Holiday houses in Nicholasville

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

4.99 out of 5 average rating, 110 reviews

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

Guesthouse in Nicholasville

4.98 out of 5 average rating, 348 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.

4.93 out of 5 average rating, 291 reviews

Apartment in Wilmore

Travelers Loft - Asbury & Lexington area apartment

You deserve a unique and simple guest experience! Your full apartment in Wilmore has an upstairs sleeping loft and is a 1/4 mile from the railroad. ► A short walk to Asbury University and Seminary ► 25 minutes to Lexington, Keeneland, and UK ► 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

4.95 out of 5 average rating, 100 reviews

Cottage Circle Home

This charming home is nestled in a cozy neighborhood, offering a serene atmosphere and a strong sense of community. Conveniently located, it boasts easy access to a variety of restaurants, catering to different tastes and cuisines, just a short stroll away. Keeneland Racetrack, a track that runs in the fall and spring months, is only 8 minutes from the driveway! Additionally, a nearby grocery store ensures that daily essentials are within reach. Cottage Circle is waiting for YOU! ☺️

4.91 out of 5 average rating, 812 reviews

Home in Winchester

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Superhost

Cabin in Nicholasville

4.92 out of 5 average rating, 301 reviews

National Historic O'neal Cabin

Originally built during the late 1700’s, this two-story log cabin was restored in 1995. The O'neal Cabin is listed on the National Register of Historic Places. Located in central Kentucky, six miles from historic downtown Lexington, the O’Neal Log Cabin is in the heart of horse country and the bourbon trail. Whether you are looking for a getaway, a place to stay during the horse sales or a retreat while you visit Lexington’s sites, the O'Neal Log Cabin is perfect retreat.

4.91 out of 5 average rating, 261 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.

4.93 out of 5 average rating, 267 reviews

Home in Nicholasville

Cali King beds w/ Koi pond Oasis. 15 min from LEX

Nicholasville's finest short term rental! We recently finished remodeling this spacious ranch home in Nicholasville Ky and are extremely excited to share it with future guests. It looks brand new on the inside and has an awesome oasis in the backyard with water effects/ koi pond. It is close to all the great things to do in Lexington including Keeneland and the University of Kentucky. Mattresses are top of the line and will ensure you have a very comfortable stay.

4.96 out of 5 average rating, 152 reviews

Guesthouse in Wilmore

Coach House at the 1898 Red Bud B & B

Lovingly renovated coach house unit was originally the workshop attached to the back of the coach house. It is a ground floor accommodation with private entrance located behind the main bed & breakfast. We are only two city blocks from Asbury! We make a perfect base to explore the area. The Bourbon Trial, numerous horse farm tours, vineyards, Keeneland, the Horse Park, and historic sites such as Shaker Village of Pleasant Hill. Only 11 miles from Lexington.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Nicholasville holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Nicholasville

4.98 out of 5 average rating, 203 reviews

Apartment in Lexington

"Uptown Retreat" - Cozy Fireplace & Sauna

HeatherRating, 5 stars2 weeks ago

we almost were not about to return and book with Air B n B but...David absolutely changed that and turned our past awful experience right side up!!! During a extremely busy weekend and sold out everywhere weekend , he was available and even let us check in early!!! we couldn't get over just how peaceful stress-free and felt like honestly we were at our home! they didn't hover or intrude . Will return !!

4.93 out of 5 average rating, 199 reviews

Guesthouse in Winchester

Carriage House on the Park

ElissaRating, 5 stars2 weeks ago

Super cute little place with everything we needed! Loved having two sinks/mirrors to get ready, and the bathroom shower was so big! We were very happy with our stay at Robin’s. The area felt safe and serene with a park and school across the street. Easy parking.

4.99 out of 5 average rating, 122 reviews

Guesthouse in Frankfort

Treetop Hideaway

KellyRating, 5 stars2 weeks ago

Such a nice affordable place in a cool town

4.92 out of 5 average rating, 151 reviews

Farm stay in Winchester

LenMar Farm Country Stay near Lexington KY

ElizabethRating, 5 stars1 week ago

Nice place to stay quiet and pretty! Didnt like the parking in front and walking around the back otherwise was great clean place!! Host was nice and responsive

4.88 out of 5 average rating, 483 reviews

Townhouse in Lexington

Cozy, cute 2BR townhouse near downtown, businesses

JadenRating, 5 stars2 weeks ago

Scott has a wonderful place! I loved staying there for railbird fest. It was very close to downtown and in a very convenient location overall I would love to stay at Scott’s Airbnb if I’m back in Lexington!

4.93 out of 5 average rating, 195 reviews

By The Summit, 10 Min to Airport/Keeneland

MicaRating, 5 stars1 month ago

Susanna was a great host and we loved the property. Super cute clean and restful. We had a small issue checking in when our coat had expired and she was very responsive and helped us very quickly and we appreciated it so much! Would stay again!