Vacation Home Rentals By Owner In Lexington, KY

Charming open concept ranch home in Hamburg w/easy access to I-75, shopping & dining, UK, Bourbon Trail & Keeneland. Accommodates up to a maximum of 10 guests. Master bdrm has king bed w/full bath & large walk-in closet. There are 2 add'l bdrms w/queen beds, one full pull out bed in the secondary living area that can be closed off w/doors at night for privacy & one pull out full bed in the great room. Washer/ Dryer, outdoor dining w/BBQ, dedicated work space w/printer & wifi & outdoor parking for up to 4 cars (Garage not available to guests). LFUCG STR Licence# 15073351

Lovely 3 Bdrm Home w/Free Parking Close to I-75!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$753.44

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, We have all the entertainment you need! Featuring a pool, hottub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table!brbrLooking to just relax Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!brThe spacebrThe fun goes on when you walk through our doors! With 3 full size bedrooms including a large Master bedroom suite! You can be assured our home is the perfect gathering spot for friends and family! I take pride in my places and want to make sure I can be as accommodating as possible! With me, I hope that you’ll receive a full, luxurious experience.brGuest accessbrGuests will have access to the whole house and surrounding grounds with a fenced in backyard!brOther things to notebrIf you have any questions before booking please don’t hesitate to reach out!brbrI understand your money is valuable and want you to feel as comfortable as possible when booking with me! I am a people pleaser and very hands on with my places for the upkeep so I hope you’ll take that into consideration knowing that I strive for the perfect experience EVERY week. I’m a small town, single entity so it is MY responsibility that to meet YOUR expectations! I view hosting as my future so I take what I do very seriously!

Lexington Fun Zone! Pool! HotTub! Arcade! Games!

Lexington, Kentucky, United States

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Bath

Sleeps

$322.3

Escape to this home just outside Lexington, perfect for families or groups seeking comfort and convenience. The home features a fully equipped kitchen, ideal for preparing meals together, and a cozy living area to unwind after a day of exploring. Enjoy the outdoors in the fully fenced-in yard, offering privacy and space for pets& children to play. With plenty of room to relax & modern amenities throughout, this charming home provides the perfect Lexington getaway.

Modern escape just outside Lexington

Lexington, Kentucky, United States

3

Bed

Bath

8

Sleeps

$346.82

Stay comfortably in Lexington at this 4-bedroom house. With 3 queen beds, 1 bunk bed, and 1 crib, this tremendous property is perfect for families or groups. Enjoy the gorgeous living room with a cozy sofa bed for extra space. Kickback, relax, and enjoy everything Lexington and our house has to offer.

Charming 4-bedroom house with WiFi and AC in brilliant Lexington

Lexington, Kentucky, United States

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Bath

Sleeps

$180.99

Our townhouse is walking distance to the city center, Rupp Arena, and plenty of restaurant and dining options. You’ll love our cozy townhouse a few blocks from downtown Lexington. It is perfect for couples, solo adventurers, business travelers, and families (with kids).brbrOur cozy 2 bedroom and 2.5 bathroom townhome is a short walk to downtown Lexington, Rupp Arena, and a 10 minute drive to Keeneland. The townhome has two bedrooms each with an ensuite bathroom. A queen airbed is available to comfortably sleep 6. The Roku TV has basic Cable, Hulu, and Netflix.

The Cozy Downtown Townhouse

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$376.66

Our Springwood Shed House has the best view on the farm. Each room has floor to ceiling sliding glass doors so you can enjoy the view from your bed, living room, kitchen, porch and patio. There are ceiling fans, TVs, and independent thermostats for each room. We also have another listing, Springwood Cottage on the same farm lane for additional people you are traveling with.

Springwood Shed House the best view on the farm.

