Vacation rentals in Lexington
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Top-rated vacation rentals in Lexington
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Cottage w/Jacuzzi - centrally located, comfy beds!
Keep it simple at this peaceful & centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens & a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read & art from local artists - all for sale. Close to downtown, campus, NOLI District, New Circle, I-75/I-64. Great stay for traveling professionals, nurses/doctors.
Horse Farm Creekside Cabin- 6 min to KY Horse Park
*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.
The Loft @ West Second
Book the 2nd floor Loft of this beautiful historic house. Located on West 2nd St. with easy on street parking. Walkable to downtown off ofJefferson St with shops and restaurants. Hop skip or jump to the new Gatton Park. Easy walk to Rupp Arena, The Civic Center, Triangle Park and all that Downtown Lexington has to offer. Sweet access to The Bourbon Trail! The University of Kentucky is less than 2 miles away, KY Horse Park, The Bluegrass Airport, and Keeneland are all within a 15 minute drive.
Spring Street Loft by Rupp-Covered Parking + Deck
Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!
City Chic Loft - Downtown
Discover urban living at its finest in this impeccably clean and stylish boutique. Nestled in the vibrant heart of downtown Lexington, enjoy proximity to trendy cafes, bars, and restaurants. Relax on a plush California King bed and take advantage of the full kitchen and laundry. Whether for short or long stays, this sparkling-clean haven offers style and convenience. Immerse yourself in the city's vibrant energy while having a peaceful retreat. Don't miss out on this unforgettable urban escape!
Top Shelf the only Airbnb in KY above a Distillery
The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10
Buffalo Springs Distilling Company
It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.
Saxony Farm - The Dew Drop In
Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.
My Old Kentucky Home-Downtown LEX's Premier Stay!
Welcome to My Old Kentucky Home downtowns premier Kentucky themed Air B&B. The best Airbnb in Lexington for a romantic or relaxing getaway! No detail or amenity was spared; private hot tub, plush bath robes, back deck, fire pit, patio and garden with views of the city. Full bourbon bar mixers provided to make your cocktails! ( no alcohol ) Central downtown-1 block from Rupp arena and 3 blocks from UK campus! For a video tour visit the last picture to see the link !
Nonie's Abode
Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, The Commons, Keeneland, UK, Masterson Station Park, McConnell's Springs, the Legacy Trail, the airport and the Horse Park. There is a grocery store within 0.6 mile. Very walkable neighborhood. It is also near the distillery district with outdoor music events, food and bars. There are multiple places to eat within walking distance. Owner/host lives in other side of duplex.
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!
Unique Stay - 1907 Log Cabin Near Kentucky River
Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)
Popular amenities for Lexington vacation rentals
Stay near Lexington's top sights
House rentals in Lexington
Parkview Cottage | Walkable to Food, Shops, Pool
The Rosewood Cottage of Lexington I Elegant & Cozy
Traveler's Cottage
Cheerful and Cozy in the Heart of Chevy Chase!
Maryland Luxury Downtown Manor
Southern Hospitality! Best location close to UK!
The Bourbon Barrel on Wyatt-Fenced in yard
El Retro- Mid Century Ranch near Horse Park & Rupp
Other great vacation rentals in Lexington
Canopy of trees
BoHo Paradise - Fire Pit- Downtown - Rupp Arena
The Cottage at Seldom Scene Farm - Bourbon Trail
*Bluegrass Getaway*
The Guesthouse on Lime
Distillery District Diamond-pet friendly
Quaint little farm house close to Keeneland/horses
Haven on High Street Private Apt Historic Home
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,094 ZAR | R2,078 ZAR | R2,196 ZAR | R2,669 ZAR | R2,618 ZAR | R2,466 ZAR | R2,331 ZAR | R2,314 ZAR | R2,398 ZAR | R2,787 ZAR | R2,449 ZAR | R2,280 ZAR |
| Avg. temp | 1°C | 3°C | 8°C | 13°C | 19°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Lexington?
Lexington has vibrant neighborhoods like Chevy Chase, downtown, and the Distillery District, where visitors can explore local dining, shops, and parks. Many options feature historic homes, modern lofts, or quiet residential streets with easy access to attractions.
What are the best things to do in Lexington with kids?
Families frequently suggest the Explorium of Lexington, the Kentucky Horse Park, and Jacobson Park for interactive play, nature areas, and horse encounters. Seasonal events and guided farm experiences are also popular with children.
