House holiday rentals in Lexington

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Top-rated house rentals in Lexington

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Guest favourite

Home in Lexington

4.94 out of 5 average rating, 673 reviews

Adorable, Clean Lexington Cottage, Convenient to Everything

Browse the host's binder of hand-picked places to visit and dine; many menus are included. Cozy up with a good book from the host's large and diverse collection of books. Fully equipped kitchen that's great for cooking or entertaining. 4-legged visitors will appreciate the big, fenced-in yard. You'll love this bright, clean and airy Lexington cottage. Ten Reasons to stay here: 1. Bright and spacious despite it's small size. 2. So many personal touches that not only make this house feel homey, but also unique to Lexington. 3. I've tried to think of everything as far as making your stay as livable and care-free as possible. 4. Large kitchen with just about anything you’ll need for cooking meals or hosting dinner for a small group. 5. Great, large, fully fenced-in backyard (fire-pit coming soon!) 6. Comfy beds with nice linens and a shower with good water pressure 7. Good water pressure in kitchen and bathroom. 8. A binder with lots of hand-picked, local restaurant and activity suggestions. Menu's included! 9. TV with local channels and Netflix PLUS a blue ray player if you want to rent a Redbox movie to watch. 10. Probably the most convenient location in all of Lexington in that it's either close to where you need to be or it's easily accessible to where you need to be. You'll have the entire house, driveway, and yard all to yourself! **Driveway is located on the left side of house. Text me or message me any time of day or night if you need something or have questions. I'm happy to help and try to be quick to respond. Truly convenient to everything Lexington (and the surrounding area) has to offer! The University of Kentucky is less than 2 miles away and the area hospitals are all approximately one mile away. Rupp Arena/Downtown is a 5 min drive and Keeneland Race Track is less than 10 min away. Other Lexington attractions such as horse farm tours, the KY Horse park, and Bourbon Tours are all easily accessible from here. Safe, family-friendly street with large, fenced in backyard. Free parking in xtra long driveway (no garage or carport) ,close to bus stop. Biking distance to pretty much anywhere. Easy access to downtown...Plus there's always UBER! Great house and great neighbors. Feel free to bring your furry loved ones (potty trained and well-behaved only, please). I've had my dogs in the backyard many times and there is no escaping, so you can have a total peace of mind keeping your dog outside if you choose to do so. I'm fine with cats too as long as you can promise they won't scratch the furniture or pee on anything :) Southland drive is in walking distance. A few Southland notables include: Good- Foods Co-op grocery and cafe, Marrikas Bar (tons of beers on tap), Wenchell's (local food, sports bar), Southland Bowling Alley, Coffee Shop, Donut Days Bakery, Two Chicks & Company (gifts and accessories store), and a local farmers market on Sundays. University of Kentucky, The Arboretum, and downtown are all within a 3 mile radius (2.7 miles from downtown city center and approx. 1.3 miles from UK). Keeneland, KY Horse Park, Bourbon Tours, and Horse Farm tours are all within 15-30 min away regardless of time of day or traffic.

Guest favourite

Home in Stamping Ground

4.97 out of 5 average rating, 620 reviews

Buffalo Springs Distilling Company

On 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 bedroom due to the size of the structure. Queen size bed in the bedroom. There’s also a Queen Air Mattress that can be utilized in a pinch for folks that are staying at least a week

Guest favourite

Home in Lexington

4.95 out of 5 average rating, 329 reviews

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.

Guest favourite

Home in Lexington

4.98 out of 5 average rating, 297 reviews

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms and one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

Guest favourite

Home in Midway

4.99 out of 5 average rating, 102 reviews

Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

Guest favourite

Home in Lexington

4.98 out of 5 average rating, 112 reviews

Winterberry Drive Entire house

This 3 bedroom, 2 bath home is situated in a peaceful residential neighborhood, offering a tranquil retreat from the bustling city life. It’s strategic location provides easy access to the University of Kentucky’s campus, hospital, and football stadium, Kroger Field - which is just a short 10 minute Uber ride away! Additionally, with a downtown area just minutes away, residents can effortlessly indulge in the vibrant southern lifestyle, exploring shops, restaurants, and cultural attractions.

Guest favourite

Home in Lexington

4.92 out of 5 average rating, 166 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.

Guest favourite

Home in Harrodsburg

4.93 out of 5 average rating, 211 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Guest favourite

Home in Lexington

4.92 out of 5 average rating, 654 reviews

Updated historic home! Walk to Rupp/UK/restaurants

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This newly renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington.

Guest favourite

Home in Winchester

4.91 out of 5 average rating, 690 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Guest favourite

Home in Lexington

4.83 out of 5 average rating, 457 reviews

Silver Streak Equestrian Horse Haven

Step out your front door to see beautiful pastures where you can take your coffee and walk to greet the horses. Peaceful setting but just five minutes to downtown Lexington. If traveling by plane it just two minutes away. Enjoy a little quaint piece of Kentucky with historical Keeneland racetrack your next door neighbor. Experience Lexington the horse capital of the world on an actual working horse farm. Sorry pool and hot tub not included

Guest favourite

Home in Lexington

4.94 out of 5 average rating, 334 reviews

Big Rock Cottage

Charming Cottage located in Downtown Lexington. Completely remodeled - clean and pristine. Two bedrooms and two full baths. Fully equipped kitchen, Waher / Dryer and large back porch. Only 1/2 a block away from Legacy Trail and walking distance to Rupp arena and all downtown activities. Please note that this is located downtown you will see diversity both in culture and socio-economic status. :1506321-1: