Holiday houses in Lexington
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Top-rated holiday rentals in Lexington
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Updated 1910 charm! Walk to Rupp/near Keeneland!
If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert/sporting event at nearby Rupp Arena (5 min walk), stroll through Gatton Park (2 min walk), view the horse races at Keeneland (10 min drive), tour the Alltech bourbon distillery around the block, or explore the offerings of downtown just outside your front door
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.
The Flower Pot
Welcome to The Flower Pot! Come and stay at our newly renovated mid century modern home complete with a record player collection and great natural sunlight. This location is a hidden gem in Lexington! HIGHLIGHTS: - One turn off main road for easy access to ALL attractions and necessities in Lexington - The Distillery District, Rupp Arena, Keeneland, Red Mile(Railbird Music Festival), UK Campus all approximately 10 MINUTES OR LESS - 1 King bed/ Two Queen Beds with smart TVs - New luxury bathroom
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!
The Clayton House | Chic & Cozy
Welcome to our stylish, newly renovated 2-bedroom, 1-bath home, centrally located just minutes away from Georgetown College! This spacious gem boasts an inviting open full-kitchen and living room concept, a back patio, and back yard. Whether you're visiting the college, exploring the town, or simply looking for a comfortable and modern retreat, The Clayton House is the ideal choice for your stay. Experience the perfect blend of convenience and comfort in this newly revitalized space. *No pets
Equestrian Dreams 20 minutes from the Horse Park!
We are committed to our guests and have over 1000 verified reviews. You can enjoy the privacy of a whole house! Centrally located in the Golden Triangle between Louisville, Lexington, and Cincinnati. Chardonneigh House is 20 minutes from the Horse Park, the interior is devoted to the Horse and even our name NEIGH pays tribute to the horse! We are 30 minutes from Rupp Arena, and Keeneland, about 40 minutes to the Ark Encounter, and we are close to most Central Kentucky attractions!
The Statesman / Walk to Rupp / Superb Deck
The Statesman, in the heart of Lexington, allows opportunity to experience the conveniences of downtown by foot. This 3-story (stairs only) historic townhouse has undergone a face lift, having spared no expense with high end finishing. Enjoy modern day conveniences while maintaining the old-world charm. **Located above a local bar Henry Clay's Public House; noise is a potential on the second-floor bedroom/living room (3rd floor is less disturbed) from the live music; no parties allowed**
Lexington's Artistic Bunker / 1BR Downtown Condo
Lexington's Artistic Bunker is a space carefully crafted with amenities aplenty! Perfect for the traveling business, medical, or education professional, the guest visiting family/friends, or those experiencing the beauty of the Bluegrass, this modern condo is located in the heart of downtown Lexington. Featuring one bedroom, concrete floors, original murals, walk-in shower, and vaulted ceilings this high-end industrial condo will leave guests satisfied from every angle.
The Kenwick - Comfy, Clean, Chic
Lovely downtown Kenwick neighborhood w/ off street parking. Beautifully appointed space w/ amazing queen beds. Updated w/ fast wifi connection. Walking distance to a community coffee house & wine bar, a craft brewery, restaurants, bakeries and a small grocery store. * Rupp Arena 2.5 miles * Keeneland Racetrack 7.5 miles * Kentucky Horse Park 10 miles * STR Reg #15071157-7 - Maximum occupants 4 - Guests are prohibited from allowing more than maximum occupancy *
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 holiday rentals
Stay near Lexington's top sights
Other great holiday rentals in Lexington
Centrally Located Lex Apartment!
Breathtaking Horse Farm views, private! Keeneland!
Ranch Home Near KYSHP | Kingston | Horse & Bourbon
⭐️Stylish Ranch⭐️Patio, Fenced Back Yard, Fire 🔥 Pit
Cozy and Welcoming Condo
Close to Downtown/UK/Hospitals; Walk to football
CentraLex Loft
The Outpost-Urban Basecamp w/ Hot Tub & Comfy Beds
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $173 AUD | $183 AUD | $222 AUD | $218 AUD | $205 AUD | $194 AUD | $193 AUD | $200 AUD | $232 AUD | $204 AUD | $190 AUD |
| 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.
Quick stats about holiday rentals in Lexington
Total holiday rentals
Explore 1,400 holiday rentals in Lexington
Nightly prices starting at
Lexington holiday rentals start at $28 AUD per night before taxes and fees
Verified guest reviews
Over 102,250 verified reviews to help you choose
Family-friendly holiday rentals
920 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 590 rentals that welcome pets
Holiday 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 holiday 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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