Family-friendly vacation rentals in Frankfort

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Frankfort

Guests agree: these family-friendly homes 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.

Apr. 24 – May 1

$227 CAD 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.

Aug. 17 – 24

$162 CAD per night

Guest favourite

Farm stay in Springfield

4.98 out of 5 average rating, 602 reviews

The Getaway in Bourbon Country... with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. Breakfast is provided every morning. When you first arrive you will find the entrance on a large covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like.

Apr. 7 – 14

$184 CAD per night

Guest favourite

Apartment 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.

Aug. 1 – 8

$126 CAD 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!

Dec. 2 – 9

$119 CAD 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

Nov. 9 – 16

$162 CAD per night

Guest favourite

Home in Lexington

4.84 out of 5 average rating, 443 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

Jun. 25 – Jul. 2

$161 CAD per night

Guest favourite

Home in Frankfort

4.93 out of 5 average rating, 202 reviews

Charming South Frankfort Cottage!

Great private guest house in the heart of South Frankfort! Only a 5-10 minute walk to all the Historic Downtown Frankfort and the Kentucky Capitol. Great location for the Bouron Trail (especially Buffalo Trace and Woodford Reserve) and the KY River. We are also close to Keeneland and the Horse Park. Come enjoy what our community has to offer! We pride ourselves in hosting families and friends who want an affordable place to stay!

Sep. 18 – 25

$310 CAD per night

Guest favourite

Farm stay in Goshen

4.98 out of 5 average rating, 286 reviews

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Jun. 18 – 25

$182 CAD per night

Guest favourite

Apartment in Frankfort

4.87 out of 5 average rating, 293 reviews

The Carefree Coffeetree-300YD from BT Distillery

Our Airbnb rental is the closest you'll find to Buffalo Trace Distillery! Accommodating the Bourbon Trail for over 10 years, our two-bedroom unit is very comfortably furnished to accommodate up to 4 people. It is centrally located and is just minutes from restaurants, museums, shops, and more. Along the Kentucky Bourbon Trail, it's just 300 yards from Buffalo Trace Distillery.

Mar. 10 – 17

$192 CAD per night

Guest favourite

Farm stay in La Grange

4.95 out of 5 average rating, 626 reviews

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Nov. 20 – 27

$238 CAD per night

Guest favourite

Apartment in Frankfort

4.98 out of 5 average rating, 403 reviews

Inviting Downtown Guest Suite

Historic downtown guest suite with modern amenities located in the heart of the capital city. Within blocks of great dining, shopping, entertainment, and historic sites. A short distance to Buffalo Trace distillery, Keeneland racetrack and beautiful bluegrass horse country. Conveniently located 30 minutes from Lexington and 50 minutes from Louisville.

Jul. 28 – Aug. 4

$182 CAD per night