Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington vacation rentals

We found 1,024 vacation rentals — enter your dates for availability

Immerse yourself in the charm of Lexington, where rolling bluegrass hills meet vibrant urban parks, creating a picturesque playground for outdoor enthusiasts and culture seekers alike. Stroll through historic neighborhoods, savor mouthwatering Southern cuisine, and experience the warmth of local hospitality. With diverse vacation rentals—from cozy cottages to spacious homes—your group can enjoy the comforts of home while exploring iconic attractions like Keeneland and the Kentucky Castle. Embrace a memorable escape in this welcoming city, where every stay feels like a cherished getaway.

Holiday rentals with weekly discounts - Lexington (and vicinity)

Showing deals for:Dec 11 - Dec 18

Room
Dining
Pool
Property grounds
Exceptional
(63 reviews)

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

Versailles

9% off
$722
$5,051 for 7 nights
All fees included
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
(293 reviews)

Renovated Train Station on Thoroughbred Horse Farm

Paris

8% off
$243
$1,698 for 7 nights
All fees included
Renovated Train Station on Thoroughbred Horse Farm
Interior
Terrace/patio
Exterior
Living area
Exceptional
(23 reviews)

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

Georgetown

8% off
$228
$1,599 for 7 nights
All fees included
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Terrace/patio
Exterior
Private kitchen
Living area
Exceptional
(28 reviews)

4500 sq ft Secluded Log Cabin Home on 17 acres

Waco

13% off
$325
$2,275 for 7 nights
All fees included
4500 sq ft Secluded Log Cabin Home on 17 acres
Living area
Interior
Private kitchen
Private kitchen
Exceptional
(8 reviews)

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

Lexington

9% off
$263
$1,840 for 7 nights
All fees included
2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(40 reviews)

River Retreat: Private Cabin Getaway on the Bourbon Trail

Versailles

9% off
$192
$1,341 for 7 nights
All fees included
River Retreat: Private Cabin Getaway on the Bourbon Trail
Retreat and unwind  after a long day in the 6 person hot tub
Front porch gathering space
Front Porch Game/Poker table
Living room with 65" Smart TV and plenty of seating
Exceptional
(21 reviews)

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

LAWRENCEBURG

8% off
$349
$2,440 for 7 nights
All fees included
Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays
Entrance/Parlor
15 minutes to Woodford Reserve
Original steep & narrow staircase. Guests must OK this before booking accepted.
Parlor/Exit
Exceptional
(52 reviews)

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

Midway

18% off
$148
$1,039 for 7 nights
All fees included
Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.
Exterior
Exterior
Interior
Living area
Exceptional
(15 reviews)

Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Lawrenceburg

13% off
$903
$6,324 for 7 nights
All fees included
Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20
Rear Entrance and Parking
Rear entrance
Den
Rear Entrance Breakfast Room, Kitchen and Den
Exceptional
(71 reviews)

Colliver House at Claybank Farm

Lexington

8% off
$336
$2,350 for 7 nights
All fees included
Colliver House at Claybank Farm
Interior
Private kitchen
Outdoor dining
game, exercise, flex space
Exceptional
(36 reviews)

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

Lexington

9% off
$295
$2,066 for 7 nights
All fees included
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Front entrance
King bedroom
Kitchen with subway tile
Dining
Exceptional
(11 reviews)

Stylish Mid-Century Modern Home 5 minutes to downtown

Lexington

16% off
$182
$1,272 for 7 nights
All fees included
Stylish Mid-Century Modern Home 5 minutes to downtown
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

9% off
$261
$1,824 for 7 nights
All fees included
Herrington Lake Home - Private Dock - Covered Slip
Property grounds
Living area
Interior
Exterior
Exceptional
(49 reviews)

Loft above Beautiful Horse Barn on Bourbon Trail

Georgetown

9% off
$258
$1,803 for 7 nights
All fees included
Loft above Beautiful Horse Barn on Bourbon Trail
Exterior
Exterior
Interior
Private kitchen
Exceptional
(15 reviews)

LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Private, 5-Acres

Bagdad

8% off
$251
$1,756 for 7 nights
All fees included
LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Private, 5-Acres
Room
Dining
Interior
Living area
Exceptional
(8 reviews)

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

Frankfort

9% off
$380
$2,660 for 7 nights
All fees included
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Living area
Private kitchen
Interior
Private kitchen
Exceptional
(54 reviews)

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

Lexington

9% off
$510
$3,569 for 7 nights
All fees included
Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants
Interior
Interior
Bathroom
Room
Wonderful
(70 reviews)

Artistic Lodging King Suite

Paris

18% off
$85
$593 for 7 nights
All fees included
Artistic Lodging King Suite
Private kitchen
Terrace/patio
Exterior
Living area
Wonderful
(40 reviews)

Pet-Friendly Bluegrass Retreat w/ Fenced Yard

Georgetown

8% off
$177
$1,241 for 7 nights
All fees included
Pet-Friendly Bluegrass Retreat w/ Fenced Yard
Dining
Living area
Interior
Private kitchen
Exceptional
(6 reviews)

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

Georgetown

8% off
$210
$1,472 for 7 nights
All fees included
The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park
Family Room
Kitchen
Master Suite with King Bed
Our Cottage
Exceptional
(43 reviews)

Charming Kentucky Cottage

Lexington

8% off
$351
$2,460 for 7 nights
All fees included
Charming Kentucky Cottage
Outdoor dining
Private kitchen
Living room reclining couches!
Dining
Exceptional
(10 reviews)

LexFunZone! Fam/Friendly Oasis! Great Park/Neighborhd! Hottub! GameRm! Sleep 8!

