
Vacation rentals in Lexington
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Top-rated vacation rentals in Lexington
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Popular amenities for Lexington vacation rentals
House rentals in Lexington

Richmond Retreat by Raydarr Properties, LLC
super cute place. feels bigger and more comfortable than the pictures on the site. was perfect for our family of four.

Perfect for Traveling Professionals & Vacation!
Great location. Nice layout with open space especially for visiting with your group. Had everything we needed.

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown
Larissa is very responsive. We really didn’t need to contact her for anything except to ask for a slightly later checkout. But she kept in contact with me making sure everything was good on our end. Walkable to UK campus, Kroger (end of the block), restaurants, and bars. Easy drive to MANY places/areas. Place was very clean, beds were so comfortable. The area was quiet. We would definitely stay here again and recommend it to others.

Few and Proud
Very nice place to stay. Trouble getting in and had to wait for the door code but once host responded everything was very smooth and he accommodated very well afterwards.

Downtown Charm - Walk to EKU & Parks Near I-75
Love the location and the layout for our family! Helpful host and even some toys for my boys to play too. Safe location , close to anything you might need. Can’t wait to return!

"The Homestead" UPSCALE STAY - Downtown with Yard
The place is exactly as described, clean, and newly renovated. The hosts were very responsive, and extremely helpful. We had a comfortable stay, I’d highly recommend the place!

Cheerful 2 bedroom home with parking on premises
This place was perfect for our needs. We just stayed for one night to break up a long drive, and get some sleep. The location couldn't have been better. Very close and easy to get to I75, but enough away from it to be quiet and peaceful. There were many stores and restaurants within walking distance. The beds were very comfortable! I would highly recommend this place, and would not hesitate to stay again.

Cozy, convenient, spacious home /w WiFi, near RRG
Wonderful place to stay! Tucked away, nice and cozy.A short drive to Red River Gorge. Had a fully stocked kitchen and a very comfortable bed and very cozy living room area. Would definitely want to stay here again!
Other great vacation rentals in Lexington

Beautiful Cabin in Red Lick Valley
We loved our stay on the farm! The place was spotlessly clean and had everything we needed for a comfortable stay. The kids were thrilled with all the animals and especially enjoyed visits from the friendly Great Pyrenees dogs. I was pleasantly surprised that it didn’t smell like a farm at all! Sandy and Martin were so friendly and helpful, making our stay even better. We also bought some of the farm’s sausage, and it was absolutely delicious. Highly recommend this place for a unique and enjoyable experience!

Lakefront property - Higher Ground
While this house is not particularly close to bourbon tastings, the size of the house and quiet neighborhood ensured we were well rested for the next day’s adventure. About 40 minutes from Lexington and 90 minutes from Louisville, we spent a lot of time driving between destinations. The house itself was well equipped for our party of six. Plenty of space for each person’s privacy and large common areas that allowed everyone to eat and drink together. We were unable to enjoy the water below due to recent flooding.

Private Cabin on Bourbon Trail with Hot Tub
Lovely little cabin on beautiful private farm land but just 30 minutes to Keeneland/Lexington.

Kentucky bourbon, horses, cozy condo
Stayed in this terrific 2 bedroom 2 bath condo for two nights while my wife and I visited nearby relatives. Excellent location; easy check-in and great communication. Strongly recommend! We will definitely be a repeat customers!

A Happy Place Cabin with magical views!
Definitely nice little getaway place. Just felt homie and welcoming. would definitely go back again if I'm in the area again.

The “News Reserve”
The house is fantastic, obvious care to updates and maintenance, very clean and nicely decorated. I can be a bit of a germaphobe, and I felt immediately comfortable because of how neat it all was. The Internet worked wonderfully. Kitchen was well-appointed for our needs. The bedding and beds were very comfortable, and there were plenty of towels for our group size. The hosts were very kind, cordial, helpful, and quick to respond when we had questions. The neighborhood felt safe, and was quiet during our stay. The HVAC was louder than anticipated, but we slept very soundly after adjusting to that. Only recommendations that I would suggest would be lamps for night stands, a couple more chairs for the dining room (or that could be used in the dining room), and an extra lock on the exterior doors. I would definitely recommend the hosts and location, and would happily stay again.

The Luxe/Hot Tub/ King Beds/10 Mins Shaker Village
Carlos was fantastic and his place served our needs very well. We would go on walks or runs around the golf course & neighborhood every day. The space worked well for us.

The Herrington
Very Responsive. Friends and I had a great weekend
Quick stats about vacation rentals in Lexington
Total rentals
1.4K properties
Total number of reviews
93K reviews
Family-friendly rentals
930 properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
790 properties have a dedicated workspace
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 920 vacation rentals in Liberty Area, over 680 vacation rentals in Georgetown, and over 680 vacation rentals in Ashland.
Are there vacation rentals with a dedicated workspace in Lexington?
Yes! Work meets play with ease at over 790 vacation rentals in Lexington featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in farmstay rentals in Lexington?
Experience the best of Lexington with our farmstay rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 590 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 90 vacation homes with pools in Lexington, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Lexington have self check-in?
Absolutely! We offer over 290 house rentals with self check-in in Lexington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lexington have a bbq area?
Absolutely! We offer over 180 house 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.
What are the most popular amenities for House Rentals in Lexington?
Enhance your stay in our House Rentals with the most popular amenities: over 180 homes with a bbq area, over 290 homes with self check-in, over 50 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly farmstay rentals in Lexington?
Lexington has more than 10 family-friendly farmstay rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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