Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington holiday rentals

We found 1,005 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Lexington by choosing from 499 houses, 65 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:2 Oct - 9 Oct

Image gallery for New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

Exterior
10 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

Cynthiana

13% off
Price is AU$2,884
for 7 nights, 1 room
AU$412 per night
includes taxes & fees
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

Find spaces that suit your style

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  • More quality time

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  • 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)
  • Mill Ridge Farm (6.2 mi / 10 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:

  • 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)
  • Cove Spring Park (22.5 mi / 36.3 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, 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.