Lexington, Kentucky, United States

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Bath

Sleeps

$221.21

Charming 2BR, 1BA restored cottage in the heart of Lexington! Filled with antiques and cozy character, this home features full-size beds, a newly remodeled kitchen and bath, and private parking. Just a short walk to Kroger Field, restaurants, and more. Centrally located for easy access to all Lexington has to offer. Perfect for a weekend getaway, game day stay, or exploring the city with vintage charm and comfort! Note: Cottage sits next to an active train track.brbrProfessionally managed by PURE Property Management, our team is readily available for any guest needs. We have created an automated stay experience, but can be available via the booking platform or phone at anytime. brbrLocated in the Southland Neighborhood, we are located just off of Rosemont Garden. It is important to note that we do face the train tracks and a train does run frequently throughout the day. brbrGuests will be provided a unique 4 digit code to access the home. Guests will have full access to the home besides the 2nd floor storage area. brbrWhile guests are able to walk to local attractions, we recommend accessing much of the City and Central KY through a personal vehicle.

This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

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Bath

Sleeps

$499.13

* STR Reg #15071157-4 - Maximum occupants 8 - No parties or gatherings. Guests aren’t allowed more than 8 people *brbrA well appointed kitchen w/ stainless steel appliances, comfortable beds, remodeled bathrooms, open living and dining space to gather with family and friends. Enjoy morning coffee or evening cocktails on the front porch swing or back deck. Fast WIFI with 65 smart TV. Wonderful bakeries, restaurants & breweries nearby. Short Uber ride Downtown, Kentucky Horse Park & Keeneland

Modern Downtown with Parking - Keeneland - Horse Park

Lexington, Kentucky, United States

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Bath

Sleeps

$424.83

Welcome to King's Quarters - The whole group has room in this spacious, downtown stay located in the heart of Lexington's cityscape. This space is close to activities in the downtown area with a wide variety of restaurants and shops that are just a short drive away. It's just a walking distance from Transylvania University, a 5-minute drive from the University of Kentucky, and a 15-minute drive from Keeneland & the Bluegrass Airport. Enjoy your visit to the city at this lovely urban stay!

King's Quarters Modern Urban Stay - Downtown LEX

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$298.89

Large, Low-Maintenance 2000 sq. ft. all brick townhome. Neutral colors throughout. Enjoy the low-maintenance living with beautiful hardwood floors & ceramic tile throughout the first floor. Fully equipped kitchen, complete with side by side black refrigerator, smooth top stove, microwave, dishwasher & disposal. Large covered deck offers the perfect sanctuary at the end of the day. Ceiling fans in every room. The spacious upstairs bedrooms each have its own private bath and tons of closet space with a large walk-in closet & a separate long closet.The washer and dryer are also on the second floor. Extra-large two car garage with built in shelving. A cozy third bedroom & half bath in the basement offers a peaceful place to rest your head. Within walking distance to the neighborhood playground. Only 3 miles from downtown Lexington and 1.5 miles from Kroger's grocery. Just a 15 minute drive from the KY Horse Park.

Open & Spacious Townhouse close to KY Horse Park/Keeneland/Downtown

Lexington, Kentucky, United States

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Bath

Sleeps

$459.58

In the heart of bourbon country, this townhouse is a NEW BUILD. 3 bedroom, 3.5 bath, garage & ample guest parking. The best location in Lexington; the Distillery District! Easily walk to Rupp Arena, Manchester Music Hall, Breweries, Distilleries, Jefferson St. & Downtown!brbrModern kitchen & appliances, including a Latte Maker, Ninja Air-fryer, & Traeger Grill. Open layout for hosting friends & family. Peloton Bike available for guests! Cathedral ceilings, King bed, and 2 Queens, each with private bathroom.brbrThe spacebr1st floor: 1 bedroom (queen) with couch and private bathroombrbr2nd floors: kitchen, living room, half bathroom, balconybrbr3rd floor: 2 bedrooms (king and queen) both with private bathrooms and laundry room

