Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington holiday lettings

We found 1,000 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lexington by choosing from 510 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
Pool
Room
Exceptional
(62 reviews)

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

Versailles

8% off
£4,188
for 7 nights, 1 room
£598 per night
includes taxes & fees
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Interior
Terrace/patio
Exterior
Living area
Exceptional
(23 reviews)

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

Paris

7% off
£1,366
for 7 nights, 1 room
£195 per night
includes taxes & fees
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Exterior
Living room.
Back hall.
Master bedroom
Exceptional
(292 reviews)

Renovated Train Station on Thoroughbred Horse Farm

Paris

8% off
£1,389
for 7 nights, 1 room
£198 per night
includes taxes & fees
Renovated Train Station on Thoroughbred Horse Farm
Living area
Interior
Room
Private kitchen
Exceptional
(8 reviews)

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

Lexington

8% off
£1,543
for 7 nights, 1 room
£220 per night
includes taxes & fees
2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP
Parlor/Exit
15 minutes to Woodford Reserve
Entrance/Parlor
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
£859
for 7 nights, 1 home
£123 per night
includes taxes & fees
Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.
Great room looking toward the kitchen
Steps down to the upper deck
Interior
Looking down the driveway to the lake
Exceptional
(21 reviews)

Herrington Lake Home - Private Dock - Covered Slip

Harrodsburg

8% off
£1,229
for 7 nights, 1 home
£176 per night
includes taxes & fees
Herrington Lake Home - Private Dock - Covered Slip
Private kitchen
Terrace/patio
Exterior
Living area
Wonderful
(39 reviews)

Pet-Friendly Bluegrass Retreat w/ Fenced Yard

Georgetown

8% off
£1,243
for 7 nights, 1 home
£178 per night
includes taxes & fees
Pet-Friendly Bluegrass Retreat w/ Fenced Yard
Private kitchen
Dining
Room
Living area
Exceptional
(8 reviews)

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

Frankfort

8% off
£2,320
for 7 nights, 1 home
£331 per night
includes taxes & fees
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Rear Entrance and Parking
Rear entrance
Den
Rear Entrance Breakfast Room, Kitchen and Den
Exceptional
(71 reviews)

Colliver House at Claybank Farm

Lexington

7% off
£2,056
for 7 nights, 1 home
£294 per night
includes taxes & fees
Colliver House at Claybank Farm
Outdoor dining
Living area
Room
Dining
Wonderful
(34 reviews)

Your Kentucky Home

Georgetown

8% off
£1,339
for 7 nights, 1 home
£191 per night
includes taxes & fees
Your Kentucky Home
Interior
Living area
Dining
Living area
Exceptional
(6 reviews)

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

Georgetown

15% off
£1,106
for 7 nights, 1 home
£158 per night
includes taxes & fees
The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park
Dining
Private kitchen
Living area
Living area
Exceptional
(12 reviews)

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

Lexington

7% off
£2,466
for 7 nights, 1 home
£352 per night
includes taxes & fees
⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
Quaint and charming.
Breakfast and dinner to the sounds of the creek going by.
Handmade center bar is perfect for preparing a meal.
Great living room with a wood stove and a rocking chair.
Exceptional
(36 reviews)

Perfect Bourbon Trail Couple Getaway

Frankfort

8% off
£914
for 7 nights, 1 cottage
£131 per night
includes taxes & fees
Perfect Bourbon Trail Couple Getaway
Exterior
Private kitchen
Interior
Outdoor dining
Exceptional
(35 reviews)

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

Lexington

7% off
£1,836
for 7 nights, 1 home
£262 per night
includes taxes & fees
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Dining
Outdoor dining
Living area
Private kitchen
Exceptional
(9 reviews)

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

Lexington

7% off
£1,515
for 7 nights, 1 home
£216 per night
includes taxes & fees
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Room
Dining
Living area
Exterior
Exceptional
(9 reviews)

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

Lexington

7% off
£2,784
for 7 nights, 1 home
£398 per night
includes taxes & fees
Equine Escape - 3BR - BBQ Grill - 2-Car Garage
Bathroom
Interior
Room
Wonderful
(70 reviews)

Artistic Lodging King Suite

Paris

17% off
£472
for 7 nights, 1 room
£67 per night
includes taxes & fees
Artistic Lodging King Suite
Interior
Interior
Room
Terrace/patio
Exceptional
(18 reviews)

