Family-friendly holiday rentals in Clark County

4.96 out of 5 average rating, 248 reviews

Flat in Lexington

Cute apt. 2 bedroom 3 min to Downtown & District

PLEASE READ (and put in the correct number of guests to the right). Your space is the UPSTAIRS in my comfy cape cod style home. You have a private entrance from the front door. Tastefully appointed with enough room for 1- 3 guests. There is a small frig, microwave, Keurig w/cups, etc., in the kitchenette area in the 2nd bedroom. The mattresses are Casper and Hampton Inn. Only 8 minutes to Keeneland or the Bluegrass Airport. Fifteen minutes to the Horse Park. Very close to U.K. and downtown.

4.88 out of 5 average rating, 483 reviews

Townhouse in Lexington

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

4.94 out of 5 average rating, 745 reviews

Adorable, Clean Lexington Cottage, Convenient to Everything

You'll love this bright, well-decorated home away from home! Located in an OPTIMAL location for all that Lexington and surrounding areas have to offer. Safe neighborhood. Xtra long driveway. Comfy beds. Fully fenced in backyard and large patio-NEW PHOTOS COMING SOON! *IF YOU HAVE MORE THAN 2 PETS, YOU MUST CONFIRM WITH ME BEFORE BOOKING. $40 P/PET FEE BEYOND 2. TOTAL # OF PETS ALLOWED DEPENDS ON TYPE/SIZE. YOU ARE RESPONSIBLE FOR ANY DAMAGE/STAINS TO BEDDING, FURNITURE, LANDSCAPING, ETC...

4.94 out of 5 average rating, 382 reviews

3BR/2BA/4 bed house by UK/Downtown/Chevy Chase

Great location near UK! Sports fans.... 15-22 min WALK to Rupp Arena and Kroger (Commonwealth) Stadium. Less than a mile to UK campus/hospital, downtown Lexington and only 2 blocks to popular Chevy Chase restaurants and Euclid Ave Kroger. 8 miles to Keeneland, 12 miles to Kentucky Horse Park. 1 block to Woodland Park. A fantastic location to get a true Lexington experience. Great for UK sports fans, Equestrians, Keeneland, visiting campus (UK or Transy), Foodies, UK parents.

4.92 out of 5 average rating, 110 reviews

Townhouse in Lexington

Town home with private garage and backyard

Beautiful town home in convenient location to downtown, chevy chase and UK. Pay half than what you would pay for at the nearby downtown Hyatt or Hilton and get much more amenities. It's within walking distances to restaurants coffee shops and bars. The unit has a walk in tile shower as well as closet space for hanging clothes. A 75" TV is in the living room! Note: Space is listed as a 1 bedroom town home and not intended for parties LFUCG Registration #15087316-1

4.84 out of 5 average rating, 529 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

4.98 out of 5 average rating, 241 reviews

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

A great home if you are coming to KEENELAND, THE HORSE PARK, BOURBON TRAIL, or a WEDDING. 5 Star reviews say it all! Located at 133 N Ashland in historic Bell Court, only 5 minutes to DOWNTOWN LEXINGTON, 7 minutes to RUPP ARENA, 6 minutes to UK & UK's football stadium. Close to restaurants, shops, brewery, incl.the trendy areas of Chevy Chase & National Avenue. Walk to many of these places . Great place to stay if you are here for work.

Superhost

Apartment in Lexington

4.82 out of 5 average rating, 352 reviews

*Gorgeous Hideout | Close to Everything*

Our New- One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, National Avenue Warehouse District, The Legacy Trail, Restaurants, Fine Dining & Nightlife. Martine's Pastry conveniently located two doors down. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

4.93 out of 5 average rating, 195 reviews

By The Summit, 10 Min to Airport/Keeneland

One level home with lofted ceilings, open living space and huge fenced in back yard. Enjoy a fully equipped kitchen for preparing meals. Three ROKU Smart TVs including one in the master bedroom. Located on a cul-de-sac directly across from The Summit on Man O' War & Nicholasville Road, with upscale shops, restaurants, and Whole Foods. 10 minutes from Airport and Keeneland. License: 15063217

Superhost

Cabin in Stanton

4.92 out of 5 average rating, 251 reviews

Luxury | Private Overlook & Hiking | Creek & Pond

100+ acre private preserve & surrounded by 65K acres of National Forest connected to RRG. Private hiking trail to Sunset Point overlook. Creek meandering entire property with fossil rocks and swimming holes. 1/2 Acre Pond with fishing (Catfish & Bass) & onsite Kayaks & Paddleboard. Just 15 minutes from Red River Gorge: world renowned rock climbing, waterfalls, hiking, and more.

4.96 out of 5 average rating, 209 reviews

Farm stay in Irvine

Cottage on the Hill at Harmony Hollow

Cottage on the Hill at Harmony Hollow is surrounded by nature and quiet in beautiful Red Lick Valley. Hike 250 acres of deep woods in pure solitude, go rock hunting in the creek or mushroom hunting in the hills, watch horses on the property peacefully grazing, enjoy the view from the fish pond, or just take solace in the peace and quiet of the cottage.