Lexington

13% off
$402
$2,811 for 7 nights
All fees included
LexFunZone! Fam/Friendly Oasis! Great Park/Neighborhd! Hottub! GameRm! Sleep 8!
Day Lillies in June
Kitchen Bar
Deck View
Loft with King Tempur-pedic
Exceptional
(102 reviews)

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

Lexington

17% off
$397
$2,779 for 7 nights
All fees included
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Dining
Living area
Interior
Outdoor dining
Wonderful
(34 reviews)

Your Kentucky Home

Georgetown

8% off
$184
$1,287 for 7 nights
All fees included
Your Kentucky Home

Find out more about Lexington

Why visit Lexington

  • Outdoor Adventures: Lexington is perfect for outdoor enthusiasts, offering hiking, scenic views, and urban parks to explore.
  • Rich History: Discover historic homes and landmarks that reflect the vibrant culture and heritage of Kentucky.
  • Welcoming Atmosphere: Experience the friendliness of locals in downtown Lexington, making your visit enjoyable and memorable.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy apartments and charming cottages for a comfortable stay.
  • Local Cuisine: Savor delicious Southern dishes and explore unique dining options throughout the city.

Popular types of accommodation in Lexington

If you're looking for the perfect getaway in Lexington, you're in the right place. Our most popular vacation rentals include houses, cozy apartments, and charming cottages. Whether you need a spacious bedroom house or a stylish condo with modern amenities, Lexington has something for everyone. Enjoy a comfortable stay while exploring the rich culture and beauty of Kentucky.

  • Houses: The top choice for visitors to Lexington, offering spacious and comfortable accommodations ideal for families and groups.
  • Apartments: A popular selection for those seeking convenience and modern amenities, perfect for couples or solo travelers.
  • Cottages: These charming retreats provide a cozy and picturesque setting for a delightful getaway.
  • Condos: A great option for travelers wanting a blend of home-like comfort and resort-style amenities.
  • Cabins: Ideal for nature enthusiasts, offering a rustic experience surrounded by the beauty of the outdoors.**

Top attractions in Lexington

Lexington, Kentucky, is perfect for outdoor enthusiasts and adventure seekers, offering a blend of scenic beauty and cultural experiences. Visitors can explore a variety of attractions, including medical centers, historic homes, and urban parks, making it an ideal destination for families and travelers looking to immerse themselves in local culture while enjoying nature. There's something for everyone in this charming city and its surrounding areas.

  • Keeneland Racing Course: Experience the thrill of live horse racing at this iconic venue. With its beautiful grounds and rich history, Keeneland offers an adventure vibe, perfect for sports enthusiasts and those looking to enjoy an exciting day out.
  • The Kentucky Castle: A unique blend of culture and romance, this stunning castle offers tours and fine dining. Explore its enchanting architecture and lush surroundings, making it an ideal spot for a memorable experience.
  • Lexington Opera House: Immerse yourself in the arts at this historic venue, showcasing opera and various performances. With its charming ambiance and lively entertainment, it’s a cultural gem in the heart of the city.

Things to do recommended for couples

For a romantic getaway in Lexington, explore the scenic beauty of the Kentucky Horse Park, take a sunset stroll at the scenic Raven Run Nature Sanctuary, or indulge in wine tasting at a local vineyard. Don't forget to enjoy a cozy dinner at a charming downtown restaurant.

Things to do recommended for families

Families visiting Lexington can explore the Kentucky Horse Park to learn about horses and enjoy pony rides. The Explorium of Lexington offers interactive exhibits perfect for kids, while the UK Art Museum provides a cultural experience with family-friendly programs.

Things to do recommended for groups

Explore the Kentucky Horse Park for an unforgettable experience with majestic horses and informative exhibits. Gather your group for a tour of local distilleries, savoring the unique flavors of Bluegrass bourbon. Don’t miss the vibrant local food scene, perfect for sharing and discovering together.

*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

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it’s important to set the right priorities in your search. Here are some helpful booking tips for using Vrbo.

  • Traveling to Lexington with a group: Think about how many bedrooms you require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Lexington with young kids: Traveling with young kids can be tough. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Lexington: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Lexington: If you're in search of vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, 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 criteria as well.

Where to stay in Lexington

Lexington, Kentucky, is a vibrant city offering a perfect blend of outdoor adventures, scenic views, and rich history. Explore downtown Lexington, where friendly locals create a welcoming atmosphere, or venture into nearby neighborhoods for family-friendly excursions. With an array of vacation homes available, you can easily find your ideal base to experience the charm and beauty of this region. Whether you're hiking or savoring local cuisine, Lexington promises an unforgettable getaway.

