Vacation Rentals By Owner In Lexington, KY

Spacious 4 bedroom (2 KING and 2 Queen bed) 2 1/2 bath with fully fenced in backyard. 2 car garage has enough room for 1 vehicle as I use the other half of the garage for storage (lawn mower etc.). brGrill out in the backyard or gather around the fire pit. Master bathroom has a jacuzzi.brThe house is conveniently located next to LEX airport, downtown, Keeneland, Kentucky Horse Park, University of Kentucky and Masterson Station Park.brbr3 cameras on the outside of the house for added security. 1. On the doorbell 2. On top of the garage facing the driveway 3. In the backyard facing the back door (#3 is only on when property is unbooked)

⭐️⭐️⭐️⭐️⭐️ Entire House- 10 min from KY Horse Park, 15 min from UK

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$146.7

Take in all Lexington has to offer from your centrally located private one bedroom apartment. Equal distance between Rupp and Kroger Field, this stylishly decorated home is the perfect HQ for your adventures! You'll be walking distance to UK Campus and minutes from Downtown. Keeneland is a short 10-15 minute drive. KSBar & Grille, which often operates shuttles on game days, is across the road.brbrThe apartment building is located in a well-lit and safe area with exterior doors that stay locked. Avoid expensive parking near campus/downtown by utilizing the off-street parking spaces provided behind the building for guests only. (One space per bedroom booked) A few minutes' walk will put you at the nearest bus stop where you can utilize public transportation to traverse across Lexington. When it's time to drive out to explore all the scenic and beautiful locations across Kentucky like the Gorge or Mammoth Cave, your vehicle will be waiting for you there safely. Don't forget about the Bourbon Trail! Once you're ready to relax and unwind, you'll find that the apartment is equipped with all the conveniences you need to recharge in comfort. A large flat screen smart TV is there for your convenience. Utilize your favorite streaming services to catch up on your favorite programs while lounging on the couch. Rest easy knowing that each apartment has adjustable AC/heat and each room is equipped with blackout shades and a box fan which is useful for white noise. Night owls and early risers will also appreciate the coffee maker located in the full kitchen. Whether you plan to eat out and dine at local restaurants or prepare your own meals, you'll be set during your stay. It would be our pleasure to provide any recommendations and tips during your stay. Feel free to reach out to us anytime!brbrOnly guests listed on reservation can stay overnight. Please inform us if you will have any other visitors to the apartment. Maximum Occupancy Limit: 6

Apartment

Central Stay! Near UK/Downtown/Campus.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$156.47

Take in all Lexington has to offer from your centrally located private one-bedroom apartment. Equal distance between Rupp and Kroger Field, this stylishly decorated home is the perfect HQ for your adventures! Keeneland is a short 10-15 minute drive. KSBar & Grille, which often operates shuttles on game days, is across the road.brbrThe apartment building is located in a well-lit and safe area with exterior doors that stay locked. Avoid expensive parking near campus/downtown by utilizing the off-street parking spaces provided behind the building for guests only. (One space per bedroom booked) A few minutes' walk will put you at the nearest bus stop where you can utilize public transportation to traverse across Lexington. When it's time to drive out to explore all the scenic and beautiful locations across Kentucky like the Gorge or Mammoth Cave, your vehicle will be waiting for you there safely. Don't forget about the Bourbon Trail! Once you're ready to relax and unwind, you'll find that the apartment is equipped with all the conveniences you need to recharge in comfort. A large flat screen smart TV is there for your convenience. Utilize your favorite streaming services to catch up on your favorite programs while lounging on the couch. Rest easy knowing that each apartment has adjustable AC/heat and each room is equipped with blackout shades and a box fan which is useful for white noise. Night owls and early risers will also appreciate the coffee maker located in the full kitchen. Whether you plan to eat out and dine at local restaurants or prepare your own meals, you'll be set during your stay. It would be our pleasure to provide any recommendations and tips during your stay. Feel free to reach out to us anytime!brbrGuests will have access to the private 2 Bedroom apartment in addition to the brcoin-operated washer/dryer units located in the building hallways on both floors which are shared with other guests. Only guests listed on reservation can stay overnight. Please inform us if you will have any other visitors to the apartment. Maximum Occupancy Limit: 6

