Vacation rentals in Nicholasville

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Top-rated vacation rentals in Nicholasville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Cabin in Lexington
4.83 out of 5 average rating, 251 reviews

Rural Kentucky River Palisades Cabin/Past Distilry

Fabulous Cabin & Views of Kentucky River Palisades;Rural Escape 20 minutes S of Lexington;Scenic & Treasured Landscape.View wildlife,Rock Formations,Fall Colors.One mile riverfront,boat ramp&fishing lake;Kayaks&Pontoon Boat avail(xtra fee)Hike & explore 57 acres. History abounds:Site of 1860 Bourbon Distillery;Daniel Boone lived & surveyed from Boone’s Knoll;Loretta Lynn&Dolly Parton performed here;Camp Nelson Civil War National Landmark adjacent;Paul Sawyier’s chosen spot for plein air painting

Top guest favourite
A porch overlooks the serene Kentucky River, featuring a wood breakfast bar with counter stools. Rocking chairs provide a cozy seating area, framed by lush greenery and views of the river's banks. Sunlight filters through the trees, enhancing the tranquil setting.
Cottage in Wilmore
4.98 out of 5 average rating, 318 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.

Top guest favourite
A well-maintained single-story home features a neatly landscaped front yard with green grass and shrubs. Steps lead to the covered entrance, framed by large windows on either side. A driveway displays parked vehicles, surrounded by a grassy area and trees.
Apartment in Wilmore
4.97 out of 5 average rating, 376 reviews

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

Top guest favourite
The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.
Home in Lexington
4.99 out of 5 average rating, 144 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.

Top guest favourite
Lush green grass frames the scene, with two flowering trees prominently in the foreground. A wooden fence lines the area, leading to a cottage that is partially obscured by the trees. Natural light brightens the surroundings on a clear day.
Guesthouse in Nicholasville
4.98 out of 5 average rating, 384 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.

Top guest favourite
Farm stay in Lancaster
5 out of 5 average rating, 214 reviews

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.

Top guest favourite
A modern structure with a gray metal roof is positioned on a grassy area, surrounded by gentle rolling hills. A wooden fence borders the property, leading to an illusion of a calm river and a colorful sunrise in the background, creating a serene countryside scene.
Home in Harrodsburg
4.94 out of 5 average rating, 286 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

Top guest favourite
A modern kitchen features dark cabinetry and stainless steel appliances. A wooden ceiling adds warmth to the space. A dining table is set for four, placed near a window that offers natural light. The countertop is equipped with essential kitchenware.
Townhouse in Lexington
4.97 out of 5 average rating, 107 reviews

Modern Townhome Close to UK

Welcome to this modern townhome, located in the desirable Chinoe neighborhood. Steps away from Chinoe Shopping Center, you'll find a supermarket, salon, and several restaurants. It's just a quick drive to Kroger Field, and a short drive to the heart of downtown. So whether you're here to place a bet at the Keeneland racetrack, attend a concert at Rupp Arena, tour one of our many bourbon distilleries, or cheer on the Wildcats, you'll find that this townhome is in a convenient location.

Top guest favourite
Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.
Treehouse in Georgetown
4.93 out of 5 average rating, 307 reviews

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. 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 ✔ Hot Water

Top guest favourite
Home in Wilmore
5 out of 5 average rating, 101 reviews

*KY Charm*Asbury-Lex-Keeneland-King bed-spacious

This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248

Top guest favourite
Home in Nicholasville
4.93 out of 5 average rating, 308 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. High quality touches on the inside and has a tranqiul 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.

Top guest favourite
A private entrance is displayed, featuring a white door with glass panels above. Wood railing with modern iron designs surrounds a small porch area, creating an inviting entrance. The exterior wall is clad in gray siding, complemented by a stylish light fixture.
Guest suite in Lexington
5 out of 5 average rating, 266 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!

Popular amenities for Nicholasville vacation rentals

When is the best time to visit Nicholasville?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Nicholasville?

    Experience the best of Nicholasville with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Nicholasville?

    Nicholasville has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Nicholasville have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Nicholasville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Nicholasville have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Nicholasville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Nicholasville

  • Total vacation rentals

    Explore 20 vacation rentals in Nicholasville

  • Nightly prices starting at

    Nicholasville vacation rentals start at $126 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Wifi availability

    20 of Nicholasville vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Nicholasville rentals

  • 4.9 Average rating

    Nicholasville stays are highly rated by guests—averaging 4.9 out of 5!