Kid-friendly holiday rentals in Lexington

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Lexington

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Lexington

4.94 out of 5 average rating, 663 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.

10–17 Jan

$176 SGD per night

Guest favourite

Farm stay in Versailles

4.91 out of 5 average rating, 394 reviews

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

19–26 Jul

$223 SGD per night

Guest favourite

Farm stay in Nicholasville

4.93 out of 5 average rating, 240 reviews

Moonlit Meadows: A Tranquil Getaway for Travelers

Escape to the heart of Kentucky's countryside in our modern guest suite, set across a 17-acre landscape. Immerse yourself in the serenity of nature with views of a pond and beautiful rolling fields. Ideal for both business and leisure travelers as well as those visiting Asbury University. Our guest suite has continued to offer a tranquil haven where you can relax and rejuvenate! Enhance your experience by visiting the great grandson of the legendary Secretariat, stabled just 4 miles away.

29 Oct – 5 Nov

$144 SGD per night

Guest favourite

Cabin in Sadieville

4.98 out of 5 average rating, 177 reviews

*Unique Wooded Cabin*4 beds 20 min from The Ark

Our 2nd AirBnB cabin on the property has given us the experience to make this one great too! Rural, clean, and peaceful! Our cabin has two bedrooms; one with a queen bed, and the upstairs one with a queen and two twins. It has a full kitchen, full bathroom, fire pit and outdoor grills. Perfect for two couples, friends, or small families. The Ark Encounter and Kentucky Horse Park are 20min away. The Creation Museum is 45min away. A great place to relax between visits to these attractions!

15–22 Mar

$179 SGD per night

Guest favourite

Flat in Lexington

4.99 out of 5 average rating, 201 reviews

Lexington Apt. with parking & private entrance

Lower level apartment with parking and two entrances. Light painted walls, ceiling lighting/fan, plus free washer and dryer. Approximately 10-15 minutes from Bluegrass Airport, 15-20 minutes to the University of Kentucky campus, stadium and 20-25 to Rupp Arena, 10-15 minutes from main entrance to Keeneland Race Track Main entrance, 20-25 minutes to downtown Lexington, 10-15 minutes to shopping mall/restaurants located in mall area, 50 minutes from the ARK ENCOUNTER AND CREATION MUSEUM.

17–24 Nov

$105 SGD per night

Guest favourite

Home in Lexington

4.91 out of 5 average rating, 565 reviews

Lower Level of Home near UK, Eateries, 1000 sq ft

Large private sunny apt w/ lovely deck in a safe, quiet neighborhood 5 mins from LEX airport. 15 minutes from UK. Walking trail in neighborhood. 2Q beds in separate rooms, full private bath, pool table, microwave, coffee maker, frig, large flat screen TV with Roku, Netflix. Deck with view of beautiful yard with mature trees, swing, chiminea, bridge and path through garden. Welcome from Chris! NOTE! As ALWAYS, ALL bed linens & bath towels washed, bleached & sanitized after every guest!

2–9 Dec

$99 SGD per night

Guest favourite

Home in Harrodsburg

4.93 out of 5 average rating, 205 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

30 Nov – 7 Dec

$144 SGD per night

Guest favourite

Treehouse in Georgetown

4.94 out of 5 average rating, 169 reviews

★Escape & Relax ~ Breathtaking Creekside Getaway★

Escape the everyday hustle and bustle by immersing in the stunning glamping experience on a secluded creekside property. Enjoy solitude, romance or family time inspired by nature. Tucked away on our 13 acre residence, this spacious 16' tent offers a unique stay in a breathtaking ambiance. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access + Kayaks ✔ Cooking Station Learn more about this glamping haven below!

6–13 Oct

$238 SGD per night

Guest favourite

Home in Versailles

4.93 out of 5 average rating, 121 reviews

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

12–19 Aug

$184 SGD per night

Guest favourite

Guest suite in Lexington

4.98 out of 5 average rating, 124 reviews

Close to Keeneland Charming Guest Suite

Great location in beautiful well established neighborhood. 5 mi to Keeneland & airport, 2 mi to downtown, Rupp Arena, Univ of Kentucky campus & football stadium. Centrally located within one mile of all major hospitals. Lexington is located along the Kentucky Bourbon Trail. Enjoy distillery, horse farm & historic home tours, unique and fine dining, craft breweries, sporting events, theater, concerts, boutique shopping. Nearby horse farms, rolling hills, hiking and boating/canoeing

5–12 Jun

$107 SGD per night

Guest favourite

Guest house in Winchester

4.98 out of 5 average rating, 175 reviews

Escape and unwind in the country

Relax and unwind in the country! Close to Lexington, Red River Gorge, Pilot Knob and Natural Bridge with easy access to the Mountain Parkway. We now have Wi-Fi!! Pets are welcome but we request that dogs are either crated or not left unattended. There is a $25 pet cleaning fee. Our guest house has a fully equipped kitchen, washer/dryer, queen size Sleep Number Bed, queen size sleeper sofa, and patio with gas grill. An air mattress is available by request.

5–12 Jul

$107 SGD per night

Guest favourite

Cabin in Lawrenceburg

4.98 out of 5 average rating, 442 reviews

Bourbon Trail Cabin on the Farm

Recognized by AirBnB as the “2021 Top New AirBnB in the State of KY”!Overlooking rolling hay fields, and surrounded by wooded farm land, this cabin features barn wood walls, hardwood floors, handcrafted bourbon barrel sink, king bed, leather sleeper sofa, and custom built kitchenette. Located on a working cattle farm, see cows, goats, a donkey and horse, & our pet free-range pig! In the heart of the Bourbon Trail in the home of Wild Turkey and Four Roses.

20–27 Nov

$156 SGD per night