Apartment holiday rentals in Woodford County

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

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.

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.

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.

Quiet Comfortable Frankfort 1BR/1BA Townhome

Enjoy a relaxed and convenient stay at Riverford Crossing in Frankfort. This one-bedroom townhome offers the privacy and ease of ground-level living, making it a great fit for guests who prefer a quieter, more residential setting. This townhome supports everyday routines comfortably, giving you space to unwind, cook, and settle in without the feel of a traditional apartment. Located just minutes from downtown Frankfort, local employers, and major roadways, the home provides easy commuting.

The HUB House

Welcome to The Hub House — A Stay With Purpose Discover comfort, peace, and purpose in our beautifully updated apartment designed for guests who appreciate a cozy stay and a greater mission. This warm and inviting space is perfect for weekend getaways, work trips, or extended stays for families in our charming community. Located across from the campus of Asbury Seminary, the apartment offers an efficiency kitchen, modern amenities, a comfortable living area, and restful sleeping spaces.

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 .

Versailles Historic Apartment

Experience historic charm in this sun-drenched Versailles apartment, just minutes from the excitement of Keeneland! Boasting soaring ceilings, original hardwoods, and massive arched windows, this vintage loft is your perfect Bluegrass retreat. Relax in the light-filled living area, cook in the full kitchen, or unwind in the spacious master bedroom. Enjoy modern comforts inside a breathtaking historic setting. Book your perfect horse country getaway today!

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!

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.

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.

The Ainsley Suite

Historic upstairs apartment in Midway Kentucky, Located downtown just steps from dining, bakery and local shopping. Midway is in the middle of the Bourbon Trail, easy drive to the Kentucky Horse Park as well as Keenland Racetrack. Multiple Vineyards are also close by.