Home Vacation Home Rentals By Owner In Lexington, KY

Showing 80 Of 262 Vacation Rentals
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Exceptional(40)

$289.54

/ Nightly
Private Vacation Home

Bungalow Bill`s - Pet Fee Additional Charge

Lexington, Kentucky, United States

One of Kentucky Local Rentals prized properties, Bungalow Bill’s. Beautifully remodeled yet historic craftsman built in 1918. The home plus pleasant neighborhood, although updated the house`s original character and craftsmanship has been preserved. Located in one of Lexington`s most desirable and stylish neighborhoods, Kenwick, and adjacent to Chevy Chase. Enjoy Lexington like a local in this hip spot near downtown, UK Campus, Keeneland, Rupp Arena, and a short drive to the Kentucky Horse Park.brbrBungalow Bill’s is a 3 bedroom, 2 full bath property with room for 6 people to sleep comfortably. The first Floor offers a spacious open floor plan with lots of natural light, a fully renovated and functional kitchen with stainless steel appliances, a queen sized bedroom, full bath and mudroom entrance off of the back deck. The second floor offers a full bath, a bedroom with 2 twin beds, spacious guest closet and another queen sized bedroom. brbrWonderful covered front porch, large back deck with grill and spacious back yard offer tons of outdoor entertaining. Off street parking for up to 3 vehicles is available. The house is ideal for UK sporting events, Keeneland Races, Horse Park Eventing, and Lexington`s Town Branch is on the Official Bourbon Trail.brbrOwners and Property Manager live nearby and are readily available. Kentucky Local Rentals hosts multiple vacation rentals in the greater Lexington area and are ready to give you a Kentucky Experience you wont forget. If you have larger parties, do inquire about our other properties within the area! We thank you for considering our home! Extended stay is available.brbrKenwick is absolutely lovely and very community and locally driven. Walking around the area is inspiring; the architecture and preservation is beautiful! Located a block from Ashland: Henry Clay`s Estate which was established in 1811 and is a beautiful preserve of historic property and nature. Tons of shopping, restaurants and bars in Chevy Chase, Downtown and the Warehouse Block. Grocery, liquor store, drug store all within a mile.brbrLextran picks up nearby and has frequent scheduled runs to downtown and Keeneland Race Track. Location is about an $8 Uber/Lyft to downtown/Rupp Arena.brYou must notify us when when bringing a pet. We graciously allow pets, however, out cleaning crew charges an additional $150 for cleanup after pets, therefore, there will be an additional $150 nonrefundable fee charged to you immediately after you make a reservation if you have a pet. A maximum of 2 pets allowed. Also, there is a no smoking policy inside the units. There is a $1500 smoke remediation cost that will be charged for removal of smoke smell. There will be a $500 refundable damage security deposit put on as hold put on your card a few days before check out that will come off a few days after check out if there is no damage. Thank you.
Bed 3

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Bath 2

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Sleep 7

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Exceptional(12)

$232.76

/ Nightly
Private Vacation Home

Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

Lexington, Kentucky, United States

Located centrally in Lexington brRupp Arena-3 mi. brUniversity of Kentucky -2 mi.brDowntown Lexington- 3 mi.brLEX Bluegrass Airport 3.5 mi.brKroger Field 2 mi. brbrIntroducing our newly renovated 70's-themed house off Southland Drive—your stylish retreat close to UK, Downtown, Rupp Arena, and major hospitals. Nestled on Clays Mill Road, directly across from Lexington Catholic, it offers a unique blend of modern comfort and nostalgic charm.brbrWelcome to our uniquely designed accommodations:brbrKing Room - Modern 70s Look:brIndulge in our King Room featuring a plush king-size bed and a 50-inch Smart TV. Immerse yourself in the ambiance of a modern 70s aesthetic, blending comfort with a touch of nostalgia.brbrLiving Room Oasis:brRelax in our spacious living room, complete with a lavish 70-inch Smart TV for your entertainment pleasure. This open-concept area seamlessly flows into our Modern 70's Kitchen, creating a harmonious and inviting atmosphere for socializing and relaxation. Enjoy the perfect blend of modern comfort and nostalgic charm in this central hub of our home.brbrBonus Room - Downstairs Delight:brExplore our Bonus Room downstairs, thoughtfully furnished with a twin and a full bed, creating a comfortable haven. Relax in the sitting area and enjoy entertainment on the 50-inch Smart TV.brbrAbsolutely, here's the enhanced description:brbr**Entertainment Haven in Finished Basement:**brDescend into our finished basement, a true entertainment haven! Immerse yourself in the cinematic experience with a small theater, enjoy friendly foosball competitions, and indulge in nostalgic gaming on the Simpson Arcade machine. Elevate your entertainment with a 75-inch Smart TV and surround sound, creating an audio-visual spectacle for an unparalleled leisure experience.brbrOutdoor Oasis:brStep into our fully fenced backyard, providing a private and secure outdoor space for you to enjoy during your stay.
Bed 3

