Holiday rentals in Nicholasville

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Top-rated holiday rentals in Nicholasville

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Guest favourite

Cottage in Wilmore

4.98 out of 5 average rating, 162 reviews

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.

20–27 Aug

$172 SGD per night

Guest favourite

Guest house in Nicholasville

4.98 out of 5 average rating, 297 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.

15–22 Jun

$133 SGD per night

Guest favourite

Farm stay in Nicholasville

4.93 out of 5 average rating, 240 reviews

Moonlit Meadows: A Tranquil Getaway for Travelers

Escape to the heart of Kentucky's countryside in our modern guest suite, set across a 17-acre landscape. Immerse yourself in the serenity of nature with views of a pond and beautiful rolling fields. Ideal for both business and leisure travelers as well as those visiting Asbury University. Our guest suite has continued to offer a tranquil haven where you can relax and rejuvenate! Enhance your experience by visiting the great grandson of the legendary Secretariat, stabled just 4 miles away.

19–26 Oct

$141 SGD per night

Guest favourite

Flat in Wilmore

4.93 out of 5 average rating, 247 reviews

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

20–27 Aug

$123 SGD per night

Guest favourite

Flat in Lexington

4.99 out of 5 average rating, 201 reviews

Lexington Apt. with parking & private entrance

Lower level apartment with parking and two entrances. Light painted walls, ceiling lighting/fan, plus free washer and dryer. Approximately 10-15 minutes from Bluegrass Airport, 15-20 minutes to the University of Kentucky campus, stadium and 20-25 to Rupp Arena, 10-15 minutes from main entrance to Keeneland Race Track Main entrance, 20-25 minutes to downtown Lexington, 10-15 minutes to shopping mall/restaurants located in mall area, 50 minutes from the ARK ENCOUNTER AND CREATION MUSEUM.

30 Jul – 6 Aug

$103 SGD per night

Guest favourite

Home in Lexington

4.91 out of 5 average rating, 565 reviews

Lower Level of Home near UK, Eateries, 1000 sq ft

Large private sunny apt w/ lovely deck in a safe, quiet neighborhood 5 mins from LEX airport. 15 minutes from UK. Walking trail in neighborhood. 2Q beds in separate rooms, full private bath, pool table, microwave, coffee maker, frig, large flat screen TV with Roku, Netflix. Deck with view of beautiful yard with mature trees, swing, chiminea, bridge and path through garden. Welcome from Chris! NOTE! As ALWAYS, ALL bed linens & bath towels washed, bleached & sanitized after every guest!

11–18 Jan

$97 SGD per night

Guest favourite

Cabin in Nicholasville

4.95 out of 5 average rating, 244 reviews

National Historic O'neal Cabin

Built during the late 1700’s, the two-story log cabin was reconstructed in 1995 and updated in 2019. 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.

29 Jul – 5 Aug

$242 SGD per night

Guest favourite

Home in Harrodsburg

4.93 out of 5 average rating, 204 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

25 Mar – 1 Apr

$141 SGD per night

Guest favourite

Home in Nicholasville

4.92 out of 5 average rating, 211 reviews

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.

17–24 Oct

$208 SGD per night

Guest favourite

Guest house in Wilmore

4.95 out of 5 average rating, 132 reviews

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.

2–9 Mar

$133 SGD per night

Guest favourite

Guest suite in Lexington

5.0 out of 5 average rating, 113 reviews

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

23–30 May

$144 SGD per night

Guest favourite

Barn in Lexington

4.94 out of 5 average rating, 293 reviews

Stay with our horses and goats on a private farm

Lovely and private studio barn apartment in super safe neighborhood. Stay with our horse and goats on 12 private acres, minutes from downtown Lexington. Hiking trails around property, and just minutes to several state parks. Three miles to 75 and 64, and 15 minutes to downtown Lexington, the Kentucky Horse Park, UK campus, and 10 minutes to the Hamburg area of Lexington full of restaurants, sports bars, and movie theaters. 50 amp EV charging station

11–18 Dec

$125 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Nicholasville holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Nicholasville's top sights

Movie Tavern Brannon Crossing15 locals recommend

Walmart Supercenter7 locals recommend

Copper River Grill12 locals recommend

Drake's Brannon Crossing3 locals recommend

Fiesta Mexico3 locals recommend

European Delights Bakery5 locals recommend

Other great holiday rentals in Nicholasville

Superhost

Cabin in Lexington

4.81 out of 5 average rating, 443 reviews

Unique Stay - 1907 Log Cabin Near Kentucky River

6–13 Apr

$117 SGD per night

Guest favourite

Train in Lawrenceburg

4.98 out of 5 average rating, 260 reviews

Bourbon Trail: Caboose on the Farm

2–9 Sep

$226 SGD per night

Guest favourite

Farm stay in Lancaster

5.0 out of 5 average rating, 139 reviews

Serene barn loft in the heart of the Bluegrass

22–29 Nov

$280 SGD per night

Guest favourite

Townhouse in Lexington

4.97 out of 5 average rating, 157 reviews

Sleeps 6. Near shopping, dining, UK, attractions.

22–29 Jun

$170 SGD per night

Guest favourite

Guest suite in Lexington

4.98 out of 5 average rating, 124 reviews

Close to Keeneland Charming Guest Suite

14–21 May

$113 SGD per night

Superhost

Cottage in Harrodsburg

4.88 out of 5 average rating, 106 reviews

Charming Tiny House on the Kentucky River

12–19 Aug

$131 SGD per night

Guest favourite

Flat in Lexington

4.91 out of 5 average rating, 126 reviews

10 minutes from Keeneland,airport, downtown and UK

5–12 Oct

$99 SGD per night

Guest favourite

Flat in Richmond

4.97 out of 5 average rating, 287 reviews

East Unit Apartment in Historic Tenant House on Main Street

24–31 May

$138 SGD per night

Show all

Quick stats about holiday rentals in Nicholasville

Total rentals
20 properties
Local attractions
Movie Tavern Brannon Crossing, Walmart Supercenter and Copper River Grill
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
Wifi availability
20 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
850 reviews

Holiday rentals in Nicholasville

Top-rated holiday rentals in Nicholasville

Cottage in Wilmore

Guest house in Nicholasville

Farm stay in Nicholasville

Flat in Wilmore

Flat in Lexington

Home in Lexington

Cabin in Nicholasville

Home in Harrodsburg

Home in Nicholasville

Guest house in Wilmore

Guest suite in Lexington

Barn in Lexington

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Nicholasville holiday rentals

Stay near Nicholasville's top sights

Other great holiday rentals in Nicholasville

Cabin in Lexington

Train in Lawrenceburg

Farm stay in Lancaster

Townhouse in Lexington

Guest suite in Lexington

Cottage in Harrodsburg

Flat in Lexington

Flat in Richmond

Quick stats about holiday rentals in Nicholasville

Total rentals

Local attractions

Popular amenities

Wifi availability

Family-friendly rentals

Total number of reviews

Destinations to explore