Apartment vacation rentals in Jessamine County

A spacious living area features a neutral-colored sofa with decorative pillows, paired with a wooden coffee table. Art pieces adorn the walls, and a ceiling fan circulates air. A large window allows natural light to fill the room, highlighting the hardwood flooring.

4.96 out of 5 average rating, 363 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 comfortable living area features a brown reclining sofa adorned with assorted cushions, including plush white and navy blue accents. A small side table with a lamp sits adjacent to the sofa. A colorful area rug adds a touch of warmth to the floor, and a blue armchair complements the setting.

4.91 out of 5 average rating, 127 reviews

Cozy upstairs 2bed/1 bath Apt Richmond near EKU

Cozy upstairs 2 bed apartment offers a clean comfortable stay near downtown Richmond and the EKU campus. Centrally located for ease of commuting to downtown, Wal-mart, Kroger, Richmond Centre shopping and numerous restaurants. Easy check in / check out process. Security cameras on site. Egyptian cotton towels and microfiber sheets provided. Full size washer / dryer in unit. This unit can be noisy during weekdays from 6 am to 5 pm from the granite business next door. Located 7 minutes from I-75.

4.98 out of 5 average rating, 320 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

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.

4.9 out of 5 average rating, 248 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!

4.93 out of 5 average rating, 289 reviews

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

Travelers Loft - Asbury & Lexington area apartment

You deserve a unique and simple guest experience! This full apartment with an upstairs sleeping loft is located in Wilmore for you. ► A short walk from Asbury University and Seminary ► 25 minutes from Lexington, Keeneland, UK, and the airport ► 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

An interior space is shown with a spacious bed in the foreground. A glass garage door opens to a private patio area. Wood paneling adorns the walls, complemented by a television and storage shelves. Natural light fills the room, enhancing a sense of openness.

4.95 out of 5 average rating, 320 reviews

Enjoy Downtown Lex from your Private Deck

Walkable to downtown, Rupp/Convention Center, Town Branch Distillery & less than 1 mi to UK student center. 12 min drive to Keeneland, 19 min to horse park. Sleeps 2-3 with 1 queen size bed and a couch bed. Equipped with basic kitchen amenities, all new appliances, washer/dryer, 2 Smart TVs & WIFI. Bedroom features a glass garage door that opens to a private patio. This apartment is located in a brand new building with free parking on premises. Energy efficient, simple, center of it all!

A spacious bedroom features a king bed with a light-colored coverlet against a backdrop of eclectic wall decor and built-in shelving. Textured rugs cover the hardwood floor, while large windows with patterned drapes allow natural light to fill the room, creating a cozy atmosphere.

4.98 out of 5 average rating, 572 reviews

Haven on High Street Private Apt Historic Home

Haven on High St. Quiet-gracious-comfy-one bedroom apartment in 1842 home. Off street parking. King bed in bedroom, comfy queen sofa bed in living room, claw foot tub. Eclectic decor-a visual artistic treat. By design, the space is not kid or pet friendly. Fully furnished kitchen+coffee, tea, snacks. Private apartment-shared courtyard. Walk to coffee shop, UK, Rupp, downtown dining. Beautifully landscaped gardens with patio and porch seating. Host lives next door and available-as needed.

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.

4.98 out of 5 average rating, 483 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 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, 265 reviews

The Loft @ West Second

Walk to Downtown! Located on West 2nd Street. Walkable to downtown and Rupp Arena and a block from trendy Jefferson street. This uniquely designed space will soothe and refresh after a long day of adventuring or bourbon tasting. Rupp Arena, The Civic Center, Triangle Park, The Burl and Distillery District and all that Downtown Lexington has to offer is at your fingertips. The University of Kentucky is less than 2 miles away, KY Horse Park and Keeneland are all within a 15 minute drive

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, 203 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

4.89 out of 5 average rating, 150 reviews

A wooden railing overlooks a serene river, with trees lining the opposite bank. A cozy plaid blanket drapes over the railing, alongside a glass decanter and two glasses, capturing the golden hues of a sunset.

Apartment in Winchester

The River House Floor 2 Getaway, w/a river view.

Enjoy the spectacular views of the Kentucky River from this second floor studio. Located within an easy walk of hiking trails. After your hike (or whenever, you are on vacation), visit the Waterfront Grill or Hall’s on the River. They offer dining, bar, and seasonal outdoor seating. They are about a half mile down the road from the cottage. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby.

A welcoming front porch features several seating options and is bordered by a well-maintained lawn. The entrance is framed by a charming red door, complemented by large windows allowing natural light to brighten the space. The surrounding neighborhood showcases a mixture of brick and siding homes.

4.94 out of 5 average rating, 137 reviews

Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, Keeneland, UK, Masterson Station Park, McConnell's Springs, the Legacy Trail, the airport and the Horse Park. There is a grocery store within 0.6 mile. Very walkable neighborhood. It is also near the distillery district with outdoor music events, food and bars. There are multiple places to eat within walking distance. Owner/host lives in other side of duplex.

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Popular amenities for Jessamine County apartment rentals

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Weekly apartment rentals

A spacious living area features a comfortable gray sectional sofa adorned with pillows. A round glass coffee table sits on a patterned area rug. Light streams through large windows, enhancing the historical charm of the room, which includes a wooden shelving unit displaying decorative items.

5 out of 5 average rating, 67 reviews

The Kenwick Pied-à-terre

ZacharyRating, 5 stars2 months ago

This place was perfect for the weekend. Close to downtown and one block away from the community center, playground and coffee shop. Sidney and Austin were great hosts and were accommodating all weekend.

The living area features exposed brick walls and hardwood flooring. A flat-screen TV is mounted above a decorative fireplace, providing entertainment options. Natural light fills the space through large windows with white trim, complemented by a dark wooden coffee table and modern seating.

4.98 out of 5 average rating, 124 reviews

Historic Loft in Frankfort Entertainment District

RussellRating, 5 stars1 week ago

This place is great on its own. We loved it. But the absolute best part is that you can walk down the steps and be steps from shops and restaurants. We had an amazing dinner at Serafina and then just sat outside. So many people out and about. Everyone super friendly. Love, love this place!

4.91 out of 5 average rating, 11 reviews

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

The Nook at Castaway Farm

CassandraRating, 5 stars3 weeks ago

We had a great time and loved to get to be away from the city! Sharon was great and showed us all her animals and even let us feed her bunny!!

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.

4.96 out of 5 average rating, 74 reviews

The Nelson House-Walk to EKU

BryanRating, 5 stars1 day ago

I was in town for a conference at EKU. The location is perfect—I could walk to campus each day. There are plenty of restaurants within walking distance as well. Highly recommend to anyone who is in town for a university event. It’s become my go-to spot when visiting Richmond. The place is exactly as described. The host is proactive and knowledgeable and responsive.

4.74 out of 5 average rating, 39 reviews

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

Spacious Apartment With Hidden Room

Marjorie LeaRating, 5 stars3 weeks ago

What a beautiful Kentucky countryside home away from home! Everything was lovely and spit spot; thank you for sharing your home suite, so that we could spend time with our family in the area.

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.

4.9 out of 5 average rating, 147 reviews

Premium Downtown Apartment, Entire Space

AlexRating, 5 stars2 weeks ago

The location was absolutely perfect! We were in town for our anniversary and we loved being able to walk everywhere for drinks and food each day! As described, it was loud from the music in the bars below, but the sound machine helped tremendously and we didn’t have issues sleeping. We loved the amazing view of the farmer’s market. We arrived early and Juli was more than happy to accommodate and allow us in to the condo earlier than normal check in time. We will for sure be back!

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.

Apartment in Wilmore

4.8 out of 5 average rating, 50 reviews

Wilmore Cozy Corner Reg. #9575

DustinRating, 5 stars3 days ago

My first Air Bnb experience and I couldn’t have asked for more. Great host, peaceful/quiet location, met my temporary needs. Highly recommend!

A cozy dining area features a round table surrounded by two wooden chairs, with a light fixture overhead. A desk is positioned in one corner, accompanied by a lamp. Decorative artwork is displayed on the wall, and a colorful rug adds warmth to the space.

4.77 out of 5 average rating, 31 reviews

Cozy Corner

JohnnyRating, 5 stars2 days ago

Wonderful stay in this comfortable studio. I was only there for the night. I would definitely stay here again when in the area.

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Private apartment rentals

5 out of 5 average rating, 18 reviews

A cozy sitting area features a light-colored sofa paired with patterned cushions. A decorative ottoman stands in front, resting on a woven area rug. Natural light filters through a window, with framed floral artwork adorning the walls, while a rustic sliding barn door adds character.

Apartment in Danville

Charming Danville Apartment

KaitlinRating, 5 stars2 weeks ago

Lovely little stay in Danville. Perfect place to hang out and while we didn’t use the kitchen, it had everything we could have wanted to stay a couple of more nights.

4.93 out of 5 average rating, 46 reviews

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

Kentucky Horse Country Getaway

AndreaRating, 5 stars2 weeks ago

This beautiful spot was exactly what we needed for our biking getaway weekend. Jeanne was quick to help out when we had questions and was very friendly and welcoming. Would definitely stay here again the next time we're in the area.

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.

5 out of 5 average rating, 36 reviews

Centrally Located Lex Apartment!

EricaRating, 5 stars1 week ago

This apartment is absolutely gorgeous and so close to many historical points in Lexington. Anything you could have thought of they had it provided in the apartment it was very well stocked. Will definitely be returning in the future.

Superhost

A comfortable bedroom features a spacious bed with decorative pillows and a plush throw at the foot. A stylish dresser stands against the wall, complemented by bedside lamps on either side. Natural light enters through window treatments, adding warmth to the neutral color palette.

Apartment in Danville

4.83 out of 5 average rating, 65 reviews

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

JohnRating, 5 stars3 weeks ago

Brent was an absolutely fantastic host. He was incredibly responsive and always quick to answer any questions I had. The rental house itself was truly beautiful. We especially loved how easy it was to walk to Centre College and explore Downtown Danville. The location couldn't have been more perfect. We highly recommend staying here and having Brent as your host!

4.94 out of 5 average rating, 36 reviews

The studio features original log construction walls, complemented by modern furniture. Oversized rockers are positioned beside a dining area with a marble table. A cozy sleeping area is visible in the background, while natural light enters through the window, enhancing the space.

Apartment in Georgetown

The Fort in Georgetown

TrishRating, 5 stars1 week ago

I would Highly recommend staying at the fort. The place was great

A comfortable living area features a sectional sofa with accent pillows. A coffee table sits at the center, surrounded by upholstered stools. Large windows allow natural light to fill the space, highlighting lush greenery from the plant and the decorative lighting fixture above.

5 out of 5 average rating, 47 reviews

The Garden - Idyllic Oasis near 13 Distilleries

Anna-ClaireRating, 5 stars1 week ago

We had an amazing time during our trip to Kentucky! Jason N Toni were wonderful hosts. would definitely stay again.

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.

4.93 out of 5 average rating, 81 reviews

Great for extended stays, near Keeneland, dogs ok

ScottRating, 5 stars6 months ago

Rachel was super nice the place was so amzing i would definitely come back next time im in lexington

An aerial view captures a two-story house with a dark roof and a white exterior, positioned next to a well-maintained lawn. A concrete driveway leads to the entrance, with paths of grass lining the edges. Surrounding buildings and greenery are also visible.

4.88 out of 5 average rating, 67 reviews

Victorian Apt Downtown Lexington

DanielRating, 5 stars1 week ago

Great place

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Family-friendly apartment rentals

The exterior of a cozy cape cod-style home is depicted, featuring a brick facade and a welcoming front porch. Lush greenery and shrubs frame the entrance, while neatly manicured grass leads up to a stone pathway, providing an inviting approach to the residence.

4.96 out of 5 average rating, 248 reviews

Cute apt. 2 bedroom 3 min to Downtown & District

AnaRating, 5 stars2 weeks ago

This is a lovely place to stay in a very peaceful and charming neighborhood! This was my second time staying here, and I’m sure it won’t be the last. It was clean, had everything I needed, and Susan was very kind and responsive. Definitely worth a stay!

4.99 out of 5 average rating, 67 reviews

A bright and inviting living area is featured, showcasing a light-colored sofa adorned with decorative pillows. A wooden coffee table sits at the center, while a plant and side table add to the decor. A kitchenette is visible in the background, with appliances and wooden cabinetry.

Apartment in Paris

Contemporary Walk Up Apartment in Paris KY

MadisonRating, 5 stars2 weeks ago

Loved staying here! We were in town for a wedding so we were in and out and had no problem with access. The location is great! Close to everything including a short drive to Lexington! Very peaceful area! Would recommend to anyone looking for a place to stay!!

A light-colored sofa with decorative nailhead trim is positioned against a neutral wall. Two green cushions add a touch of color. Nearby, a small wooden side table rests on a textured area rug, anchoring the seating area with a warm atmosphere.

4.75 out of 5 average rating, 4 reviews

Capital City Condo #10

CarolRating, 5 stars1 week ago

The host responded when we had a couple of issues and addressed them. When we had to extend our stay by one day, she was quick to respond and accommodate us. The condo is in a quiet complex, a little rundown looking but it felt safe. We would stay here again.

Two historic buildings are positioned along a city street, featuring a smooth limestone facade with large windows. The structures exhibit a blend of modern and classic architecture, with clear markings above the doors and a flag displayed on a nearby pole.

4.98 out of 5 average rating, 446 reviews

Inviting Downtown Guest Suite

KatieRating, 5 stars3 weeks ago

Beautiful place! Loved the location. Most comfortable bed I’ve ever slept in. Super clean place too. Highly recommend!!!

Superhost

A spacious bedroom features a large bed with a blue comforter and decorative pillows. Natural light enters through multiple windows. A wooden dresser and a bedside table with a lamp are present, along with a full-length mirror reflecting the room's neutral walls and hardwood floor.

4.85 out of 5 average rating, 200 reviews

*One Bed Apartment|One Mile to Rupp Arena*

ConnieRating, 5 stars2 weeks ago

The first impression of neighborhood wasn't good but no problems. But the building was super clean and secure. The neighborhood was quiet! Martine's Pastry is Lexington's "best bakery" and is a great part of the neighborhood. Transylvania University is just a few blocks away. We would definitely stay again!

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, 244 reviews

Lexington Apt. with parking & private entrance

JudyRating, 5 stars2 weeks ago

Perfect stay for our family to enjoy Transy graduation. Joyce very accommodating and personable… thank you for the memories!

A spacious living room features a sectional sofa adorned with vibrant floral cushions. A wooden coffee table sits in the center, with natural light filtering through large windows framed by light curtains. An ergonomic chair and desk are positioned against the wall, complemented by framed artwork.

4.99 out of 5 average rating, 155 reviews

Historic Clay Villa - Apt 1202

Tammy And VictorRating, 5 stars1 month ago

Great location and easily walkable to downtown. Laura was great at communicating instructions and making sure we had everything we needed. She had plenty of coffee pods as well as welcome snacks and drinks.