Vacation rentals in Lexington
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Lexington
Guests agree: these stays are highly rated for location, cleanliness, and more.
Man O'War @ The HoM- KY Horse Park, Ark, Historic
Welcome to Man O War! A 1500 sq ft luxury 1st floor condo located inside the Historic House on Main. This 2-bedroom, 2 bath condo offers a perfect blend of modern luxury & style coupled with the elegant charm of a Historic Kentucky home. Originally built in 1872, The House on Main functions as a charming boutique hotel property with 4 units: Secretariat - 1st floor 2bed/2ba Man O’ War - 1st floor 2bed/2ba Sir Barton - 2nd floor 1bed/1ba (w/sleeper) War Admiral - 2nd floor 1bed/1ba (w/sleeper)
Sunset Over Lex-Downtown w Deck at Rupp Arena
Spacious, light-filled apartment across from Rupp Arena, walkable to downtown and UK's campus. The bedroom features a king sized Sealy mattress and plush bedding. Enjoy a gorgeous bathroom, full kitchen, and huge second level deck overlooking Rupp. Located in a historic building but newly renovated, top to bottom. Equipped for remote work or relaxation with high speed internet and a Smart TV. Pioneer Split Units for AC and Heat. Free parking for easy access to conventions, concerts, and games.
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.
*Chevy Chase TH (1) mile to UK | EV Charging*
The Moody Chevy Chaser is located in the heart of 40502! Enjoy our 2-bedroom, 1-bathroom apartment that has been recently renovated. This gem is located in the heart of the highly desired Chevy Chase where guests are able to walk to UK, the Arboretum, Kroger Field, & so much more. This unit is the right-side of a duplex equipped with all the modern-day amenities a guest could desire. Guests will live like a true Lexingtonian and will be conveniently located for all their stay needs.
Quaint little farm house close to Keeneland/horses
Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails
KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs
Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water
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 !
Swanky Boho - Downtown
Discover a trendy and stylish bohemian-inspired oasis. Immerse yourself in the vibrant and artistic ambiance, perfect for a memorable stay. Relax amidst eclectic decor, embrace the laid-back bohemian lifestyle, and indulge in the inviting atmosphere. With modern amenities and a prime downtown location near hip cafes, coffee shops, and nightlife, this is the ultimate choice for those seeking the boho-chic vibe. Unforgettable memories await in this captivating retreat.
NEW Apartment with Balcony - Close to Everything!
This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer, private balcony and convenient parking.
Relax in the hot tub with a view of the River!
Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.
The Bourbon Barrel on Wyatt-Fenced in yard
This 2 bedroom, 1 bathroom bourbon-themed home will have you feeling like a Lexington, KY native the second you walk in the door. This property includes a spacious kitchen, cozy bedrooms, & a huge fenced in backyard! The Bourbon Barrel is located in the heart of Lexington & is just minutes away from Chevy Chase, Downtown, Hamburg, and I-75. No matter what brings you to Lexington, this is the perfect place to stay!
Popular amenities for Lexington vacation rentals
Stay near Lexington's top sights
House rentals in Lexington
Updated 1910 charm! Walk to Rupp/near Keeneland!
Perfect for Traveling Professionals & Vacation!
Newly Built Town & Country
Maryland Luxury Downtown Manor
POOL/ game room! 8 beds 2 baths 3 bedrooms
A-Frame Retreat | Farm Animals · Hot Tub · Sauna
Horse Farm Creekside Cabin- 6 min to KY Horse Park
Kenwick Retreat | Gather, Relax & Explore
Other great vacation rentals in Lexington
Downtown 2BR | Walk to Rupp · Porch · Parking
Berry Blessed/ Historic Bracktown
Carriage House
Mulberry Hill
Unique Stay - 1907 Log Cabin Near Kentucky River
Charming Historic Home in Downtown Versailles
Kenwick's Charming NEIGHbor
#3 Apt. in the Pink House
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,142 GYD | G$27,397 GYD | G$28,652 GYD | G$33,044 GYD | G$32,416 GYD | G$30,534 GYD | G$28,861 GYD | G$28,652 GYD | G$29,698 GYD | G$34,508 GYD | G$30,325 GYD | G$28,234 GYD |
| 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 1,420 vacation rentals in Lexington
Nightly prices starting at
Lexington vacation rentals start at G$4,183 GYD per night before taxes and fees
Verified guest reviews
Over 102,340 verified reviews to help you choose
Family-friendly vacation rentals
900 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 620 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
1,390 of Lexington vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Lexington rentals
4.9 Average rating
Lexington stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Pigeon Forge Vacation rentals
- Northeast Ohio Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- Asheville Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Hotel rooms Lexington
- Family-friendly rentals Lexington
- Rentals with a patio Lexington
- Farmstay rentals Lexington
- Rentals with outdoor seating Lexington
- Rentals with a hot tub Lexington
- Townhouse rentals Lexington
- Rentals with a fireplace Lexington
- Rentals with a fire pit Lexington
- Apartment rentals Lexington
- Cabin rentals Lexington
- Guesthouse rentals Lexington
- Rentals with pools Lexington
- Pet-friendly rentals Lexington
- Private suite rentals Lexington
- Cottage rentals Lexington
- Fitness-friendly rentals Lexington
- Villa rentals Lexington
- Rentals with a washer and dryer Lexington
- Rentals with breakfast Lexington
- Condo rentals Lexington
- House rentals Lexington
- RV rentals Lexington
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Equus Run Vineyards
- Kroger Field
- Masterson Station Park
- Fort Boonesborough State Park