Luxury Distillery District Townhouse

Lexington, Kentucky, United States

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Bath

Sleeps

$262.93

Welcome to Midnight in Lexington — A Bold Design Experience After Dark, a newly remodeled designer home located in Lexington’s desirable Hamburg district. This property combines striking interior design, modern upgrades, and comfortable living spaces in a convenient location near shopping, dining, entertainment, and major attractions.brbrThe home was fully renovated with updated finishes, modern lighting, and curated design throughout. The main living area features comfortable seating, a fireplace, and a layout designed for relaxation or gathering. The updated kitchen includes modern appliances, workspace, and everything needed for cooking and dining. The adjacent dining area provides seating for shared meals and conversation.brbrStep outside to a private backyard retreat ideal for morning coffee, evening conversation, or quiet downtime. The residential setting provides privacy while remaining close to Lexington’s busiest commercial and entertainment areas.brbrBedrooms are furnished for comfort with quality bedding, clean design, and restful spaces. Updated bathrooms feature modern fixtures and bold tile finishes. High-speed Wi-Fi, smart TVs, and modern systems support both work and entertainment during your stay.brbrThe home sits minutes from Hamburg Pavilion, one of Lexington’s largest shopping and dining centers. Interstate 75 is nearby for easy regional travel. Downtown Lexington is approximately 6–7 miles away. Rupp Arena, Keeneland Race Course, the Kentucky Horse Park, the Distillery District, and Bluegrass Airport are all within convenient driving distance. Eastern Kentucky University and the ARK Encounter are easily accessible for day trips.brbrThis property is ideal for everyone, business travelers, and visitors exploring horse country, bourbon trails, university events, or downtown Lexington.brbrMidnight in Lexington delivers a fully remodeled interior, distinctive design, private outdoor space, and central access to the city’s most popular destinations.brbrPermit #15082771

Midnight Lexington Newly Remodeled Designer Stay

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$219.81

7 Mi to Downtown | Dine Al Fresco | Modern Interior brbrReady for a fun-filled Lexington adventure This 3-bedroom, 2-bathroom vacation rental is your gateway to unforgettable memories in the Horse Capital of the World. Meet equine champions at the Kentucky Horse Park, sip your way through the Kentucky Bourbon Trail, or explore nearby parks and museums. Later, unwind at this cozy home with a movie marathon. Your Bluegrass State escape awaits!brbr-- THE PROPERTY --brbrLFUCG Reg# 15065518-1brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 full bed br- Bedroom 3: 1 full bed br- Additional Sleeping: 1 full air mattressbrbrOUTDOOR LIVINGbr- Deck, outdoor dining areabr- Yard spacebrbrINDOOR LIVINGbr- Flat-screen TVsbr- Fireplacebr- Dining table, deskbr- Walk-in shower, shower/tub combobrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Cooking basics, dishware/flatwarebr- Drip coffee maker, microwave, toasterbrbrGENERAL br- Free WiFibr- Central heating & A/Cbr- Complementary toiletriesbr- Washer/dryer, hangers, iron/boardbr- Linens/towels, trash bags/paper towelsbrbrACCESSIBILITYbr- Single-story home, 1 step to enter brbrPARKINGbr- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- 3 miles to The Arboretum, State Botanical Garden of Kentucky br- 4 miles to University of Kentucky br- 12 miles to Raven Run Nature Sanctuary: hiking, bird-watching & historic landmarks br- 19 miles to Kentucky Horse Parkbr- 25 miles to Woodford Reserve Distillerybr- 10 miles to Blue Grass Airport & 80 miles to Louisville International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowed br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 step to enterbr- The garage is unavailable for guest use

10 Mi to Keeneland: Family Home w/ Deck & Yard

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$1052.39

Huge downtown rental for large groups located in historic South Hill Neighborhood, walking distance to Rupp Arena and downtown Lexington. This historic home is ideal for large groups (wedding parties, bourbon tourists, birthday celebrations, bachelor/ bachelorette, etc.)brBrick Hous is a historic pair of homes that have been combined into a 5000 sq ft, stylish, hip, renovated home. brYou'll love it!

Brick Hous - Downtown Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$170.29

Your cozy getaway awaits in Lexington at this adorable house. With 3 bedrooms including 2 full beds and 1 queen bed, this gorgeous property is perfect for a group of friends or family looking for a phenomenal stay. The space has an updated kitchen and open living room setup. Walk into a backyard oasis and relax on the back patio that includes a koi pond and fire pit area. You're sure to make fantastic memories with a stay at our place.

