Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington holiday rentals

We found 1,008 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lexington by choosing from 505 houses, 64 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:20 Nov - 27 Nov

Property grounds
Dining
Interior
Pool
Exceptional
(63 reviews)

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

Versailles

8% off
AU$7,703
for 7 nights, 1 room
AU$1,100 per night
includes taxes & fees
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Loft with King Tempur-pedic
Kitchen Bar
Deck View
Master Bedroom
Exceptional
(102 reviews)

World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

Lexington

16% off
AU$4,427
for 7 nights, 1 home
AU$632 per night
includes taxes & fees
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Room
Interior
Private kitchen
Living area
Exceptional
(8 reviews)

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

Lexington

8% off
AU$2,798
for 7 nights, 1 room
AU$400 per night
includes taxes & fees
2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP
Retreat and unwind  after a long day in the 6 person hot tub
Front porch gathering space
Living room with 65" Smart TV and plenty of seating
Front Porch Game/Poker table
Exceptional
(21 reviews)

Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays

Lawrenceburg

8% off
AU$5,538
for 7 nights, 1 home
AU$791 per night
includes taxes & fees
Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays
Backyard at night
Full Kitchen
Dining
Open concept family living room with fireplace, full kitchen and dining area
Exceptional
(15 reviews)

Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.

Lexington

8% off
AU$7,477
for 7 nights, 1 home
AU$1,068 per night
includes taxes & fees
Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
Built in early 1800,s
15 minutes to Woodford Reserve
Parlor/Exit
Original steep & narrow staircase. Guests must OK this before booking accepted.
Exceptional
(52 reviews)

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

Midway

16% off
AU$1,596
for 7 nights, 1 home
AU$228 per night
includes taxes & fees
Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.
Living area
Dining
Private kitchen
Interior
Exceptional
(8 reviews)

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

Frankfort

8% off
AU$4,241
for 7 nights, 1 home
AU$606 per night
includes taxes & fees
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Looking down the driveway to the lake
Steps down to the upper deck
Interior
Interior
Exceptional
(21 reviews)

Herrington Lake Home - Private Dock - Covered Slip

Harrodsburg

8% off
AU$2,337
for 7 nights, 1 home
AU$334 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.
Great living room with a wood stove and a rocking chair.
Handmade center bar is perfect for preparing a meal.
Exceptional
(37 reviews)

Perfect Bourbon Trail Couple Getaway

Frankfort

8% off
AU$1,648
for 7 nights, 1 cottage
AU$235 per night
includes taxes & fees
Perfect Bourbon Trail Couple Getaway
Rear Entrance and Parking
Rear entrance
Rear Entrance Breakfast Room, Kitchen and Den
Den
Exceptional
(71 reviews)

Colliver House at Claybank Farm

Lexington

8% off
AU$3,720
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Colliver House at Claybank Farm
Living area
Living area
Dining
Interior
Exceptional
(6 reviews)

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

Georgetown

7% off
AU$2,344
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park
Interior
Living area
Room
Outdoor dining
Wonderful
(34 reviews)

Your Kentucky Home

Georgetown

8% off
AU$2,658
for 7 nights, 1 home
AU$380 per night
includes taxes & fees
Your Kentucky Home
Exterior
Private kitchen
game, exercise, flex space
Interior
Exceptional
(36 reviews)

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

Lexington

8% off
AU$3,349
for 7 nights, 1 home
AU$478 per night
includes taxes & fees
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Our Cottage
Kitchen
Library - Nook
Family Room
Exceptional
(43 reviews)

Charming Kentucky Cottage

Lexington

8% off
AU$6,046
for 7 nights, 1 home
AU$864 per night
includes taxes & fees
Charming Kentucky Cottage
Interior
Private kitchen
Dining
Living area
Exceptional
(12 reviews)

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

Lexington

8% off
AU$4,294
for 7 nights, 1 home
AU$613 per night
includes taxes & fees
⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
Interior
Dining
Room
Interior
Exceptional
(28 reviews)

Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington

Lexington

8% off
AU$12,171
for 7 nights, 1 home
AU$1,739 per night
includes taxes & fees
Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
Bathroom
Interior
Room
Interior
Wonderful
(70 reviews)

Artistic Lodging King Suite

Paris

17% off
AU$894
for 7 nights, 1 room
AU$128 per night
includes taxes & fees
Artistic Lodging King Suite
Living area
Outdoor dining
Interior
Dining
Exceptional
(9 reviews)

