout the home. Marble backsplash fills the space
Exterior
♟️Vintage green onyx chess board.
Be sure to check out Netflix's Queen's Gambit!
🍷🍸🍹The Grove ~~ 10 Minutes Away!
Exceptional
(24 reviews)

Near KYSP & Fasig-Tipton The Kingston!! Equestrian & Bourbon Central

Lexington

6% off
NZ$4,097
for 7 nights, 1 home
NZ$585 per night
includes taxes & fees
Near KYSP & Fasig-Tipton The Kingston!! Equestrian & Bourbon Central
Terrace/patio
Interior
Room
Interior
Exceptional
(18 reviews)

Stunning 3BR Cottage, Fire Pit, Near Horse Park, Walkable to Downtown

Georgetown

8% off
NZ$5,503
for 7 nights, 1 home
NZ$786 per night
includes taxes & fees
Stunning 3BR Cottage, Fire Pit, Near Horse Park, Walkable to Downtown
Interior
Private kitchen
Springtime in Kentucky!
Living area
Exceptional
(54 reviews)

Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants

Lexington

8% off
NZ$7,299
for 7 nights, 1 home
NZ$1,043 per night
includes taxes & fees
Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants
  • 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:

  • 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)
  • The Pavillion (13 mi / 20.9 km)
  • Cherry Blossom Golf and Country Club (13 mi / 20.9 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:

  • Masterson Station Park (4.7 mi / 7.5 km)
  • Kentucky River (12 mi / 19.3 km)
  • Raven Run Nature Sanctuary (12.1 mi / 19.5 km)
  • Yuko-En on the Elkhorn Garden (12.5 mi / 20.1 km)
  • Wiseman Park (16.8 mi / 27 km)
  • Herrington Lake (24.5 mi / 39.4 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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach, 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, Bookabach 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, Bookabach 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, Bookabach'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 Bookabach.
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 Bookabach 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 Bookabach, 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.

More holiday ideas