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Apartment vacation rentals in Jessamine County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Jessamine County

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Top guest favorite

Apartment in Richmond

4.96 out of 5 average rating, 383 reviews

Luxury on Main / East

Head past the custom front-door painting and into an interior with original hardwood flooring. Standouts include a remote-control fireplace and subway-tiled kitchen with stainless steel appliances. A wood stove adds a warm glow to the shared patio. This 1920's shotgun-style four unit apartment building has been completely restored with all modern amenities. The Tenant House has a rich history on Main Street in downtown Richmond. Guests have access to all shared spaces I will be available 24/7 for contact via text, call, email, or in person. Information about the surrounding area and the unit will be provided. Walk to the latest downtown venues and jog round nearby parks from this location, directly across from the Richmond Visitors Center. Eastern Kentucky University is also convenient for here, while many places to eat and drink are on the doorstep.

A spacious living area is depicted, featuring a large sectional sofa adorned with neutral and yellow cushions. A circular dining table with glass top and four upholstered chairs is positioned in the foreground. Two framed artworks are displayed on the wall, complemented by natural light entering through a window.

Apartment in Richmond

4.94 out of 5 average rating, 141 reviews

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

This spacious, single level duplex unit is located in one of Richmond's best neighborhoods and only 24 miles from Lexington, KY. It is perfect for a quick one or multiple night stay. With the central location of this unit, you are a short drive from all attractions! You and your guests will LOVE this luxury unit that provides stainless steel appliances, granite counter tops, memory foam mattresses, coffee bar, sectional sofa, work area, games and much more. 4 miles from I-75 2.5 miles to EKU

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

4.98 out of 5 average rating, 335 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

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.

Apartment in Lexington

4.89 out of 5 average rating, 255 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!

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, 248 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.

Top guest favorite

A custom California King wooden bed is featured within an immersive room, surrounded by dark hues and dramatic lighting. Adjacent is a unique chair and a traditional rug, enhancing the room's historical charm and fantasy theme.

Apartment in Lexington

4.98 out of 5 average rating, 503 reviews

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

The living room features a wood-paneled ceiling and polished hardwood floors. A blue sofa is positioned next to a patterned area rug. A wooden shelving unit supports decorative items, while a cozy armchair provides additional seating. Natural light filters through the windows framed by sliding barn doors.

Apartment in Lexington

4.95 out of 5 average rating, 218 reviews

Location! Beautiful Downtown Apt, Across from Rupp

Beautiful, fully renovated (2021) apt in a historic building on Spring Street--as close as you can be to Rupp Arena and the Convention Center. PARKING IS AVAIL. You can walk to everything! Coffee shops, restaurants/bars & anywhere in downtown Lexington! Extra spacious & outfitted with comfortable furnishings, plush linens, basic kitchen amenities & new appliances. The home includes WIFI and two ROKU Smart TVs. Enjoy your morning coffee from the comfort of your large, private porch.

Top guest favorite

Apartment in Lexington

4.94 out of 5 average rating, 216 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

A dining area features a wooden table surrounded by four white chairs, with a potted plant at its center. Natural light flows through sheer curtains, highlighting a colorful art piece on the wall. A doorway leads to a bathroom, visible in the background.

Apartment in Lexington

4.87 out of 5 average rating, 209 reviews

The Blue House & Gardens: Unit 3

Be our guest in a beautifully renovated private apartment in a historic three unit building located within the heart of Lexington's energetic NoLi neighborhood, just a few blocks from downtown. The building is surrounded by lovely gardens and has entertainment venues, restaurants and several breweries nearby. The space is decorated with original art by local artists and is bright and cheerful. The Blue House is a great space to rest while you enjoy Lexington.

A spacious bedroom features a large king bed with white bedding and decorative pillows. A blue-lit Kentucky silhouette adorns the wall, casting a soft glow. A comfortable blue sofa is positioned nearby, with a coffee table displaying a few items, enhancing the inviting setting.

Apartment in Lexington

4.82 out of 5 average rating, 169 reviews

Wildcat Den Downtown Rupp Arena *King*Sized*Bed*

Welcome to our Wildcat Den! Whether you are a UK fan or just traveling through Lexington this air bnb offers you comfort, tranquility, with a little bit of UK whimsy! The king bed is very comfortable made with 100% cotton sheets. And the blue sofa is made to melt into! And the location is walking distance or a quick (inexpensive) Uber ride to downtown restaurants and nightlife. Best of all it is ONE BLOCK OVER from the Central Bank Center/ Rupp Arena!

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, 305 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

The living area is designed with comfortable seating, including a spacious sofa and patterned armchairs. A wooden coffee table sits in the center, and a TV is positioned on a console table. Natural light enters through large windows, providing a bright ambiance.

Apartment in Lexington

4.94 out of 5 average rating, 174 reviews

One Bedroom Apt - Close to Everything

This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer, and convenient parking.

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Popular amenities for Jessamine County apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

A spacious living area features a dark sectional sofa and a round coffee table set on a decorative area rug. Natural light floods through the large bay windows with white drapes, illuminating the contrasting hardwood flooring and the cozy dining set nearby.

Apartment in Georgetown

4.84 out of 5 average rating, 146 reviews

Man O'War @ The HoM- KY Horse Park, Ark, Historic

Top guest favorite

The living room showcases a dark sofa with a decorative pillow positioned in front of a wooden coffee table. A patterned rug covers the hardwood floor, and a television is mounted on the wall beside a decorative fireplace. Soft lighting is provided by a floor lamp and ceiling fixtures.

Apartment in Frankfort

4.97 out of 5 average rating, 304 reviews

Downtown Guest Suite on Saint Clair

Top guest favorite

A spacious living area is highlighted by a light-colored sofa adorned with decorative pillows. Artwork featuring playful horse designs decorates the gray walls. A glass coffee table sits atop a patterned rug, and a TV is positioned on a white media console, creating a cozy atmosphere.

Apartment in Lexington

5 out of 5 average rating, 54 reviews

Centrally Located Lex Apartment!

A beautiful view of a sunset casts warm hues across the sky, illuminating a tranquil outdoor space. A fenced pool area is surrounded by lush greenery and colorful flowers, with a pathway leading to a charming barn and farmland beyond.

Apartment in Harrodsburg

4.94 out of 5 average rating, 18 reviews

The Nook at Castaway Farm

Top guest favorite

A spacious living area features two sofas, one in white leather and the other in dark green, providing ample seating. A coffee table rests on a decorative area rug, surrounded by light from multiple windows. Decorative shelves line the walls, showcasing tasteful accents.

Apartment in Lexington

4.9 out of 5 average rating, 302 reviews

The Flat @ West Second

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.

Apartment in Versailles

4.73 out of 5 average rating, 41 reviews

Spacious Apartment With Hidden Room

A spacious living area is highlighted by large windows draped with dark curtains, allowing natural light to filter in. A modern black sofa and glass coffee table create a comfortable seating arrangement, complemented by a decorative area rug and indoor plants, enhancing the room's ambiance.

Apartment in Lexington

4.91 out of 5 average rating, 162 reviews

Premium Downtown Apartment, Entire Space

The bedroom features a spacious bed adorned with a striped yellow and white quilt. Two decorative pillows add a touch of design. Natural light pours in through the blinds, illuminating the wooden floor and wall art above the bed.

Apartment in Frankfort

4.83 out of 5 average rating, 204 reviews

Downtown Apartment above a Brewery

Private apartment rentals

Top guest favorite

Apartment in Danville

5 out of 5 average rating, 30 reviews

Charming Danville Apartment

Top guest favorite

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.

Apartment in Midway

4.94 out of 5 average rating, 51 reviews

Kentucky Horse Country Getaway

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.

Apartment in Frankfort

4.76 out of 5 average rating, 68 reviews

Charming Apartment on the Bourbon Trail

Top guest favorite

A cozy living area displays two patterned armchairs positioned next to a small table. A large indoor plant is highlighted in a ceramic pot, while a textured rug covers the wooden floor. Natural light streams through a window adorned with sheer curtains.

Apartment in Lexington

5 out of 5 average rating, 72 reviews

The Kenwick Pied-à-terre

Top guest favorite

The kitchen features granite countertops and a modern layout, equipped with a black refrigerator, stove, and microwave. Light-colored cabinetry is complemented by white tiled backsplash. A round dining area offers high stools, and natural light filters through the window with horizontal blinds.

Apartment in Richmond

4.97 out of 5 average rating, 88 reviews

The Nelson House-Walk to EKU

A welcoming living area showcases soft wooden flooring and modern mid-century decor. A round dining table sits near large sliding glass doors, allowing natural light to fill the space. Colorful artwork and decorative pieces adorn the walls, enhancing the room's inviting ambiance.

Apartment in Lexington

4.93 out of 5 average rating, 84 reviews

Great for extended stays, near Keeneland, dogs ok

Top guest favorite

An open kitchen and living area features a comfortable dark sofa and a modern dining table. The kitchen includes stainless steel appliances, wooden cabinetry, and a countertop extending towards the living space. A flat-screen TV is mounted on the wall opposite the sofa.

Apartment in Lexington

4.96 out of 5 average rating, 55 reviews

Apt 1

A cozy living room features a brick fireplace and a mounted television above. A green armchair with floral upholstery is positioned beside a wooden coffee table. A decorative rug with intricate patterns covers the floor, while a potted plant adds a touch of greenery.

Apartment in Richmond

4.83 out of 5 average rating, 48 reviews

Cozy Corner

Apartment rentals with a hot tub

A cozy sleeping area is presented with a spacious bed adorned in fluffy linens. A minimalist nightstand with two drawers sits beside the bed, featuring a decorative lamp and a small dish. A colorful wall art piece and a round mirror enhance the light, airy atmosphere.

Apartment in Frankfort

4.7 out of 5 average rating, 23 reviews

49mi to Ark Encounter/6.6mi to Castle & Key

A bright bedroom features a full-sized bed dressed in fluffy linens, accompanied by a soft pink throw. Two lamps are situated on either side of the bed. Natural light streams through large windows, illuminating the cozy space with light-colored walls and a patterned area rug.

Apartment in Frankfort

4.81 out of 5 average rating, 59 reviews

Walk to Dtown/Near Buffalo Trace/Updated

A private hot tub is surrounded by greenery and tiki-inspired decor. String lights illuminate the space, creating a relaxed atmosphere. Wicker chairs add seating options, while the walls feature tropical artwork, inviting guests to enjoy a tranquil retreat.

Apartment in Danville

4.86 out of 5 average rating, 76 reviews

“The Cosmopolitan” Hot Tub / Fire Pit/ No Steps

A stylish living room corner is showcased, featuring a sleek black sofa and a modern floor lamp. The gray walls are adorned with an eclectic collection of framed art pieces and photographs, adding character to the space. A single black chair provides additional seating.

Apartment in Frankfort

4.86 out of 5 average rating, 36 reviews

Walk to Dtown Frankfort/2beds/Buffalo Trace 1.5mi

A studio apartment features a full-sized bed with fluffy linens, positioned next to a small table with a modern lamp. Two framed animal sketches adorn the wall beside the bed, while a mirror reflects light from the adjacent room.

Apartment in Frankfort

4.52 out of 5 average rating, 31 reviews

Cozy & Updated/ Walk to Dtown & Bourbon Bars

A spacious living area features a comfortable sofa bed beside a coffee table, with natural light flowing through large windows. A TV unit and decorative pieces add character, while a patterned area rug enhances the warmth of the hardwood floors.

Apartment in Frankfort

4.85 out of 5 average rating, 20 reviews

Family Friendly Apt near Capitol

A bright and airy studio apartment features a full-sized bed with fluffy linens and decorative yellow accents. A seating area is provided with a cozy chair and a small table. Large windows allow natural light to fill the room, enhancing the warm ambiance.

Apartment in Frankfort

4.62 out of 5 average rating, 37 reviews

Cozy Historic Apt/ Walk to River & Downtown

A bright bedroom features a spacious bed adorned with fluffy linens and accent pillows. Natural light enters through a window with white blinds. A small chair and framed wall art add subtle decor, while a textured blanket is draped casually across the bed.

Apartment in Frankfort

4.93 out of 5 average rating, 27 reviews

Historic Building/Walkable to Dtown/Central

Destinations to explore