Lexington vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Lexington

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Home in Lexington
Adorable, Clean Lexington Cottage, Convenient to Everything
Browse the host's binder of hand-picked places to visit and dine; many menus are included. Cozy up with a good book from the host's large and diverse collection of books. Fully equipped kitchen that's great for cooking or entertaining. 4-legged visitors will appreciate the big, fenced-in yard. You'll love this bright, clean and airy Lexington cottage. Ten Reasons to stay here: 1. Bright and spacious despite it's small size. 2. So many personal touches that not only make this house feel homey, but also unique to Lexington. 3. I've tried to think of everything as far as making your stay as livable and care-free as possible. 4. Large kitchen with just about anything you’ll need for cooking meals or hosting dinner for a small group. 5. Great, large, fully fenced-in backyard (fire-pit coming soon!) 6. Comfy beds with nice linens and a shower with good water pressure 7. Good water pressure in kitchen and bathroom. 8. A binder with lots of hand-picked, local restaurant and activity suggestions. Menu's included! 9. TV with local channels and Netflix PLUS a blue ray player if you want to rent a Redbox movie to watch. 10. Probably the most convenient location in all of Lexington in that it's either close to where you need to be or it's easily accessible to where you need to be. You'll have the entire house, driveway, and yard all to yourself! **Driveway is located on the left side of house. Text me or message me any time of day or night if you need something or have questions. I'm happy to help and try to be quick to respond. Truly convenient to everything Lexington (and the surrounding area) has to offer! The University of Kentucky is less than 2 miles away and the area hospitals are all approximately one mile away. Rupp Arena/Downtown is a 5 min drive and Keeneland Race Track is less than 10 min away. Other Lexington attractions such as horse farm tours, the KY Horse park, and Bourbon Tours are all easily accessible from here. Safe, family-friendly street with large, fenced in backyard. Free parking in xtra long driveway (no garage or carport) ,close to bus stop. Biking distance to pretty much anywhere. Easy access to downtown...Plus there's always UBER! Great house and great neighbors. Feel free to bring your furry loved ones (potty trained and well-behaved only, please). I've had my dogs in the backyard many times and there is no escaping, so you can have a total peace of mind keeping your dog outside if you choose to do so. I'm fine with cats too as long as you can promise they won't scratch the furniture or pee on anything :) Southland drive is in walking distance. A few Southland notables include: Good- Foods Co-op grocery and cafe, Marrikas Bar (tons of beers on tap), Wenchell's (local food, sports bar), Southland Bowling Alley, Coffee Shop, Donut Days Bakery, Two Chicks & Company (gifts and accessories store), and a local farmers market on Sundays. University of Kentucky, The Arboretum, and downtown are all within a 3 mile radius (2.7 miles from downtown city center and approx. 1.3 miles from UK). Keeneland, KY Horse Park, Bourbon Tours, and Horse Farm tours are all within 15-30 min away regardless of time of day or traffic.
Feb 7 – 14
$109 per night
4.94 out of 5 average rating, 646 reviews
Guest favorite
Home in Lexington
Distillery District Diamond-pet friendly
This 1948 bungalow in an up-and-coming neighborhood has two bedrooms and one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan, and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy
Jun 27 – Jul 4
$98 per night
4.98 out of 5 average rating, 278 reviews
Guest favorite
Guesthouse in Nicholasville
Cottage Retreat - Wine, Horses, Convenient
Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.
Mar 23 – 30
$74 per night
4.98 out of 5 average rating, 289 reviews

Popular amenities for Lexington vacation rentals

Stay near Lexington's top sights

Rupp Arena140 locals recommend
Keeneland164 locals recommend
Hamburg Pavilion46 locals recommend
Fayette Mall38 locals recommend
Kroger Field34 locals recommend
University of Kentucky66 locals recommend

