Apartment vacation rentals in Jessamine County

4.97 out of 5 average rating, 347 reviews

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

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

The bedroom features a spacious bed with multiple pillows and a cozy blanket. Light-colored walls enhance the bright ambiance, complemented by two windows on either side. A decorative wall hanging adds character, while bedside tables hold books and lamps for a welcoming touch.

4.81 out of 5 average rating, 272 reviews

The Loft @ West Second

Book the 2nd floor Loft of this beautiful historic house. Located on West 2nd St. with easy on street parking. Walkable to downtown off ofJefferson St with shops and restaurants. Hop skip or jump to the new Gatton Park. Easy walk to Rupp Arena, The Civic Center, Triangle Park and all that Downtown Lexington has to offer. Sweet access to The Bourbon Trail! The University of Kentucky is less than 2 miles away, KY Horse Park, The Bluegrass Airport, and Keeneland are all within a 15 minute drive.

4.98 out of 5 average rating, 355 reviews

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.

Apartment in Versailles

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.

A compact kitchen showcasing wooden cabinets and granite countertops. Stainless steel appliances include a gas range, microwave, and refrigerator. A coffee maker sits on the counter. A small wooden dining table with black chairs is positioned beside the door, which features a natural wood finish.

4.89 out of 5 average rating, 262 reviews

Clean Private Studio w/Full Kitchen (Wildcat Den)

This private studio apartment is in a historic triplex near the University of Kentucky and downtown Lexington, KY. There are two large rooms - a kitchen and a bedroom - in addition to the small bathroom. The bedroom has a comfy queen bed and a full-sized futon couch (for an additional sleeping option). The kitchen is fully stocked with dishes, pots, pans, and utensils. Forget something? Kroger grocery is only 1/2 block away, as are a variety of local restaurants, bars, and retail stores!

A modern living area features a light-colored leather sofa with contrasting white cushions, paired with a circular coffee table. A flat-screen TV is mounted on the wall opposite, with a glimpse of a fully equipped kitchen in the background. Natural light filters through skylights above.

4.93 out of 5 average rating, 110 reviews

Modern Loft | Parking Included, Walk to Downtown

• Walkable to Local Favorite Spots | Gratz Park, doodles • Located above a Speakeasy in Downtown Lexington (expect some sound from below! We provide a sound machine and earplugs for guests to use if needed 😁) • TVs in Living Room + Bedroom • Fully Equipped Kitchen • Free Off-street Parking Blackout blinds have been added to the living room windows! This removes the brightness from the security light mentioned in the reviews. Premise ID for Local Regulations & Licensing: 15018706 "dash" 1

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.

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.

An open living space features a compact kitchen with modern appliances, including a refrigerator and stove. A cozy sofa is positioned around a light area rug, and a small dining table is found nearby. Light enters through multiple windows, enhancing the homey feel.

4.95 out of 5 average rating, 237 reviews

Cozy Downtown Apt - 1 block from Rupp

Walk to Rupp & all downtown has to offer from this cozy 1 bedroom apartment located on the first floor. The space outfitted with a Smart TV, plush linens and towels, brand new washer/dryer, all new appliances, basic kitchen amenities and free off street parking on the premises for an effortless stay in Downtown Lexington. If this is your first time staying booking with us, welcome! We look forward to hosting you again soon. If you have stayed with us before, thanks for your loyalty.

The exterior of a two-story duplex is showcased, featuring tall columns and a welcoming front porch. Lush green grass surrounds the building, complemented by trees and shrubbery. A flag hangs prominently from the porch, and a red vehicle is visible nearby.

4.96 out of 5 average rating, 101 reviews

Location Location Location-#15015318-1

Conveniently located across the street from Baptist Health hospital, and down the street from UK, this large 2 bedroom duplex is centrally located to all of Lexington. A 10 minute walk to Kroger Stadium. A 5 minute drive to downtown and a 10 minute drive to Keeneland. The city ordinance states, “The maximum number of occupants of this Short-Term Rental cannot exceed 4 people”. “Guests are prohibited from allowing more individuals than the maximum occupancy allows”, which is 6. Thanks!

A comfortable living room is presented with a sectional sofa and an accent chair. A flat-screen TV is mounted on the wall, while natural light filters through the window adorned with sheer curtains. A potted plant adds a touch of greenery to the space.

4.93 out of 5 average rating, 127 reviews

Norway's 4bed Duplex/ 2miles to Kroger Field

This 4 bedroom, 2 bath home is situated in a peaceful residential neighborhood, offering a tranquil retreat from the bustling city life. It’s strategic location provides easy access to the University of Kentucky’s campus, hospital, and football stadium, Kroger Field - which is just a stone's throw away. Additionally, with a downtown area just minutes away, residents can effortlessly indulge in the vibrant southern lifestyle, exploring shops, restaurants, and cultural attractions.

The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.

4.95 out of 5 average rating, 227 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

Superhost

A bright studio is highlighted by vaulted ceilings and soft beige walls. A spacious bed is adorned with white linens, while a small dining area with two chairs and a table is positioned by a window. Natural light fills the room, enhancing the cozy décor.

4.86 out of 5 average rating, 137 reviews

Downtown Digs-Spacious Loft

This beautiful historic home in downtown Lexington is just a few minutes walk to several downtown attractions, Transylvania University, countless delicious local cafes and bars, a 20 minute walk to Rupp Arena and 25 minute walk to The University of Kentucky. The area is loaded with charm, the neighborhood is full of victorian architecture, and a park sits less than a block away. It is a 15 minute drive to the Kentucky Horse Park and 14 minute drive to Keeneland.