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Bath 1

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Sleep 6

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Exceptional(27)

$211.56

/ Nightly
Private Vacation Home

Luxe Home Downtown - Sleeps 6. Off-street parking

Lexington, Kentucky, United States

This dreamy getaway is located in the heart of Lexington's NoLi district where you can walk to breweries, boutiques & restaurants. Enjoy luxurious bedding & modern amenities while relaxing with family & friends. Our chef's kitchen features stainless cookware, quartz countertops & a granite island. Guests will enjoy our hi-speed wifi, a 55 smart TV in the living room & 43 smart TVs in each bedroom for streaming your favorite apps. Check-in easily w/ keyless entry. brbrIf needed, we live nearby & will be available via text, but want to give guests their privacy. We also travel frequently, so we may or may not be in town during your stay. brbrThe NoLi District (North Limestone) is a lively & vibrant neighborhood in transition just north of downtown Lexington. You'll notice lots of revitalization happening on every block, from restored homes to renovated boutique businesses. Our guests love the location, the proximity to downtown & the homey getaway we created in such a central location. brbrOnly steps from our home, you can visit Al's Bar, Backroads Bakery, SRO - (standing room only) an authentic japanese happy hour bar, Arcadium - an arcade bar, Favor - fantastic restaurant behind Arcadium & Rock House Brewing. brbrA 10-minute walk will lead you to the Central Bank Arena. The Distillery District is 10 mins. away by car. The Ky Horse Park, Keeneland & the airport are 15-minutes away. If you bring your bikes, you can enjoy the Legacy Trail - a 12-mile shared use greenway that connects downtown with area neighborhoods, parks & historic sites. Hop on just 2 blocks away & cycle through downtown to the Kentucky Horse Park, savoring the character that makes Lexington truly unique.brbrEntire home is available to guests.brbrWe have taken great care to provide everything you might want in a vacation getaway. The primary bedroom features a king bed, walk-in closet w/ luggage rack, hangers, a dresser, a small fan, hand-held steamer, iron & ironing board + & a private en suite bathroom with a tiled shower where we provide shampoo, conditioner & body wash that’s good for your hair & the planet. The additional 2 bedrooms feature queen beds, spacious closets with hangers, a luggage rack, a dresser and share a bathroom with tile flooring, granite vanity top & a tub/shower combo. We think you'll love the plush memory foam mattresses (green certified), 100% cotton sheets (green certified), down-alternative comforters, the well-appointed kitchen, thoughtful bathroom amenities, LG laundry tower, plus a few games. Off-street parking is available for 2 cars behind the house on Harry Street. There’s also street parking in front of the house (free).brbrThe surrounding neighborhood is very walkable. Lexington offers bus service, but it's not very efficient for getting around in a timely manner. Uber & Lyft are available. Bird/Spin scooters can be found in & near downtown. Bike racks are plentiful.brbrPets are welcome for $150 per stay. brbrIf we can do anything to make your visit more enjoyable, please let us know! We are both very familiar with local restaurants, bars, breweries, shopping & local events. We want you to have the BEST time & come back often! (And tell your friends how great Lexington is!)
Bed 3

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Bath 2

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Sleep 6

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Exceptional(12)

$642.2

/ Nightly
Private Vacation Home

Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.