House rentals in Lexington

Guest favorite
Home in Lexington
Lower Level of Home near UK, Eateries, 1000 sq ft
Sep 4 – 11
$62 per night
4.91 out of 5 average rating, 548 reviews
Guest favorite
Home in Lexington
Centrally Located Bungalow | Outdoor Fireplace
Aug 21 – 28
$131 per night
4.88 out of 5 average rating, 128 reviews
Guest favorite
Home in Lexington
Nomi House, Renovated 1880's shotgun, downtown Lex
Jul 19 – 26
$105 per night
5.0 out of 5 average rating, 111 reviews
Guest favorite
Home in Lexington
Silver Streak Equestrian Horse Haven
May 13 – 20
$68 per night
4.84 out of 5 average rating, 429 reviews
Guest favorite
Home in Lexington
Modern and Spacious Home w/ 5.1 Theater
Aug 18 – 25
$87 per night
4.82 out of 5 average rating, 473 reviews
Guest favorite
Home in Versailles
Quaint little farm house close to Keeneland/horses
Feb 2 – 9
$115 per night
4.94 out of 5 average rating, 112 reviews
Guest favorite
Home in Stamping Ground
Buffalo Springs Distilling Company
Jun 14 – 21
$138 per night
4.97 out of 5 average rating, 590 reviews
Guest favorite
Home in Lexington
Horse Farm Creekside Cabin- 6 min to KY Horse Park
May 6 – 13
$199 per night
4.96 out of 5 average rating, 317 reviews
Guest favorite
Home in Lexington
My Old Kentucky Home
Jun 29 – Jul 6
$83 per night
4.92 out of 5 average rating, 152 reviews
Guest favorite
Home in Lexington
3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown
Jul 1 – 8
$160 per night
4.98 out of 5 average rating, 141 reviews
Guest favorite
Home in Lexington
Cozy Country Setting
Nov 20 – 27
$94 per night
4.95 out of 5 average rating, 101 reviews
Guest favorite
Home in Lexington
Perfect for Traveling Professionals & Vacation!
Jan 9 – 16
$129 per night
4.87 out of 5 average rating, 107 reviews

Other great vacation rentals in Lexington

Guest favorite
Guest suite in Lexington
Close to Keeneland Charming Guest Suite
Aug 19 – 26
$65 per night
4.97 out of 5 average rating, 119 reviews
Guest favorite
Apartment in Lexington
Game of Thrones - Downtown
Oct 1 – 8
$152 per night
4.98 out of 5 average rating, 378 reviews
Guest favorite
Apartment in Lexington
"Uptown Retreat" - Cozy Fireplace & Sauna
Jun 20 – 27
$82 per night
4.98 out of 5 average rating, 162 reviews
Guest favorite
Condo in Lexington
Top Shelf the only Airbnb in KY above a Distillery
Nov 18 – 25
$332 per night
4.94 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Lexington
Private Apartment-Historic Home-Walk Downtown & UK
Jan 10 – 17
$74 per night
4.99 out of 5 average rating, 475 reviews
Guest favorite
Cabin in Lawrenceburg
River Side Cabin - Bourbon Trail - HotTub
Dec 14 – 21
$234 per night
5.0 out of 5 average rating, 159 reviews
Guest favorite
Apartment in Versailles
High style on the Bourbon Trail
Aug 19 – 26
$106 per night
4.99 out of 5 average rating, 255 reviews
Guest favorite
Apartment in Lexington
1st Boarding House in Lexington Most Histortic BNB
Jun 24 – Jul 1
$109 per night
4.92 out of 5 average rating, 207 reviews
Guest favorite
Farm stay in Lancaster
Serene barn loft in the heart of the Bluegrass
Jun 16 – 23
$166 per night
5.0 out of 5 average rating, 133 reviews
Guest favorite
Townhouse in Lexington
Cozy, cute 2BR townhouse near downtown, businesses
Oct 21 – 28
$65 per night
4.9 out of 5 average rating, 381 reviews
Guest favorite
Barn in Lexington
Stay with our horses and goats on a private farm
Aug 24 – 31
$81 per night
4.93 out of 5 average rating, 286 reviews
Guest favorite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
Aug 15 – 22
$168 per night
4.98 out of 5 average rating, 238 reviews