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

Georgetown

8% off
£2,494
for 7 nights, 1 home
£356 per night
includes taxes & fees
Stunning 3BR Cottage, Fire Pit, Near Horse Park, Walkable to Downtown
🍷🍸🍹The Grove ~~ 10 Minutes Away!
Exterior
💡Vintage swag lighting throughout the home. Marble backsplash fills the space
🍽️ Dining for 8 in fully remodeled kitchen! Enjoy the vintage Milo dining table
Exceptional
(24 reviews)

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

Lexington

5% off
£1,856
for 7 nights, 1 home
£265 per night
includes taxes & fees
Near KYSP & Fasig-Tipton The Kingston!! Equestrian & Bourbon Central
Interior
Private kitchen
Interior
Exterior
Exceptional
(16 reviews)

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

Richmond

8% off
£1,404
for 7 nights, 1 home
£201 per night
includes taxes & fees
Artsy KY-Themed Richmond Gem: Sleeps 8, Centrally Located & 5 mins from Kayaking
Dusk at Bleubird
Vrbo Host -Jane greets guests at front door
Foyer & Front Door
Kitchenette . Amenities. Continental breakfast included on request
Exceptional
(67 reviews)

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Georgetown

8% off
£807
for 7 nights, 1 home
£115 per night
includes taxes & fees
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Living area
Private kitchen
Interior
Springtime in Kentucky!
Exceptional
(54 reviews)

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

Lexington

7% off
£3,253
for 7 nights, 1 home
£465 per night
includes taxes & fees
Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants
Room
Private kitchen
Dining
Living area
Exceptional
(7 reviews)

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

Georgetown

8% off
£1,459
for 7 nights, 1 home
£208 per night
includes taxes & fees
"The Dawning House" - Peaceful Modern Stay w/ Yard
Interior
Living area
Interior
Terrace/patio
Exceptional
(12 reviews)

Spacious Retreat with Fenced Yard Near KY Horse Park & UK!

Lexington

7% off
£2,176
for 7 nights, 1 home
£311 per night
includes taxes & fees
Spacious Retreat with Fenced Yard Near KY Horse Park & UK!

  • 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, 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:

  • 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)
  • 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)
  • Herrington Lake (24.5 mi / 39.4 km)
  • Lake Reba (25.5 mi / 41 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 rental?
When considering a holiday rental in Lexington, Kentucky, a popular area to stay is the historic district. This charming neighbourhood is rich in history and offers a delightful blend of classic architecture and modern amenities. You'll find an array of properties that capture the essence of Lexington, with many situated within walking distance of local attractions.A standout feature of this area is the Mary Todd Lincoln House, the childhood home of the future First Lady, which offers fascinating insights into her life and the Civil War era. Additionally, the nearby Lexington Opera House is a cultural gem, frequently hosting performances and events that showcase local talent and entertainment.Another great option is the area around the University of Kentucky. This vibrant neighbourhood is not only lively, thanks to the student population, but it also boasts beautiful green spaces and access to the university's art museum, which features an impressive collection of American art. Here, you'll find a variety of rental properties that cater to different tastes and budgets.Overall, both the historic district and the university area provide excellent options for holiday rentals, each with its unique charm and proximity to Lexington's top attractions.
How much does it cost to rent a holiday home in Lexington?
Prices for holiday rentals in Lexington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lexington to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Lexington holiday house rentals?
You can find great discounts on house rentals in Lexington on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Lexington?
In Lexington, holiday houses are the most popular type of holiday rental, with approximately 1,676 available throughout the area. These properties are often found in residential neighbourhoods and near attractions like the Kentucky Horse Park and the Mary Todd Lincoln House. Most holiday houses feature multiple bedrooms, spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or decks for relaxing after a day of exploring.Apartments are also a popular option, with around 592 available, typically located closer to the city centre and within walking distance of restaurants and shops. These units generally come with modern amenities, including kitchen facilities and comfortable living spaces. Additionally, there are about 232 condos and 140 cottages, which offer unique stays with varying features.
Are there any family house rentals in Lexington?
In Lexington, Kentucky, there are numerous family-friendly house rentals available, with around 345 options scattered throughout the city. Families can find accommodations in neighbourhoods such as Chevy Chase and the historic downtown area, both of which offer ample space and amenities suitable for groups. Many of these properties feature spacious living rooms, fully equipped kitchens, and outdoor areas superb for children to play.Visitors can enjoy close proximity to attractions like the Kentucky Horse Park, where families can explore exhibits and enjoy equestrian events, or the Mary Todd Lincoln House, which offers a glimpse into the history of the area. Additionally, local parks provide great opportunities for outdoor activities, ensuring that families have plenty to do during their stay.
Can I rent a holiday home with a pool or hot tub in Lexington?
In Lexington, there are several holiday homes available for rent that come with pools or hot tubs, with around 34 options to choose from. This charming city, known for its rich equestrian heritage and beautiful landscapes, offers a variety of neighbourhoods where these properties can be found. Areas such as the historic downtown and the scenic countryside surrounding the city are popular choices for travellers seeking relaxation.Many of these rentals feature private pools and hot tubs, providing the ideal setting for unwinding after a day of exploring. Guests can expect amenities such as spacious outdoor areas, fully equipped kitchens for meal preparation, and comfortable living spaces, making them ideal for families or groups.
Can I find long-stay holiday rentals in Lexington?
A long-stay holiday rental in Lexington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Lexington?
In Lexington, you will find a wide range of pet-friendly house rentals available, with over 260 options to choose from. Many of these properties offer amenities that cater to both humans and pets, such as spacious yards, pet-friendly furnishings, and convenient access to outdoor spaces.The area is known for its beautiful parks, including the scenic Masterson Station Park and the expansive Veterans Park, both of which provide ample opportunities for walking and exercising pets. Additionally, the vibrant downtown area features pet-friendly cafés and shops, ideal for travellers with furry companions.Many holiday homes in Lexington come equipped with modern kitchens, comfortable living spaces, and often outdoor areas where pets can roam freely.
Are there any remote work holiday rentals in Lexington?
In Lexington, Kentucky, there are numerous holiday rentals suitable for remote work, with around 2,272 options available. Many of these properties are equipped with essential amenities to support a productive work environment, including free Wi-Fi, dedicated desks, and comfortable living spaces.The downtown area is particularly appealing for remote workers, offering proximity to local cafes and restaurants where one can enjoy a change of scenery. Additionally, some rentals might feature quiet gardens or outdoor spaces, providing a serene backdrop for working outside.Lexington is known for its vibrant culture and rich history, with attractions such as the Kentucky Horse Park and various local distilleries nearby, making it an excellent choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lexington holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lexington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Lexington?
In Lexington, popular holiday rentals typically feature a range of amenities that enhance the stay for visitors. Most properties come equipped with a kitchen, allowing guests to prepare meals at their convenience. Onsite parking is also available, making it easier for travellers with vehicles to explore the area. Additionally, many rentals provide a coffee and tea maker for those who enjoy a warm beverage in the mornings. Guests can also expect outdoor spaces, such as decks or patios, where they can relax and take in the local surroundings.
When is the best time to visit Lexington for a holiday rental?
The peak travel season in Lexington falls between March and May, making it a vibrant time to experience the beauty of the Bluegrass region. During these months, visitors can enjoy the blooming horse farms and the local attractions that come alive with spring festivals and events. With mild temperatures ranging from 10 to 20 degrees Celsius, it's an ideal period for outdoor activities like exploring the scenic trails or visiting the Kentucky Horse Park.July is particularly popular for those seeking a lively option, as it offers ample opportunities for local events and festivals. This month sees many visitors flocking to enjoy the warm weather, superb for outdoor picnics and exploring the city's rich culture.For travellers looking for a more budget-friendly option, consider visiting in December. While this is the low season, it provides a unique charm, with festive decorations adorning the streets and a quieter experience for those who prefer to avoid larger crowds. You'll also find that holiday events and local markets create a wonderful, cheerful atmosphere.Ultimately, the best time to visit Lexington for a holiday rental depends on your preferences.
How early should I book a Lexington holiday rental?
Book your Lexington holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Lexington?
In Lexington, Kentucky, visitors can explore a variety of attractions that highlight the city's rich history and equestrian culture. The Kentucky Horse Park, located just north of the city, is a must-visit for horse enthusiasts, offering engaging exhibits and competitions. Nearby, the historic Mary Todd Lincoln House provides insight into the life of the former First Lady and is set in a charming neighbourhood with beautiful architecture.For those interested in local distilleries, the Distillery District features several bourbon distilleries where you can learn about the production process and enjoy tastings. The area is also home to unique shops and restaurants that reflect the local flair.The Lexington Opera House and the University of Kentucky's campus are both situated in the downtown area, providing cultural experiences and sporting events. The scenic Raven Run Nature Sanctuary offers a tranquil escape with hiking trails that showcase the region's natural beauty.
Can I change or cancel my Lexington home rental booking on Vrbo?
To find Lexington holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Lexington holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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