Vacation rentals in Wilmore

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Top-rated vacation rentals in Wilmore

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

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Top guest favorite
The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.
Cabin in Lawrenceburg
4.99 out of 5 average rating, 193 reviews

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

Top guest favorite
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, 276 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 favorite
A cozy bedroom features a full-sized bed draped in a patterned blue and white coverlet. A bedside lamp and a small table with decorative items complement the space. Natural light filters through a small window, creating a serene ambiance.
Apartment in Wilmore
4.97 out of 5 average rating, 346 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

Guest favorite
The exterior of a charming red barn is shown, featuring white accents and a welcoming front door. A wreath adorns the door, and colorful autumn decorations are placed at the base, complemented by lush greenery and a peaceful sunset backdrop.
Barn in Harrodsburg
4.86 out of 5 average rating, 215 reviews

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

Top guest favorite
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, 369 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.

Guest favorite
The living room is showcased, featuring a comfortable full-size sofa and two armchairs. The walls are adorned with framed artwork, and a coffee table sits in the center. Soft lighting creates a welcoming atmosphere, complemented by colorful area rugs underfoot.
Townhouse in Meadowthrope
4.88 out of 5 average rating, 506 reviews

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

Top guest favorite
The exterior of the apartment features a welcoming porch with white railings and hanging flower baskets. A well-maintained lawn with colorful flower beds can be seen, along with a small garden feature. A vehicle is parked in the attached garage to the right.
Apartment in Lexington
4.98 out of 5 average rating, 251 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.

Guest favorite
A cozy living area features a white sofa adorned with decorative pillows, positioned across from a rustic coffee table. A stone fireplace is situated against a log wall, complemented by an elegantly crafted armchair. Natural light filters through a nearby window, enhancing the inviting ambiance.
Cabin in Nicholasville
4.91 out of 5 average rating, 317 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.

Superhost
A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.
Guesthouse in Lexington
4.88 out of 5 average rating, 304 reviews

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.

Top guest favorite
A spacious bedroom features a comfortable bed dressed in soft bedding. Natural light is provided by a window, and a ceiling fan offers airflow. A wooden dresser and two nightstands add functionality, while tasteful decor pieces enhance the inviting ambiance.
Home in Nicholasville
4.93 out of 5 average rating, 289 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.

Top guest favorite
A queen size bed with a carved wooden frame is centrally positioned in the bedroom, flanked by soft pink drapes. Two framed horse prints adorn the walls, complementing the elegant decor. Natural light filters softly through the windows, enhancing the room's serene ambiance.
Guesthouse in Wilmore
4.96 out of 5 average rating, 161 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.

Top guest favorite
The open entrance area features a small table with books and a cozy brown sofa, complemented by art pieces on the wall. A staircase with wooden railings leads to the upstairs loft, while a green door provides access to the outside.
Apartment in Wilmore
4.93 out of 5 average rating, 312 reviews

Travelers Loft - Asbury & Lexington area apartment

You deserve a unique and simple guest experience! Your full apartment in Wilmore has an upstairs sleeping loft. ► 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

Popular amenities for Wilmore vacation rentals

When is the best time to visit Wilmore?

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Frequently Asked Questions

  • Do house rentals in Wilmore have wifi?

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

  • What are the most popular amenities for House Rentals in Wilmore?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Wilmore?

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

  • Are there vacation rentals with a dedicated workspace in Wilmore?

    Yes! Work meets play with ease at over 10 vacation rentals in Wilmore featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Wilmore have air conditioning?

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

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

    Experience the best of Wilmore with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Wilmore

  • Total vacation rentals

    Explore 20 vacation rentals in Wilmore

  • Nightly prices starting at

    Wilmore vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Wilmore vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wilmore rentals

  • 4.9 Average rating

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

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