Family-friendly holiday rentals in Kentucky

The Tiny: Off-Grid Microcabin (NEW!)

Come stay on this small .3 acre lot in a tiny A-Frame (100 square feet) in the Red River Gorge! Because big things come in small packages, and sometimes less is more. With a large deck, outdoor cooking area, and composting toilet, you'll enjoy the off-grid lifestyle. The Tiny has easy access to the Red River Gorge area for hiking and climbing. This cabin does not have running water or electricity. I am still adding to my tiny cabin! At this time I cannot accommodate pets, kids, or campfires.

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

"Home Sweet Dome" MODERN TREEHOUSE STAY w/ Hot Tub

Home Sweet Dome | Luxury Treehouse Dome. Escape to the woods and experience one of the most unique luxury glamping stays in the RRG. ✨ Elevated surrounded creeks, rock formation and wooded acres 🔥 Private hot tub overlooking nature 🌲 Elevated 2-story deck experience tucked in the trees 🧗🥾 Minutes from RRG hiking & climbing areas. 🛏 Sleeps 6 guests with cozy furnishings 💧 Full bath, running water, HVAC, Wifi 🌌 Unique glamping stays in RRG 🚙 Recommendation: AWD/ 4WD due to steep terrain

The Cabin on Panther Branch

Drive down Kentucky scenic highway 89 South just 9 miles south of McKee. The cabin is newly built and set back in a secluded area with a small creek running right beside the cabin and a larger creek just across the road. The Cabin on Panther Branch is a perfect place to come fish and kayak on the creek. Bring your ATV’s, side by side or dirt bikes and enjoy miles and miles of riding in S-Tree Tower in the Daniel Boone National Forest. We don’t think you will be disappointed with your stay.

Serene Ravine Private RRG Treehouse

Stay in a custom-built treehouse nestled in the heart of the Red River Gorge forest on private land—perfect for family getaways, romantic escapes, or friend trips! Explore great views, built along a peaceful stream, and the calming sounds of nature. Step outside to a nearby trailhead leading to Gray’s Arch and more. Just 15 mins from local favorites like Miguel’s Pizza, coffee shops, and mini golf! Availability is limited - so be sure to lock in your summer vacation before it's gone!

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

LUX Secret House & Adult Play Room

IF THIS LISTING IS BOOKED… find our Lux Secret Room #2 Grooms Suite! Luxury Guest House & Historical Gypsy horse farm and wedding venue with an adult theme room just a short drive from Nashville TN. Kentucky's finest example of a working horse farm woven into a magically designed wedding venue. Our herd of Gypsy horses is sure to capture your heart!!! Just 4 miles from I24 and close to dining and fun Patti’s 1880 Settlement! Perfect couple getaway for adults.