Lexington, Kentucky, United States

Welcome to your perfect retreat away from home, where comfort meets convenience and unforgettable moments await. Imagine listening exhilarating melodies of the UK marching band playing your favorite game day tunes right in the backyard—an experience like no other to set the perfect tone for your stay.brbrWhether you're visiting for a weekend getaway, a family reunion, or a cherished university event, this property is thoughtfully designed to create lasting memories.brbrMain Level:brbrAs you step through the front door, you’ll find a serene bedroom to your left, complete with a queen-size bed, a private bathroom with a walk-in shower, a walk-in closet, and a work desk for those who need to balance leisure with productivity.brbrTo your right is a versatile office space accessed through double doors (without locks), featuring a cozy queen-size Murphy bed. This space does not have a private bathroom but is conveniently located near the half bath in the hallway.brbrContinue down the hallway past the thermostat and half bathroom on your left and the laundry room on your right. You’ll arrive at an inviting open-concept living space. Here, a full-size kitchen, dining area, and a comfortable living room with a sofa bed await. Step outside to the patio, where outdoor dining furniture and a grill overlook a spacious, private backyard. Enclosed by a 6-foot privacy fence and an automatic gate, the backyard ensures your privacy while offering a garage equipped with a 240V outlet for EV charging (bring your portable cable).brbrUpper Level:brbrHead upstairs to find three thoughtfully designed bedrooms and an upstairs thermostat for personalized comfort.brbrThe primary suite on the right is a luxurious retreat with a queen-size bed, a TV, and a quiet workspace. The ensuite bathroom features a walk-in shower, a relaxing bathtub, and a spacious walk-in closet.brbrThe two additional bedrooms each offer queen-size beds and private walk-in closets. These rooms share a Jack-and-Jill bathroom with a walk-in shower. While all bedrooms feature room-darkening curtains, please note that the two Jack-and-Jill bedrooms have one high window (as shown in the photos) that allows natural light to filter in without coverings.brbrRelax on the front porch rocking chairs and take in the peaceful view of the front yard, a perfect spot to unwind and enjoy the tranquility of the neighborhood. The neighborhood is peaceful and inviting, perfect for morning runs, leisurely walks, or simply enjoying the serene surroundings. Many residents take advantage of the proximity to Chevy Chase for its charming shops and restaurants, as well as the nearby University of Kentucky and the beautiful Arboretum. Whether you’re exploring local attractions or just soaking in the quiet charm of the area, this location offers a perfect blend of tranquility and conveniencebrbrThis property is more than a place to stay—it’s an experience. Whether you’re savoring morning coffee on the patio, enjoying the sound of game-day excitement, or simply relaxing in the thoughtfully curated spaces, every detail is designed to make your stay exceptional.brbrWe look forward to hosting you and ensuring your visit is as comfortable and memorable as possible!brbrPremise ID 15083062-1
Bed 4

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Bath 3

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Sleep 12

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Exceptional(26)

$363.35

/ Nightly
Private Vacation Home

Spacious King Suite | Horses, Fire Pit, Garage

Lexington, Kentucky, United States

You’ll definitely enjoy your stay in our beautiful three-bedroom, 2.5-bath home that’s near everything! You’ll have the place all to yourself in our quiet, friendly residential neighborhood. brbrThere’s no need to fight over what to watch on Netflix/Hulu/Disney+ because the family room and master bedroom each have a 50 inch smart Roku TV connected to high-speed WiFi! You’ll end the day falling asleep on a memory foam mattress in a beautifully decorated space - no matter which bedroom you choose. brbrAfter getting a good night’s rest, wake up to enjoy a complimentary cup of coffee from our coffee bar fully stocked with assorted teas, sweeteners, creamers, and K-cup coffee pods. brbrMany favorite local restaurants are mere minutes away (including Malone’s, Drakes, Wild Eggs, and more). In Hamburg Pavilion, you will find popular stores and shops such as Target, Old Navy, Marshall’s, Bath and Body Works, Victoria’s Secret, Kohl’s, American Eagle, and Ulta, among others. Regal Cinemas and Countdown Games are also crowd favorites if you’re looking for family-friendly entertainment. When it’s time for dessert, you can take a short drive to Graeter’s Ice Cream – our favorite in all of Lexington! brbrIf you’re looking for a more quiet and laid-back evening, we recommend enjoying a walk around the neighborhood, exploring the nearby Brighton Walking/Biking Trail, or relaxing outside by the fire pit in our fenced-in backyard. You can even prepare a home-cooked meal in our newly renovated kitchen which is fully stocked with pots, pans, plates, bowls, silverware, cooking utensils, and cooking oil for your use. brbrJust use the convenient self-check-in keypad with your code whenever you arrive, no matter the time of day or night, and feel free to park in our one-car garage!brbrMy wife and I live only a few minutes down the road in the same neighborhood, and we are available to answer any questions you may have. We remodeled every inch of the place ourselves so it holds a special place in our hearts. We hope you love it as much as we do!brbrA Few Property Notes:br**With 3 beds, a queen air mattress, and a sofa, this home is best for groups up to 8 adults but may sleep up to 10 if beds are shared. br**Our Smart TVs are connected to WiFi and will be ready for you to login to your preferred streaming service! Streaming service logins are not provided. br**The home will be stocked with a starter amount of basic household supplies. If you are planning to have a more extended stay, we are happy to point you in the direction of nearby stores if you need more!br**Please note that firewood isn’t included with your stay, but you’re welcome to bring your own or pick some up nearby if you'd like to enjoy the fire pit — there are a few local stores that sell bundles. We do offer firewood delivery for an additional fee upon request. br**Kindly note that the indoor fireplace is inoperable and not available for guest use.
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Bath 2