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

Lexington

7% off
AU$2,433
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Living area
Dining
Exterior
Private kitchen
Exceptional
(9 reviews)

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

Lexington

8% off
AU$4,236
for 7 nights, 1 home
AU$605 per night
includes taxes & fees
Equine Escape - 3BR - BBQ Grill - 2-Car Garage
Exterior
Private kitchen
Interior
Living area
Exceptional
(16 reviews)

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

Richmond

8% off
AU$2,643
for 7 nights, 1 home
AU$378 per night
includes taxes & fees
Artsy KY-Themed Richmond Gem: Sleeps 8, Centrally Located & 5 mins from Kayaking
🍽️ Dining for 8 in fully remodeled kitchen!
Enjoy the vintage Milo dining table
Exterior
🍷🍸🍹The Grove ~~ 10 Minutes Away!
♟️Vintage green onyx chess board.
Be sure to check out Netflix's Queen's Gambit!
Exceptional
(24 reviews)

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

Lexington

6% off
AU$3,201
for 7 nights, 1 home
AU$457 per night
includes taxes & fees
Near KYSP & Fasig-Tipton The Kingston!! Equestrian & Bourbon Central
Private kitchen
Dining
Living area
Private kitchen
Exceptional
(20 reviews)

Charming 2-bedroom house on our farm with beautiful sunsets

Stamping Ground

8% off
AU$1,386
for 7 nights, 1 home
AU$198 per night
includes taxes & fees
Charming 2-bedroom house on our farm with beautiful sunsets
Room
Private kitchen
Dining
Interior
Exceptional
(7 reviews)

"The Dawning House" - Peaceful Modern Stay w/ Yard

Georgetown

8% off
AU$2,880
for 7 nights, 1 home
AU$411 per night
includes taxes & fees
"The Dawning House" - Peaceful Modern Stay w/ Yard
Interior
Kitchen
Private Outdoor Patio
King Bedroom, Seating Area & Workstation
Exceptional
(26 reviews)

Luxurious 3 BR Distillery District Townhouse - Eight Belles

Lexington

8% off
AU$4,764
for 7 nights, 1 home
AU$681 per night
includes taxes & fees
Luxurious 3 BR Distillery District Townhouse - Eight Belles
  • 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

Why visit Lexington

  • Historic charm: Explore Lexington’s rich heritage through its historic houses and cultural landmarks.
  • Urban and natural blend: Enjoy scenic urban parks and verdant landscapes perfect for outdoor adventures.
  • Vibrant downtown: Discover a lively city centre with unique shops and restaurants.
  • Equestrian heritage: Experience the local equestrian traditions that add to Lexington’s unique character.
  • Welcoming neighbourhoods: Wander through friendly areas ideal for family outings and local exploration.

Popular types of accommodation in Lexington

Discover Lexington, Kentucky, where a diverse range of private holiday homes, cosy apartments, and charming cottages await. Enjoy exploring local attractions, historic landmarks, and authentic Ky homes that offer affordable housing and true southern charm. Whether you're seeking a dwelling house or a quaint house in Lexington, experience the best of local living and hospitality in this vibrant multi-city vicinity.

  • Private Holiday Homes: These spacious, self-contained residences are the most sought-after option for visitors seeking comfort and privacy during their stay in Lexington.
  • Apartments: Ideal for those looking for a modern and convenient base, these self-catering units offer flexibility and a home-like atmosphere.
  • Cottages: Charming and often quaint, these small houses provide a cosy retreat, perfect for relaxing after exploring the local area.
  • Condos: These stylish, multi-unit dwellings offer a blend of convenience and amenities for a comfortable holiday experience.
  • Cabins: Nestled in nature, these rustic retreats provide a peaceful escape, ideal for those wishing to immerse themselves in the great outdoors.**

Top attractions in Lexington

Lexington and its vicinity offer a delightful mix of historic houses, urban parks and scenic natural spaces, perfect for those seeking outdoor adventures and cultural experiences. Whether you are travelling with family or friends, the region invites you to explore its heritage and enjoy its verdant landscapes. Discover the charm of this area and immerse yourself in its unique blend of history and modern leisure.

  • Fort Boonesborough State Park: Experience the charm of outdoor adventure in a nationalStatePark with scenic trails and historical reenactments that bring early American frontier life to life.
  • Berry Hill Mansion: Explore a historicPlace where culture meets heritage, offering a glimpse into Lexington’s storied past through elegant architecture and evocative artefacts.
  • The Kentucky Castle: Revel in a castle steeped in culture and romance, promising enchanting views and a magical ambience in the heart of Lexington.

