Apartment holiday rentals in Woodford County

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Top-rated apartment rentals in Woodford County

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Top guest favourite
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.
Flat in Wilmore
4.97 out of 5 average rating, 349 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 area showcases a light-colored sofa with decorative pillows, positioned on a patterned rug. A coffee table with a vibrant design complements the space, while artwork adorns the walls. An open dining area features a round table surrounded by white chairs, enhancing the bright, airy atmosphere.
Flat in Versailles
4.98 out of 5 average rating, 355 reviews

High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Quiet bedroom. Central Main St. location in charming Versailles, steps from local coffee shop & bourbon bar. Walk to food, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

Guest favourite
An airy living room is presented with large windows allowing natural light to fill the space. Modern furnishings include a dark sectional sofa with a red throw and a sleek entertainment unit. A ceiling fan adds a practical touch, while a cozy seating area features two chairs.
Flat in Versailles
4.74 out of 5 average rating, 42 reviews

Spacious Apartment With Hidden Room

Welcome to your newly renovated cozy modern farmhouse apartment. It is large, bright, airy and welcoming. There is a large bedroom with an queen bed and an oversized closet. The kitchen is clean and simple with granite countertops. The living room is open and spacious. The bathroom sports a soothing jacuzzi tub soak while the jets relax muscles relax in the multiple jets. There is a dedicated washer and dryer. This apartment is attached to the house but there is no shared indoor space.

Top guest favourite
The historic building features an elegant façade with arched windows and a dark exterior. Soft lighting outlines the structure, enhancing its architectural details. A tree adorned with lights is positioned in front, creating a charming nighttime scene along the street.
Flat in Versailles
5 out of 5 average rating, 78 reviews

Top Shelf on the Bourbon Trail

Discover the perfect blend of history, charm, and excitement at The Top Shelf in downtown Versailles. Our beautiful two-bedroom apartment on Main Street puts you steps away from restaurants, a bourbon bar, coffee shop and park. Centrally located with Keeneland Racetrack and Kentucky's most celebrated distilleries like Woodford Reserve, Buffalo Trace, and Castle & Key, just minutes away. The Top Shelf is the ultimate destination for those seeking comfort, style, and adventure in Versailles, Ky.

Top guest favourite
A cozy bedroom features a black metal bed frame supporting a spacious bed adorned with a floral comforter and decorative pillows. Natural light enters from the doorway, highlighting the crisp, neutral wall color and the wooden floor beneath.
Flat in Midway
4.94 out of 5 average rating, 52 reviews

Kentucky Horse Country Getaway

If you're looking for a peaceful place to rest while visiting the Kentucky Horse Park or traveling the Bourbon Trail, this 1 bedroom apartment is what you're looking for. Situated on the 2nd floor of a charming farmhouse, this apartment boasts beautiful views of the surrounding horse properties. If you need space for more than 4 guests, there is another apartment that can accommodate 4 guests located just across the hall. See the listing titled "Peaceful Country Setting" at this same address.

Superhost
An open-concept living area features a light blue accent wall, a comfortable gray sofa with decorative pillows, and a wooden coffee table positioned on tiled flooring. Natural light filters through the window, enhanced by surrounding decor and a ceiling fan above.
Flat in Wilmore
4.77 out of 5 average rating, 65 reviews

Wilmore Cozy Corner Reg. #9575

For up to 2 adults and 2 kids. Escape to our charming, centrally located apartment in the heart of Wilmore, Kentucky. Nestled in a peaceful neighborhood, our space offers a tranquil retreat for visitors seeking comfort, convenience, and a touch of Southern hospitality. You'll immediately feel at home in our cozy and thoughtfully designed apartment greeted by the open-concept living area. The fully equipped kitchen, tranquil bedroom, and well-appointed bathroom will ensure a comfortable stay.

Superhost
A master bedroom features a spacious bed with light blue bedding and decorative pillows. Nearby, a vintage framed painting adorns the wall, and soft drapes frame a window. A small lamp and an accent chair complement the inviting design.
Flat in Frankfort
4.77 out of 5 average rating, 70 reviews

Charming Apartment on the Bourbon Trail

Conveniently located in Frankfort, minutes from US 64 , in the heart of bourbon and horse country . You will have the entire first floor and back patio of this charming 19th century homestead . Perfect place to work remotely from or to discover what the bluegrass has to offer . Only minutes to Buffalo Trace , Woodford Reserve , Castle and keys distilleries. Convenient to Kentucky State Capitol, Lexington, Keeneland race course , UK, the Horse Park and more .

A cozy living area features a comfortable sofa adorned with cushions and a light throw. A coffee table sits in front, accompanied by a chair and a lamp. Natural light filters through the partially open window, illuminating the space while indoor plants add a touch of greenery.
Flat in Wilmore
4.38 out of 5 average rating, 16 reviews

Fabulous Flat on Walnut

This stylish, well appointed flat is perfect for your get away. The apartment is located in the peaceful town of Wilmore and is convenient to EVERYTHING! Walking distance to Asbury and downtown Wilmore. We are 15 minutes from Keeneland and the Lexington Airport. We are approximately 20 minutes from downtown Lexington/Rupp Arena and University of Kentucky. Perfect “home base” for bourbon trail tours. Basically very centrally located for all your KY Adventures!

Top guest favourite
The exterior of the historic white brick building is visible, showcasing large windows and a covered entrance. Green grass surrounds the property, with a pathway leading to the front steps. A quiet neighborhood atmosphere is depicted with utility poles and nearby structures in the background.
Flat in Midway
4.92 out of 5 average rating, 130 reviews

Downtown Midway Loft--Walk Everywhere!

Located in the heart of downtown Historic Midway, this renovated studio apartment makes for the perfect retreat. The bedroom features a queen sized Tempur-Pedic mattress, ROKU TV, and desk. Plan your day with a morning coffee in the full kitchen that's equipped with basic cookware for prepping light meals. The apartment is located on the third floor, so pack light as it is accessed only by stairs. We are delighted to host your stay in beautiful Kentucky!

Top guest favourite
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.
Flat in Wilmore
4.93 out of 5 average rating, 314 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

Top guest favourite
A spacious room features a plush green and purple color scheme. A comfortable sofa and an accent chair provide seating. A coffee table holds magazines, while a vibrant equestrian-themed artwork adorns the wall. Natural light filters through the window with blinds, enhancing the inviting space.
Flat in Versailles
4.98 out of 5 average rating, 64 reviews

Morgan Street Apartment

Situated in historic downtown Versailles, Morgan Street Apartment is conveniently located just off Main Street. It's an easy walk to a coffee shop, bourbon bar, ice cream shop, restaurants, bakeries, boutique shops, an antique shop and more. Located above a chiropractic office, you may want to schedule a sauna session or Reiki session during your stay. Bring your dog along and take advantage of our fenced backyard.

Top guest favourite
The studio apartment's interior showcases a modern open layout featuring a full kitchen with white cabinetry and stainless steel appliances. A dining table with two stools is positioned in the foreground. Hardwood floors are complemented by an area rug, and a cozy seating area contains a sofa adorned with decorative pillows.
Flat in Midway
4.97 out of 5 average rating, 117 reviews

Modern Remodeled Downtown Midway Studio

One BR studio apartment in heart of charming, downtown Midway. Historic building w/ NEW, complete remodel done in 2020. Full Kitchen w/ stove, microwave, dishwasher, coffee maker. Washer/Dryer. Private bath w/ tile shower. Exposed, original brick wall. Restored hardwood floors. WiFi. TV with Hulu, Prime, and Netflix. Walk-thru closet. Professionally cleaned/sanitized after each guest.

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