Vacation rentals in Lexington

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Top-rated vacation rentals in Lexington

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Guest favorite

Apartment in Lexington

4.93 out of 5 average rating, 134 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants.We love pets please note there is an extra fee This is a one bedroom with a queen bed. The front foyer has French door for privacy, to be a small second room to sleep. The couch folds into a sleeper. Street parking only. The back and driveway is our private area.

Aug 21 – 28

R1,606 ZAR per night

Guest favorite

Farm stay in Nicholasville

4.93 out of 5 average rating, 240 reviews

Moonlit Meadows: A Tranquil Getaway for Travelers

Escape to the heart of Kentucky's countryside in our modern guest suite, set across a 17-acre landscape. Immerse yourself in the serenity of nature with views of a pond and beautiful rolling fields. Ideal for both business and leisure travelers as well as those visiting Asbury University. Our guest suite has continued to offer a tranquil haven where you can relax and rejuvenate! Enhance your experience by visiting the great grandson of the legendary Secretariat, stabled just 4 miles away.

Sep 22 – 29

R1,988 ZAR per night

Guest favorite

Home in Lexington

4.92 out of 5 average rating, 161 reviews

My Old Kentucky Home

Historical home located in the heart of Lexington, Kentucky. One minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). Home has G-Assistant so you are able to control lights, speakers, and thermostat. YouTubeTV and Netflix provided as well.

Jul 16 – 23

R1,854 ZAR per night

Guest favorite

Apartment in Lexington

4.99 out of 5 average rating, 201 reviews

Lexington Apt. with parking & private entrance

Lower level apartment with parking and two entrances. Light painted walls, ceiling lighting/fan, plus free washer and dryer. Approximately 10-15 minutes from Bluegrass Airport, 15-20 minutes to the University of Kentucky campus, stadium and 20-25 to Rupp Arena, 10-15 minutes from main entrance to Keeneland Race Track Main entrance, 20-25 minutes to downtown Lexington, 10-15 minutes to shopping mall/restaurants located in mall area, 50 minutes from the ARK ENCOUNTER AND CREATION MUSEUM.

May 22 – 29

R1,451 ZAR per night

Guest favorite

Apartment in Lexington

4.98 out of 5 average rating, 490 reviews

Haven on High Street Private Apt Historic Home

Haven on High St. Quiet-gracious-comfy-one bedroom apartment in 1842 home. Off street parking. King bed in bedroom, comfy queen sofa bed in living room, claw foot tub. Eclectic decor-a visual artistic treat. By design, the space is not kid or pet friendly. Fully furnished kitchen+coffee, tea, snacks. Private apartment-shared courtyard. Walk to coffee shop, UK, Rupp, downtown dining. Beautifully landscaped gardens with patio and porch seating. Host lives next door and available-as needed.

Jan 10 – 17

R1,635 ZAR per night

Guest favorite

Guest suite in Lexington

4.98 out of 5 average rating, 124 reviews

Close to Keeneland Charming Guest Suite

Great location in beautiful well established neighborhood. 5 mi to Keeneland & airport, 2 mi to downtown, Rupp Arena, Univ of Kentucky campus & football stadium. Centrally located within one mile of all major hospitals. Lexington is located along the Kentucky Bourbon Trail. Enjoy distillery, horse farm & historic home tours, unique and fine dining, craft breweries, sporting events, theater, concerts, boutique shopping. Nearby horse farms, rolling hills, hiking and boating/canoeing

May 14 – 21

R1,586 ZAR per night

Guest favorite

Guest suite in Lexington

5.0 out of 5 average rating, 113 reviews

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

May 23 – 30

R2,011 ZAR per night

Guest favorite

Barn in Lexington

4.94 out of 5 average rating, 294 reviews

Stay with our horses and goats on a private farm

Lovely and private studio barn apartment in super safe neighborhood. Stay with our horse and goats on 12 private acres, minutes from downtown Lexington. Hiking trails around property, and just minutes to several state parks. Three miles to 75 and 64, and 15 minutes to downtown Lexington, the Kentucky Horse Park, UK campus, and 10 minutes to the Hamburg area of Lexington full of restaurants, sports bars, and movie theaters. 50 amp EV charging station

Nov 18 – 25

R1,714 ZAR per night

Guest favorite

Apartment in Lexington

4.95 out of 5 average rating, 146 reviews

Distillery 1 Block Away! Downtown with Deck

Walk to Rupp and all downtown has to offer from this unique, one bedroom apartment. Enjoy your morning coffee from your private, second level deck just across the way from Town Branch Distillery. The space is outfitted with a Smart TV, plush linens and towels, washer/dryer, all new appliances, basic kitchen amenities and free off-street parking for an effortless stay in downtown Lexington.

Oct 29 – Nov 5

R2,229 ZAR per night

Superhost

Home in Lexington

4.92 out of 5 average rating, 487 reviews

Purple Door, Tiny House

Centrally located on a double dead-end street, my quaint and charming little house is perfect for couples or small families! Just a 10-minute drive from downtown, Hamburg Pavilion, or the interstate, it's easy to access all that Lexington has to offer. We are pet-friendly with a $40 pet fee.

Aug 12 – 19

R2,289 ZAR per night

Guest favorite

Home in Lexington

5.0 out of 5 average rating, 116 reviews

Nomi House, Renovated 1880's shotgun, downtown Lex

Registration ID '15082764-1' Enjoy your stay in comfort and style at the newly renovated NOMI House. Perfectly located in downtown Lexington, KY, walking distance to all the best restaurants and event spaces. Easy drive to equine experiences and the rolling hills of the Bluegrass state.

Oct 14 – 21

R2,318 ZAR per night

Guest favorite

Guesthouse in Nicholasville

4.95 out of 5 average rating, 170 reviews

The Grain House

Guest house on 12 acre horse farm. 1/4 mile off Harrodsburg Rd. in Nicholasville. Owned by thoroughbred owners. We have resident miniature donkeys, horses . 10 mins to Lexington, 15 mins to Keeneland & 25 mins to Ky Horse Park

Nov 18 – 25

R1,935 ZAR per night