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Sleep 10

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Exceptional(4)

$310.13

/ Nightly
Private Vacation Home

Liberty Hideaway is a home designed for comfort, connection, and easy living.

Lexington, Kentucky, United States

Welcome to The Liberty Hideaway, our family’s Lexington home — a bright and comfortable 3-bed, 2-bath retreat designed for connection, comfort, and convenience. Just minutes from everything in the city, this home blends modern flow with a sense of privacy and Kentucky charm.brLocated off Liberty Road, you’ll be close to it all — downtown Lexington (5 min), UK campus, Rupp Arena, and The Bourbon Trail, yet tucked away in a quiet, tree-lined neighborhood that feels peaceful and private. Groceries and shopping are both (5–8 minutes) away, and access to I-75 is quick and easy (8 minutes). Ubers arrive fast, making it simple to enjoy Lexington’s restaurants, horse parks, and nightlife without worrying about parking.brInside, the home features a natural two-level layout with great flow. The main living room offers cozy seating and a Smart TV, leading to a large, fully stocked kitchen with a drink station and dining space that brings everyone together. An office nook provides a great workspace or study space when needed.brEach of the three bedrooms is comfortably furnished with quality bedding and soft lighting, while two full bathrooms make it easy for families and groups to spread out.brOutside, the fenced backyard is a guest favorite — complete with a deck, patio, fire pit, and grill, plus a swing gate that allows vehicles to park safely inside. It’s perfect for morning coffee, evening gatherings, or letting kids and dogs play freely.brA beautiful family- and dog-friendly park is just a short walk or (2-minute) drive away, offering open space for stretching legs and enjoying Lexington’s horse-country air.brWhether you’re here to explore the city, visit the Kentucky Horse Park, attend a UK game, or simply unwind, The Liberty Hideaway offers a perfect balance of location, privacy, and comfort — our family’s Lexington home when we’re in town, and yours when we’re not.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(66)