What are some of the best things to do in Lexington?
Explore historic sites, walk through the Distillery District, and discover art galleries around downtown. The Kentucky Horse Park and local bourbon distilleries give glimpses into the region’s equestrian and spirits heritage.
How is the weather in Lexington?
Lexington has cool winters with temperatures from 25–42°F (-4–6°C) and warm, humid summers that reach 87°F (31°C). Spring and fall are comfortable, though rainfall is common throughout the year.
What are the best places to visit in Lexington?
Visitors frequently suggest the Kentucky Horse Park, Ashland – The Henry Clay Estate, and the Distillery District for their cultural, historical, and culinary experiences. The University of Kentucky campus also has impressive architecture and green spaces.
What are some hiking trails in Lexington?
McConnell Springs Park and Raven Run Nature Sanctuary have walking paths and nature trails with opportunities to spot wildlife and native plants. Urban parks such as the Legacy Trail invite walkers and cyclists through city and countryside scenery.
What are some family activities we can do in Lexington?
Explore hands-on exhibits at the Explorium of Lexington, paddle or play at Jacobson Park, and watch interactive farm demonstrations at the Kentucky Horse Park. Outdoor gardens and local ice cream shops are also favorite family stops.
What are some of the best day trip ideas from Lexington?
Plan a guided tour along the Kentucky Bourbon Trail, hike in the Red River Gorge area, or visit historic towns known for local crafts and markets. Scenic drives through horse farm country are also popular.
Are there any pet friendly accommodations available in Lexington?
Many accommodations in downtown, Beaumont, and the Chevy Chase neighborhoods welcome pets. Lexington’s public parks and trails make it accessible to explore with animal companions.
What are some local tips for visiting Lexington?
Embrace the equestrian culture by planning around horse events or morning visits to the track. Exploring local markets, booking bourbon tastings in advance, and trying seasonal produce are often recommended by residents.
What is Lexington known for?
Lexington is recognized for its deep horse industry roots, with historic racetracks and farms. The city also has a thriving bourbon scene, bluegrass music heritage, and an array of local dining traditions.
What are the best hidden gems to explore in Lexington?
Discover quiet trails at Raven Run Nature Sanctuary, local art galleries in the Distillery District, or lesser-known parks like Triangle Park. Small-batch coffee shops and local bookstores add to the city’s under-the-radar appeal.
What are the best foods to try in Lexington?
Lexington’s food scene includes classic Kentucky hot browns, locally made beer cheese, and fried chicken. Flavors from seasonal produce, bourbon-infused treats, and soul food traditions are also frequently suggested.
What should I bring for a trip to Lexington?
Pack comfortable walking shoes for touring farms and neighborhoods, along with layers to adjust for changing weather. Rain jackets and sun protection are useful, especially in spring and summer.
What is the nightlife in Lexington like?
Downtown and the Distillery District feature live music venues, craft cocktail bars, and local breweries, with college sports often energizing the scene. Poetry readings, open mics, and chef-driven late-night menus add variety.
What are the most popular events or festivals in Lexington?
Lexington has Keeneland horse racing meets in spring and fall, which are a well-known tradition. Railbird Festival celebrates music on historic grounds, and bourbon or food festivals around the city often draw a wide range of visitors.
Are there family friendly vacation rentals in Lexington?
Many vacation rentals in neighborhoods like Chevy Chase, Beaumont, and around the University of Kentucky are well suited for families. Features may include extra bedrooms, full kitchens, and access to parks or green spaces.
When is the best time to visit Lexington?
Spring and early fall are often recommended for mild temperatures, vibrant landscapes, and annual events tied to horse racing and bourbon traditions. These seasons also bring outdoor festivals and blooming gardens.
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.
What are the 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.
Quick stats about vacation rentals in Lexington
Total vacation rentals
Explore 1,400 vacation rentals in Lexington
Nightly prices starting at
Lexington vacation rentals start at R338 ZAR per night before taxes and fees
Verified guest reviews
Over 102,250 verified reviews to help you choose
Family-friendly vacation rentals
920 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 590 rentals that welcome pets
Vacation rentals with a pool
80 properties feature pools
Rentals with dedicated workspaces
800 properties have a dedicated workspace
Wi-Fi availability
1,370 of Lexington vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Lexington rentals
4.8 Average rating
Lexington stays are highly rated by guests—averaging 4.8 out of 5!
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