  • Lexington: Lexington is a vibrant city known as the Horse Capital of the World. Nestled in the heart of the Bluegrass region, this city offers a perfect blend of outdoor adventure and family-friendly experiences. Visitors can explore the scenic beauty of local parks, engage in equestrian activities, and enjoy shopping at the popular Lexington Mall. Notable landmarks include the Rupp Arena, home to exciting sports events, and the University of Kentucky, where educational opportunities abound. With its rich history and numerous attractions, Lexington is a must-visit destination for those seeking both fun and culture.
  • Frankfort: As the capital city of Kentucky, Frankfort boasts a unique mix of outdoor adventure and romantic experiences. Situated along the banks of the Kentucky River, this charming city features beautiful hiking trails, recreational areas, and campgrounds for nature lovers. Frankfort is also home to significant architecture, including the stunning State Capitol and historic buildings that showcase the city’s rich history. With its picturesque landscapes and engaging events, Frankfort is an ideal destination for couples and families looking to explore the beauty of Kentucky.
  • Georgetown: Georgetown is a delightful city that offers a range of outdoor activities and family experiences. Located just a short drive from Lexington, it features scenic hiking trails, well-maintained campgrounds, and recreational areas perfect for a day of adventure. Georgetown is also known for its museums and significant architectural sites, providing visitors with insights into the region's history and culture. With its friendly atmosphere and access to nature, Georgetown makes for a fantastic stop on your Kentucky vacation.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 CloudyAverageAverage
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 LowSlightly Low

Booking with Vrbo is a breeze

Are you interested in saving on your next getaway? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new trips, pick up right where you left off, and keep your travel plans organized. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to artsy Lexington

Come and experience Lexington and its festivals, theater scene and art galleries. Renowned for its horseback 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

Are you looking for attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Lexington a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 traveler or just want to appreciate the scenery, Lexington is a great place to get out in nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • The Arboretum State Botanical Garden of Kentucky (2.3 mi / 3.6 km)
  • 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)

Traveling to and around Lexington

The nearest airport is in Blue Grass Airport (LEX), located 5.5 mi (8.9 km) from the city center.

Frequently asked questions

What is the best area to stay in Lexington when booking a vacation rental?
If you're planning a vacation in Lexington, Northside District is one of the most sought-after neighborhoods to stay. No matter your travel style, Vrbo is bound to have a vacation home here that has exactly what you need.
What is the most popular type of vacation rental accommodation in Lexington?
Apartments are the most popular kind of vacation rental in Lexington, according to our data. Even if you've got something different in mind, Vrbo has properties in all shapes and sizes. Explore our options to find your perfect pad.
How much does it cost to rent a vacation rental in Lexington?
The average price for a vacation rental in Lexington is determined by a number of factors, including time of year, length of stay and property type. Whether you're in search of a sprawling house with room for friends and family or an apartment for just you and your sweetheart, just add your dates of travel to find stays with exceptional value.
How much does it cost to rent a beach house in Lexington?
The average price for a vacation rental by the beach in Lexington depends on when you're visiting the area and the size and style of property you're looking for. You can easily find prices on Vrbo by entering your destination and travel dates. Then use our filters to choose the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in Lexington?
Pack a squeezy toy and a bone for your pooch because Lexington has 503 vacation rentals that throw out the welcome mat to doggie guests. Let your furriest pal enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Lexington?
Check the "pool" box in our handy filter tool and you can choose from 94 houses with private pools in Lexington on Vrbo. Morning swim, afternoon splash or midnight soak? Leisure time is up to you when your vacation property comes with its own swimming pool.
Are there vacation rentals in Lexington that welcome kids?
Bring the whole family together for a memorable adventure in Lexington at one of our 496 family-friendly vacation properties. Many of these stays provide conveniences that are perfect for getaways with the little ones, like dining rooms, multiple bedrooms and private pools. Simply check the "Properties good for families" filter box and pick out your favorite.
What are the top attractions for families in Lexington?
There are plenty of fabulous things to see and do with the family in Lexington, including:
  • University of Kentucky Art Museum
  • The Red Mile Racetrack
  • Ashland Henry Clay Estate
Are there vacation rentals with WiFi in Lexington?
Whether you want to keep up with the latest headlines, check emails or surf social media, there are 257 vacation homes with WiFi in Lexington. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Lexington?
Pick your dates and then use the filters to locate vacation rentals with air conditioning in Lexington on Vrbo. With 483 air-conditioned properties on offer here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a vacation rental in Lexington?
The minimum required age is usually 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Lexington vacation home before booking your trip.
How long can I rent a vacation rental in Lexington for?
The amount of time you can stay in a Lexington vacation rental for depends on each property. Simply enter your preferred travel dates to see options offering extended stays. They have all you need to make your extended break more enjoyable like air conditioning and laundries. Some Vrbo vacation homes may also offer weekly or monthly discounted prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Lexington?
Weekend adventure or extended vacation, Vrbo has some fantastic deals and discounts in Lexington to suit your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or check out what's just been added with one of our newly listed homes. Whatever it is you're after, you'll find the ideal place to stay — without draining your wallet.

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