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.

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

4.81 out of 5 average rating, 265 reviews

Apartment in Lexington

The Loft @ West Second

Walk to Downtown! Located on West 2nd Street. Walkable to downtown and Rupp Arena and a block from trendy Jefferson street. This uniquely designed space will soothe and refresh after a long day of adventuring or bourbon tasting. Rupp Arena, The Civic Center, Triangle Park, The Burl and Distillery District and all that Downtown Lexington has to offer is at your fingertips. The University of Kentucky is less than 2 miles away, KY Horse Park and Keeneland are all within a 15 minute drive

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, 809 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.

4.92 out of 5 average rating, 300 reviews

Cabin in Nicholasville

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.

4.94 out of 5 average rating, 139 reviews

Home in Harrodsburg

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 Nicholasville

4.95 out of 5 average rating, 60 reviews

Townhouse in Lexington

Modern Townhome Close to UK

DavidRating, 5 stars1 week ago

Great place - spacious bedrooms, clean, updated, and larger and nicer than I expected. We would 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.

4.79 out of 5 average rating, 19 reviews

Cabin in Lexington

Shipping Container Tiny Cabin-The Tuck

BrittneyRating, 5 stars2 months ago

The Tuck Lex is a hidden gem! From the moment we arrived, it was clear the host had thought of everything from a first aid kit and ironing board to extra toothbrushes with toothpaste (a lifesaver!). The space was incredibly cozy and spotless, with a perfect balance of charm and comfort. What truly set it apart was the peaceful setting. Nestled among Kentucky’s stunning horse farms & rolling green hills, it offered such stillness and quiet, feeling like a true escape. We loved winding down with a movie using the projector & screen, & the bed was super comfy. The location was ideal, too! We explored the Aviation Museum, spent a day at Ashland The Henry Clay Estate, had a dreamy dinner at the Kentucky Castle, & even wrapped up the trip engaged! We added in some fun at Main Event, I suggest bringing a good book to read on the porch or propane fire pit (weather permitting) Whether you’re looking for a calm retreat or an adventure-packed stay, The Tuck is the perfect spot.

4.96 out of 5 average rating, 78 reviews

Minutes to Keeneland/Airport/UK & more!

MarianneRating, 5 stars1 month ago

I cannot think of one complaint - Katherine’s home was easy to find and access, spotless and as advertised. The beds were very comfortable, the neighborhood was quiet and we thoroughly enjoyed our stay!

4.84 out of 5 average rating, 83 reviews

Cozy 1-bedroom in Lexington

KennyRating, 5 stars4 weeks ago

Great place near UK campus. I was here for the SEC track & field championships at the UK track facility. It was a quick 10 minute walk to the track. Also, a less than 5 minute stroll to Parlor Doughnuts(yum!). The unit was super clean and the comforter on the bed was one of the most comfortable I’ve ever used. Really enjoyed my stay here.

4.83 out of 5 average rating, 65 reviews

Home in Lancaster

New Construction/ Close to Herrington Lake

EstherRating, 5 stars4 weeks ago

This place was AMAZING! So spacious and beautiful. I have stayed in a lot of great Airbnbs but this one definitely tops them all. So many special touches to ensure every guest has a unique experience. My whole family loved it! How I found this treasure I will never know but I am grateful! Will definitely be back in the future!