These locations are all high-end Airbnbs which are ideal for large groups, families or a couple’s getaway.The best part is that once you divide the cost of the house between a group, it works out as a super affordable alternative to hotels and resorts.
All you have to do now is round up some friends and get ready to enjoy the ultimate Kentucky staycation in one of these beautiful Airbnbs…
Best Airbnbs in Kentucky
Pettit Place is a southern contemporary custom built home right in the center of downtown Lexington. Spanning nearly 4,500 sq ft and featuring 10-20ft ceilings, this home exudes classic Lexingtonian style. Beautiful natural light accents the open floor plan that offers space for a large group to spread out and stay comfortably.
This home boast 3 porches, and a private courtyard with a working fountain. The kitchen is fully equipped for 5-star meals and there is a small breakfast nook at the front of the house which has been furnished with comfy chairs for reading or having coffee.
The dining room table seats 8 people and there is dining space for an additional 4 at the bar, which looks into the kitchen. The master bedroom rivals that of a 5-star hotel its features a large porch, two en suite bathrooms – one with a tub and one with a shower and lots of closet space!
This downtown home sleeps 12 guests and the nightly rate is $830.
This James Bond inspired top-floor loft overlooks downtown Shelbyville and is perfectly situated in the heart of the Bourbon Trail.
This loft boasts so many luxury features. Once a clothing factory, it has been beautifully restored, from the vintage revolving door to exposed brick and hardwood floors, this loft will blow your mind!
This loft has not one, but three living areas, The main living area features a custom-built round gold leather couch surrounding a suspended fireplace making it the perfect setting for conversation and cocktails
The loft can sleep up to 10 guests and the nightly rate is $1313.
Boasting a whopping 96 scenic acres marked by a river, 2 ponds and a plethora of hiking trails, this peaceful Nicholasville estate is ideal for nature lovers and outdoor enthusiasts alike.
Built with the intention to impress, this custom 4,100 sq ft home is truly a work of art. From the 2-story wall of windows to the stunning exposed beams, you’ll be in awe of the interior.
You’ll have no trouble making yourself at home in the main living area. It’s outfitted with a large sectional sofa, 65-inch flat-screen TV, and a towering brick fireplace for those colder nights.
If you’d rather spend your downtime outdoors, you’ll find no shortage of opportunities on this estate. Trek a nature trail, meander along the river or simply sit back, relax and enjoy the soothing sounds of nature from your sizeable wraparound deck. This property has a price tag of $977 per night and sleeps 14 guests.
This beautiful country estate sits on 20 acres of lush bluegrass farmland. This property is pure luxury… The Master suite would match any 5 star hotel with a steam shower and clawfoot bathtub, its own fireplace inside and outside with a private brick patio.
The basement is where all the fun happens; it includes a pool table and a second family room with a table for playing games.
The outside oversized patio has picturesque views of the neighboring horses with a tabletop fire pit, to warm up your hands on colder evenings. The property has plank fencing, a 3 bay run-in shed, and a dog run. A true horse country Kentucky feel!
This property sleeps 12 guests and it will set you back $750 per night.
Perched on top of a hill overlooking a beautiful southern Kentucky farm just a stones throw away from Lake Cumberland.
Oak Hill House sleeps up to 31 guests, this includes Oak Hill Cabin which sits just off the main house. The large patio has the best views of the property. From here, you can access the in-ground pool, which has plenty of seating and wide-open spaces to lay in the sun.
There is also a conference room with tables and chairs for 50 as well as a smart TV for meetings!
The basement is ready for entertainment, featuring a kitchenette, pool table, pingpong table, foosball table, and a large flatscreen TV with cable and DVD. The grounds of Oak Hill House feature more entertainment options: a covered picnic area, a croquet course, a tennis court, a volleyball court, and a gazebo.
The price tag for this massive estate is $1400 per night.
Located next to a working winery and overlooking a beautiful horse farm, guests can enjoy this spacious estate. It’s also just a short drive to Keeneland or one of the many bourbon distilleries along the Bourbon Trail.
This spectacular house boasts luxurious amenities. So, it’s the perfect place for a family gathering and reunion or a vacation with friends. Plotted around the house you’ll find many souvenirs from famous jockeys, so if you love horse riding this is the place for you!
The estate sleeps 12 guests and it will set you back $1,200 per night.
Indulge in your own private Clubhouse Estate oasis. This 12,500 sq ft property is located in the middle of Central Kentucky’s bluegrass, bourbon, and horse country.
It features eight spacious bedrooms (many with multiple beds) & eleven modern bathrooms on three levels with digital elevator service.
There are abundant indoor recreation, living, and dining areas inside supported by two fully modern kitchens and a fully heated custom outdoor pool & patio.
This rental property sleeps 16+ guests and the nightly rate is $1400.
Planning on spending some time in the state? Check out the best road trips in Kentucky here.