Charming 3-bedroom house with premier back yard space and koi pond

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$264.8

Experience the rich history and equestrian entertainment of the Bluegrass State at this spacious 4-bedroom, 2-bathroom vacation rental in Lexington! This home’s convenient location means you can easily take the kids to the Kentucky Horse Park, catch the Wildcats playing at Rupp Arena, or get some sunshine at The Arboretum. Relaxation awaits back at the house, whether you settle in for a game night in the living room or head to the fenced-in yard to gather around the fire pit.brbr-- THE PROPERTY --brbrCharcoal Grill | Close to UK Campus | WFH FriendlybrbrBedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed w/ Twin TrundlebrbrINDOOR LIVING: Smart TVs w/ Roku, board games & books, dining table, work desk, jetted bathtubbrOUTDOOR LIVING: Patio, outdoor seating, gas fire pit, solar lights, fenced-in yardbrKITCHEN: Dishwasher, refrigerator, stove/oven, microwave, toaster, blender, Crockpot, Keurig coffee maker, coffee & tea, snacks, cooking basics, spices, dishware & flatware, trash bags & paper towelsbrGENERAL: Free WiFi, complimentary toiletries, hair dryer, towels & linens, washer & dryer, space heaters, central heating & A/C, keyless entrybrACCESSIBILITY: 2-story home, 2 steps to enter, bedroom & bathroom on 1st floorbrPARKING: Driveway (5 vehicles)brbr-- THE LOCATION --brbrDOWNTOWN (~4 miles): Rupp Arena, Central Bank Center, Explorium of Lexington, Lexington Opera House, coffee shops, restaurants, bars, entertainment brUNIVERSITY OF KENTUCKY (~2 miles): Otis A. Singletary Center for the Arts, Hilary J. Boone Center at the University of Kentucky, MacAdam Student Observatory, Kroger FieldbrTHINGS TO DO: The Arboretum State Botanical Garden of Kentucky (2 miles), Keeneland (8 miles), McConnell Springs Park (9 miles), Kentucky Horse Park (16 miles), Churchill Downs (82 miles)brHOSPITALS: Baptist Health Lexington (1 mile), University of Kentucky Hospital (2 miles), University of Kentucky Children's Hospital (2 miles), Saint Joseph Hospital (3 miles), University of Kentucky Medical Center (3 miles), brAIRPORTS: Blue Grass Airport (8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- No EV charging allowed on-site br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story home requires 2 steps to enter. A bedroom and full bathroom are located on the 1st floor

Lovely Lexington Home: 4 Mi to Downtown!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$180.2

Beautiful town home in convenient location to downtown, chevy chase and UK. Pay half than what you would pay for at the nearby downtown Hyatt or Hilton and get much more amenities. It is within walking distances to restaurants, coffee shops and bars. It has an open floor plan on the first floor, small den and a large master bedroom. 1,500 SF in size. It has a private garage with entry connected directly to the first floor as well as a small private fenced back yard. The unit has a walk in tile shower as well as closet space for hanging clothes. A 75 TV is in living room! Please NO parties or get togethers per HOA guidelines.brLFUCG Registration #15087316-1