$489.03

/ Nightly
Private Vacation Home

Hot Tub | 7 Beds | Fire Pit | Patio & Grill

Lexington, Kentucky, United States

Summary:brbrRelax in this spacious 5-bedroom Lexington retreat, just a short drive from downtown and UK. It’s perfect for families or groups with room for 12, high-speed internet, a hot tub, fire pit, and games, all while keeping things cozy and welcoming.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps up to 12brbr☀ 5 bedrooms, 2 bathroomsbrbr☀ Hot tub, fire pit, covered pergola patio + grillbrbr☀ High-speed Wi-Fi & gamesbrbr☀ Kid-friendly with pack-n-playbrbr☀ Pet-friendlybrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrWe were up for my son’s wedding and shared the place with family. The house was large and spacious. Very beautiful. It was in close proximity to everything. Seth was very friendly and responsive. Definitely would recommend - DiannabrbrbrbrSeth's home was exactly as described and fit our needs perfectly. Seth was very responsive and super helpful during our stay. Highly recommend. - JaynebrbrbrbrGreat place to stay for a Holiday family get together. It had everything we needed, beds were very comfortable and a lot of them! Very clean and our host was very responsive & accommodating with check out on New Years Day! Our family loved this gem - Marjorriebrbrbrbr✨ BEDROOMS ✨brbrbrbrMain Floor: Two king bedrooms, both serene and spacious, sharing a full bathroom just down the hall.brbrSecond Floor: One king bedroom, and another with a king plus a queen bed, they connect via a Jack-and-Jill bathroom with two sinks and a tub/shower.brbrBasement: Cozy retreat with two queen beds, great for families or overflow from upstairs.brbrbrbr✨ BATHROOMS ✨brbrbrbrThere are two full bathrooms to accommodate everyone:brbrbrbrOn the main floor, you’ll have a walk-in shower and all the essentials (body wash, shampoo, conditioner, towels).brbrUpstairs, the Jack-and-Jill bath features double sinks and a combined shower + tub, perfect for sharing without crowding.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrThe heart of the home is the fully stocked kitchen, complete with stainless-steel appliances, granite countertops, cookware, and a six-seat dining area — great for shared meals or late-night snacks. The living room is warm and inviting, with a comfy sofa, smart TV, and a fireplace , ideal for relaxing after a day exploring.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep outside to your private outdoor oasis:brbrbrbr• A covered pergola patio strung with lights, perfect for morning coffee or evening chats.brbr• Hot tub for unwinding under the stars.brbr• A fire pit surrounded by seating, perfect for s’mores, stories, or star-gazing.brbr• Grill available for cookouts.brbrbrbrParking for up to 6 vehicles (driveway + street), just a heads-up: please avoid blocking neighbors’ homes, per local ordinance.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrYou’ve found your Lexington home base, whether you're here to explore, relax, or reconnect. Book now and let us handle the rest. We can't wait to welcome you!brbrbrbr** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.brbrbrbrOther Things to Note:brbrAfter confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.brbrbrbrYou will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.brbrbrbr Pet-Friendly StaybrbrWe’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.
Bed 5

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Bath 2

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Sleep 12

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$359.0

/ Nightly
Private Vacation Home

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Located just 5 minutes from downtown Lexington, Warfield Manor is a beautiful newly renovated home featuring 4 bedrooms & 3 bathrooms. Located on the historic farmland of William Warfield guest will #LiveLikeALocal by being 20 minutes from Keeneland & the Bluegrass Airport, 15 minutes from Kroger Field, & 5 minutes from Rupp Arena! Enjoy your morning coffee on our cozy porch or even cocktails in the aesthetically pleasing back yard by our firepit. We have no doubt that you will feel at home!brbrWhere Urban meets Bourbon is where you will find this cool and cozy home. Newly renovated, our property is located on the outskirts of downtown of Louden Ave. our property resides on the original farmland of William Warfield. The Meadows was an operable horse farm in the 1800’s and home of the infamous race horse Lexington. If you pay close attention, you may just see him all around town. brbrWarfield Manor Guests will be dazzled by this fashionable and freshly renovated unit. With ample amounts of storage, stellar décor, and Kentucky pieces throughout, guests will live like a true Lexingtonian while being surrounded by a comfortable, classy, and entertaining friendly property. brbrFeaturing 4 bedrooms & 3 baths. Warfield features two en-suites with king beds, one located on the first floor and the second is located upstairs. The home also has granite counter tops, brand new appliances, beautiful vinyl plank flooring, amazing back patio, large backyard, Roku T.V. in every bedroom, well stocked kithcen, pingpong table, firepit, spacious yard and wireless internet. brbrWarfield Manor has two en-suites. One on the first floor and the second is on the 2nd floor, each bedroom also features a King bed. Upstairs also features 2 additional bedrooms with queen beds and a hall bath. brbrAn iron and ironing board come with this unit for all of those important events and photos. Residents will also enjoy heat and air conditioning during their stay. We love furbabies, so reach out to find more information on our pet policy! This property also includes parking! Guests are easily able to access Lexington's finest attractions and experience multiple aspects of this diverse city. brbrRegistration #: 15082977-1brbrGuests are able to walk to Greyline Station, but the best way to get around is by personal car, scooter, or Uber/Lyftbrbr- Guests will not have access to the garagebr- Guests will be able to enjoy the propane firepit on the lower back patiobr- Guests have access to park in the Driveway and FREE Street parkingbr- Each Bedroom upstairs has it's own mini split unit to create the ideal sleeping conditions
Bed 4

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Bath 3

Bath

Sleep 8

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