Quick stats about vacation rentals in Lexington

Total rentals

1.6K properties

Rentals with dedicated workspaces

890 properties have a dedicated workspace

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

660 properties allow pets

Family-friendly rentals

1.1K properties are a good fit for families

Total number of reviews

89K reviews

Your guide to Lexington

All About Lexington

Located 70 miles east of Louisville in central Kentucky, Lexington has long attracted horse lovers. There are more than 450 horse farms here, surrounded by miles of rolling hills and pastures covered in the lush bluegrass. But there’s more than horses on the brain here.

Kentucky’s second biggest city is also home to a thriving arts scene, including numerous galleries, theatres, music venues. Some of the performance spaces have a long history, such as the Lexington Opera House, which dates back to 1886. Lexington’s universities add to the city’s robust arts calendars at venues like the University of Kentucky Opera Theatre and the Singletary Center for the Arts at the University of Kentucky College of Fine Arts.

You’ll find numerous parks to explore around town and an eclectic range of dining and drinking options, including several wineries and bourbon distilleries. Lexington is also part of the Kentucky Bourbon Trail, which highlights notable distilleries around the state.


The best time to stay in a vacation rental in Lexington

Spring and fall offer pleasant temperatures, making these great times to look for vacation rentals in Lexington. From April through October, the warm weather permits plenty of events to occur, such as a bluegrass festival, one of Kentucky’s oldest music festivals featuring three music stages and a music camp for kids. The Fourth of July celebrations are lively in Lexington as well and include several days of events with musical performances, a parade, food, and a firework display.

As the temperatures drop in late fall and winter, pack a warm coat and boots; however, it’s still a perfect time to tour one of the many distilleries in the area.


Top things to do in Lexington

Raven Run Nature Sanctuary

Located just outside of Lexington, Raven Run is a 734-acre nature sanctuary on the border of the Kentucky River. Miles of hiking and biking trails of varying difficulty levels pass through woodlands, meadows, and streams and provide you with scenic views of the native flora and fauna.

The Arboretum

The State Botanical Garden of Kentucky, also known as the Arboretum, offers 100 acres of green space and tranquility in the middle of busy downtown Lexington. You can wander along two miles of paved pathways and past manicured landscapes that include a Fragrance Garden of roses. Check out the Home Demonstration Garden to gather inspirational ideas for how to best make use of personal green space.

Aviation Museum of Kentucky

Located at the Blue Grass Airport in Lexington, the Aviation Museum of Kentucky covers 20,000 square feet with different aircraft, aviation artifacts and equipment, simulators, and interactive displays. You can watch from the observation area as they work on the airport’s planes or experience a jet taking off from the outdoor viewing area.

Frequently Asked Questions

  • Where should I stay in Lexington?

    Make yourself at home in Lexington by choosing from our most frequently booked neighborhoods. We have over 830 vacation rentals in Ashland, over 830 vacation rentals in Georgetown, and over 1,120 vacation rentals in Liberty Area.

  • Are there vacation rentals with a dedicated workspace in Lexington?

    Yes! Work meets play with ease at over 890 vacation rentals in Lexington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Lexington?

    Four-legged friends are welcome in Lexington. Choose from more than 660 vacation rentals for guests traveling with pets.

  • Are there Lexington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Lexington, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in cabin rentals in Lexington?

    Experience the best of Lexington with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Lexington have self check-in?

    Absolutely! We offer over 370 house rentals with self check-in in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Lexington have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Lexington have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Lexington have wifi?

    Absolutely! We offer over 20 serviced apartment rentals with wifi in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Lexington?

    Enhance your stay in our House Rentals with the most popular amenities: over 900 homes with wifi, over 60 homes with a gym, over 240 homes with a bbq area, over 370 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington