Holiday houses in Shakertown

4.98 out of 5 average rating, 249 reviews

Cottage in Wilmore

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

4.98 out of 5 average rating, 320 reviews

Apartment in Wilmore

Basement apt. w/private entrance & kitchenette

Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

4.86 out of 5 average rating, 195 reviews

Barn in Harrodsburg

The Beaumont Parlor, 8 miles to Shaker Village

It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg

Guesthouse in Nicholasville

4.98 out of 5 average rating, 347 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

5 out of 5 average rating, 189 reviews

Farm stay in Lancaster

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

4.92 out of 5 average rating, 585 reviews

Home in Lexington

KY & Bourbon & Horses, Oh My! Close to Keeneland

This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

4.93 out of 5 average rating, 290 reviews

Apartment in Wilmore

Travelers Loft - Asbury & Lexington area apartment

You deserve a unique and simple guest experience! This full apartment with an upstairs sleeping loft is located in Wilmore for you. ► A short walk from Asbury University and Seminary ► 25 minutes from Lexington, Keeneland, UK, and the airport ► A quiet neighborhood with green space ► Upstairs loft bedroom with low, pitched ceilings ► Secure keyless entry ► Hi Speed Internet ► Roku TV ► Peaceful & secure ► Keurig coffee maker ► One set of towels and sheets for stays less than a week

4.97 out of 5 average rating, 367 reviews

Cabin in McKee

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!

4.93 out of 5 average rating, 219 reviews

Treehouse in Georgetown

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but 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

4.91 out of 5 average rating, 117 reviews

Pappy’s Roost (Old Town Vibe!)

Pappy’s Roost is vintage and is up the street from a railroad track that has locomotives coming through very slowly because of the tight confines of Harrodsburg. The track is not extremely close, but you can definitely see the train when standing on the sidewalk in front of The Roost. The Roost still can offer sound sleep at night because the proximity is not near enough to the tracks to be startling or disturbing to sleep. Pappy’s has been restored and has every amenity!

4.91 out of 5 average rating, 260 reviews

Guesthouse in Lexington

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

4.94 out of 5 average rating, 139 reviews

The Betsy Sweat Cottage.

****This home is all Electric . Carbon Monoxide detector located beside bed .This is a TINY Home..The plant collection will provide you with natural oxygen and new split heating and cooling will clean the air providing you with a restful sleep (day or nite) Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away) Lexington ****FYI- There is an additional charge of $30 extra charge for more than 2 guest.. children no extra charge.

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Other great holiday rentals in Shakertown

5 out of 5 average rating, 22 reviews

Braxton Manor at Creekside Retreat

Renata And JasonRating, 5 stars1 month ago

Shirley and John were absolutely amazing, one of the best Airbnb experiences I’ve had. We traveled with a group of seven guys to do the bourbon trail. The movie room was perfect for kicking back and watching the derby, the new putting green is awesome and there was plenty of room to spread out when you needed some quiet time. We paid extra to have some meals prepared for us to make things easier and leave more room for hanging out. We felt at home the whole time and some great food, highly recommend. You can’t go wrong with this place for a family or big group. Would definitely stay here again.

4.95 out of 5 average rating, 57 reviews

Home in Lawrenceburg

Bourbon Crossing II

MatthewRating, 5 stars2 days ago

Great place to stay if you’re in the area, I would stay again.

4.85 out of 5 average rating, 26 reviews

Cabin in Harrodsburg

Paradise Camp Cabin

StacyRating, 5 stars2 weeks ago

Was a wonderful place to stay. Thank you for the homemade salsa. It was amazing.

5 out of 5 average rating, 4 reviews

Home in Versailles

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

WilliamRating, 5 stars5 days ago

Absolutely wonderful stay, easy to town, property is exquisitely done. Awesome touches!! Loved the hot tub! Game room is phenomenal. Property had wildlife daily to photograph with deer, squirrels, and birds.

5 out of 5 average rating, 21 reviews

The Blue Heron Lakeside Chalet

LizRating, 5 stars1 month ago

We really enjoyed our stay! It was unique in that it offers a main house and a guest house, and it turned out that this was the perfect arrangement for us (2 moms who are close friends, and our two sons, who are also close friends). When we weren't out and about, we all hung out in the A-frame main house. At bedtime, we parted ways.The A-frame has everything you might need during your stay. Then you also have the boathouse, which is beyond cute and very cozy. Both structures overlook the lake, and the outdoor deck spaces are very comfortable and inviting. I especially appreciated the propane fire pit one evening when it got a little chilly. Also, having a Keurig and pods in each house was awesome! Shelly sent detailed directions in advance of our travels, which was very helpful, and she made some local recommendations re: food and groceries. We followed up on those, and were not disappointed! She was also very responsive to us when we asked for assistance or recommendations. <3

4.95 out of 5 average rating, 61 reviews

Cottage in Harrodsburg

Cozy Tree House @ Herrington Lake near Lexington

JudyRating, 5 stars1 week ago

My 16 year old granddaughter and I adored your house and everything about it. I have stayed in lots of Airbnb’s but this was a very special place - filled with charm and color that made us feel instantly at home. I wouldn’t change a thing about it - especially the really comfortable beds - and we hated to leave after our three day visit. I would definitely recommend this house if you want a lovely and unique place to stay!

4.97 out of 5 average rating, 58 reviews

Farm stay in Versailles

Hillside Farm & Creek - A Bourbon Trail Retreat

RickRating, 5 stars1 week ago

Awesome place. Beautiful scenery with an easy walk down to creek. Front porch is very nice with the rope lighting and seating for enjoying the view!!!! If you’re wanting a quiet place about 10mins from town with beautiful scenery and the only close neighbors are a few horses!!!