Things to do recommended for couples

Looking for a romantic getaway in Lexington? Explore the scenic beauty of the Kentucky Horse Park, enjoy a leisurely wine tasting at a local vineyard, or take a charming carriage ride through the historic district. Indulge in a candlelit dinner at a quaint bistro for a perfect evening.

Things to do recommended for families

Families will delight in exploring the Kentucky Horse Park, where they can meet majestic horses and learn about equestrian culture. The interactive exhibits at the Explorium of Lexington provide a fun-filled experience, while the beautiful parks offer perfect picnic spots for a relaxing day outdoors.

Things to do recommended for groups

Groups visiting Lexington can explore the rich equestrian heritage by touring historic horse farms, enjoy local distilleries, and indulge in traditional Kentucky cuisine while partaking in scenic river walks and vibrant local festivals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Lexington

If you're travelling with a group, as a family, bringing along your pets, or seeking extended stays, it's important to filter according to your specific priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Lexington with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Stayz.
  • Traveling to Lexington with young kids: Travelling with young children can present its challenges. It’s essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Lexington: For many, a family holiday isn’t complete without their furry companion. If this resonates with you, be sure to explore Stayz properties that welcome pets. Most pet-friendly accommodations provide feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Lexington: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Lexington

Lexington, Kentucky, is a vibrant metropolis that offers a delightful blend of history and outdoor adventure. Visitors can explore the charming downtown area, which is home to unique shops and restaurants, or enjoy the beautiful parks scattered throughout the city. The surrounding neighbourhoods provide a friendly atmosphere perfect for family outings and excursions. With its rich equestrian heritage and scenic landscapes, Lexington is an ideal destination for travellers seeking both relaxation and exploration.

  • Lexington: Nestled in the heart of the region, Lexington is a vibrant city offering a blend of outdoor adventure and family fun. The city is a gateway to diverse attractions, from expansive shopping centres to educational institutions. With a focus on outdoor pursuits, visitors can enjoy adventures in nearby parks and recreational areas. The local landmarks include a dynamic sports facility and a modern college university, providing a mix of cultural and athletic experiences in a welcoming urban setting.
  • Frankfort: Located within the vicinity of Lexington, Frankfort is a charming city celebrated for its blend of outdoor activities and romantic escapades. The area offers a variety of experiences, including scenic hiking trails, campgrounds, and recreational areas that invite exploration. Visitors are drawn to its historic buildings and significant architectural landmarks, as well as event conference venues that host a range of cultural events. Frankfort presents a picturesque setting ideal for leisurely strolls and outdoor pursuits.
  • Georgetown: A city that combines outdoor adventure with family-friendly attractions, Georgetown is situated in the broader Lexington area. It is known for its access to recreational areas, hiking trails, and campgrounds that provide endless opportunities for exploration. The local attractions include notable museums and striking examples of significant architecture, offering a cultural complement to its natural beauty. Georgetown stands as a vibrant destination for families and adventurers alike.

Best time to go to Lexington

If you're planning a trip to Lexington, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May, July and October, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.7°F (0.4°C)Light RainMostly CloudyModerately LowSlightly Low
February36.5°F (2.5°C)Light RainMostly CloudyModerately LowSlightly Low
March45.1°F (7.3°C)Light RainMostly CloudyAverageSlightly Low
April54.5°F (12.5°C)Light RainMostly SunnyAverageSlightly High
May64.2°F (17.9°C)Light RainMostly SunnyModerately HighSlightly High
June72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
July75.4°F (24.1°C)Light RainMostly SunnyModerately HighAverage
August74.1°F (23.4°C)Light RainMostly SunnyAverageAverage
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyModerately HighSlightly High
November45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
December38.5°F (3.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Stayz is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly space where you can initiate new journeys, resume previous plans, or review and organise your itineraries. Here, you can easily find properties you have either saved or booked, neatly arranged into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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:

  • 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)
  • The Pavillion (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)
  • Raven Run Nature Sanctuary (12.1 mi / 19.5 km)
  • Herrington Lake (24.5 mi / 39.4 km)
  • Lake Reba (25.5 mi / 41 km)
  • Thoroughbred Park (0.6 mi / 1 km)
  • The Arboretum State Botanical Garden of Kentucky (2.3 mi / 3.6 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.

More holiday ideas