Town home with private garage

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$168.3

Offered for your rental retreat is small, yet spacious, midcentury modern house originally built as a model home for the once local J.T. Perry Lumber Company during the 1950's. Although only 725 sq. feet, the open floor plan and vaulted ceilings create a roomy atmosphere you will enjoy. As well, the many windows flood the home with plenty of natural light during the day.brbrThe home is conveniently located within walking distance to the Warehouse Block District of Lexington where you can find many shops, restaurants, and breweries including Minton's for daily brunch and lunch, Eppings on Eastside for fine dining, Mirror Twin Brewing & Rolling Oven for craft beer and pizza, Blue Door Smokehouse for world-renowned BBQ, VOID Sake, Willow Wine Bar and Collective, and the Brewer Dude home brewing and tap Room!brbrThe home has two bedrooms with a queen bed in each room. There is one bathroom with most necessary amenities provided: soap, shampoo, linens, toilet paper.brbrThe kitchen has a stove, refrigerator with ice maker, microwave, dishwasher, blender, and coffee maker and is equipped with the basics needed to cook a meal: pots, pans, utensils, plates, glasses, bowls.brbrThere is a small apartment-sized washer / dryer on site. There is both driveway parking and off-street parking as well. If parking on the street, only park on the permitted side and park in the correct direction of traffic flow. The city enforces parking.brbrThe home has been tastefully decorated with period furniture and accents and has one television with local channels and access to Netflix via a Roku TV. The home has wireless internet.brbrThe backyard is private and features a fire pit, and four chairs to sit comfortably and enjoy the fire.brbrHouse Rules and Details:brbrThis property is suitable for 2 to 4 people (4 persons are permitted if sleeping two to a bed). brbrNo animals, other than Service Animals, are permitted. Service Animals are not permitted to be left alone on or in the property at any time, must be orderly, and their waste picked up and disposed of properly.brbrNo smoking of any kind (including vaping) is permitted in the house. If smoking outside, all cigarette butts must be disposed of properly and are not to be thrown in the yard. brbrPlease be respectful of the furniture and accessories and use the coasters provided if placing a glass on any wooden furniture, nightstands included. Please do not place hot pots or pans on the dining table or laminate counter tops. No eating or drinking in the beds. brbrPlease be respectful of the neighbors and neighborhood if using the backyard. No parties are allowed. No guests outside of your reservation party are permitted.brbrCheck In: 3 pmbrCheck Out: 11 am (no late check outs unless previously discussed and agreed upon prior to your arrival)brbrThere is a lox box at the property containing the key to the house. Once your reservation is confirmed, I will send you check in instructions along with a four-digit entry code to the lock box. Although we will not meet, unless needed, I am easily accessible by phone or text between the hours of 8 am - 9 pm EST.brbrLEGAL: This is a legal, licensed STR in Lexington, KY. Please see the cover photo or message the host for the license number as listing numerals in sequence in the VRBO platform can flag hosts for attempting to list phone numbers and solicit bookings off the platform.

Midcentury Downtown Walk to Brewery and Warehouse Block District

Lexington, Kentucky, United States

Bed

1

Bath

4

Sleeps

$213.21

Location, Location, Location. This charming historic 2Bedroom & 2Bath home has been completely remodeled. Built in 1890, this property features all the amenities a guest could ask for. Located within steps of West Sixth Brewery, two restaurants Smithtown Seafood & County Club and a Lextran Trolley pickup, guests are able to Live Like A Local. Experience Kentucky in the heart of Lexington while staying only 5 minutes from Rupp Arena!brbrProfessionally managed, Kentucky Life is readily available when a guest needs. With a Downtown office, we invite guest to stop by for a visit or ask us all things Lexington!brbrLocated Downtown, this property is amongst historic homes, local restaurants, breweries and more! You will notice that parts of downtown are still up and coming and many homes nearby are being restored.brbrWhere Urban meets the Kentucky Bourbon & Beer is where you will find this charming and cozy Downtown Cottage. Guests will be dazzled by this historic home that has recently undergone a face-lift. With ample amounts of storage, stellar decor, and charm throughout, guests will live like a true Lexingtonian while being surrounded by a traditional, classy, and entertaining friendly property. For those guests not wanting to cook, there are two restaurants within walking distance, as well as West 6th Brewery which often features weekend and weeknight eventsbrbrFeaturing 2 bedrooms & 2 baths, this unit has beautiful hardwood floors, amazing back patio, covered parking, Roku T.V.'s, and wireless internet. Downtown Jefferson's Cottage has two cozy bedrooms. The first bedroom has a KING bed with master en-suite, while the properties second bedroom located off the kitchen features a QUEEN sized bed. In case you're traveling in groups we have provided a queen sized air-mattress that can be set up in the living room. brbrDowntown Jefferson's Cottage also offers guests a full kitchen with granite counter-tops, washer & dryer, cozy living room, backyard, and is only a short commute to live like a local and experience all of Kentucky's finest. This home is also equipped with an iron and ironing board for all of those important events and photos. Residents will also enjoy heat and air conditioning during their stay. brbrThis property includes parking, that can fit up to 3 vehicles in the driveway and street parking as well! Guests are easily able to access Lexington's finest attractions and experience multiple aspects of this diverse city by foot or car.brbrThis stylish home truly has everything you need for a comfortable stay!brbrRegistration #: 15072257-1brbrGuests can access local attractions by foot, personal car, Uber or Lyft.

Location, Location, Location

Lexington, Kentucky, United States

Bed