Apartment

Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$284.72

Welcome to Castle Glow, a bright and inviting one-story retreat just moments from campus and Kroger Field. With 2 bedrooms, 2 full baths, a fully stocked kitchen, high-speed internet, and a peaceful patio with a BBQ, this home creates an easy, comfortable base for game days, hospital visits, and Lexington adventures.brbrKey Featuresbrbr☀ Sleeps up to 6 guestsbr☀ 2 bedrooms, 2 full bathroomsbr☀ All on one level—simple, comfortable accessbr☀ High-speed internet + dedicated office spacebr☀ Equipped kitchen with coffee bar, cookware & service for 8br☀ Outdoor patio with BBQ grillbr☀ Designated parking + overflow parkingbr☀ Pack-n-play, tailgating chairs & cooler includedbr☀ Walkable to Kroger Field, UK campus & nearby hospitalsbrbr☆☆ BEDROOMS ☆☆brbrPrimary Suite: A king bed layered with plush pillows and soft blankets invites deep rest after long days. The ensuite bath and smart TV add privacy and comfort, all conveniently located on the main level.brbrSecond Bedroom + Added Sleeping: A cozy queen bedroom plus an additional queen pullout offer flexible sleeping for families or groups. Guests share easy access to the second full bath, keeping everyone comfortable and cared for.brbr☆☆ BATHROOMS ☆☆brbrTwo full bathrooms are stocked with everything you need—body wash, shampoo, conditioner, plush towels, and thoughtful essentials. Whether prepping for a busy morning or winding down at night, each bath delivers a fresh, hotel-style experience.brbr☆☆ KITCHEN & RELAXING AREAS ☆☆brbrCastle Glow’s fully stocked kitchen features full-size appliances, pots and pans, grilling tools, a coffee bar, wine glasses, and service for eight—ideal for meals at home or post-game gatherings. The open living and dining areas create a warm hub for relaxing, while the designated office space ensures productivity whenever needed.brbr☆☆ OUTSIDE SPACE ☆☆brbrUnwind on the private patio, where the BBQ grill and outdoor seating are perfect for easy evenings or celebratory cookouts. With a designated parking spot and additional overflow parking, arrival is simple and stress-free.brbr★☆ Book Today & Let Us Take Care Of You ☆★brbrCreate your Lexington memories at Castle Glow—easy, relaxing, and thoughtfully prepared for your stay. Reserve your dates now and enjoy a warm home base steps from all the action.

Castle Glow - 2BR - BBQ Gr - Walk to Kroger Field

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$238.7

You will love this area and may be the closest STR to Keeneland and Bluegrass Airport! Located in the quiet neighborhood off Harrodsburg Rd/Man O War. Close to restaurants, grocery stores, shopping centers, and 15 minutes to downtown. 3-bedroom, 2-full bath home features an open floor plan, 9' ceilings, formal dining room w/ lots of natural light, spacious vaulted great room, luxury vinyl plank flooring, stainless and granite kitchen open to the family room, generous sized bedrooms, gas grill. Parking in driveway or on street.brbrRENTER understands and accepts that the property is protected with outside security cameras. These cameras are used to protect the property from potential break-ins and theft. We have one or two cameras on the side of the house in the carport which all record video and audio. All devices are on the exterior of the property. The Owners are licensed Realtors in the State of Kentucky & Florida.brNo smoking or vaping indoors.brNo parties loud music or events.brNo open flame candles.brAll cooking oil discarded in trash.brNO PETSbrPlease only use toilet paper.brNo flush items: Paper-towels, feminine items, flushable wipes etc.

New-Keeneland-Airport Honey!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$211.53

You will love this area and may be the closest newly renovated STR to Keeneland and Bluegrass Airport! Located in the quiet neighborhood off Harrodsburg Rd/Man O War. Close to restaurants, grocery stores, shopping centers, and 15 minutes to downtown. 3-bedroom, 2-full bath home features an open floor plan, 9` ceilings, formal dining room w/ lots of natural light, spacious 2-story vaulted great room, luxury vinyl plank flooring, stainless and granite kitchen open to the family room, gas log fireplace, generous sized bedrooms, gas grill. Parking in driveway or on street.brbrRENTER understands and accepts that the property is protected with outside security cameras. These cameras are used to protect the property from potential break-ins and theft. We have one or two cameras on the side of the house in the carport which all record video and audio. All devices are on the exterior of the property. The Owners are licensed Realtors in the State of Kentucky & Florida.brNo smoking or vaping indoors.brNo parties loud music or events.brNo open flame candles.brAll cooking oil discarded in trash.brNO PETSbrPlease only use toilet paper.brNo flush items: Paper-towels, feminine items, flushable wipes etc.

Keeneland-Airport Sweetie!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$194.55

You will love this area close to Keeneland, Bluegrass Airport and 5 mins to Downtown! Located in the quiet neighborhood off Harrodsburg Rd. Close to restaurants, grocery stores, and shopping. 3-bedroom, 2-full bath home features an open floor plan, gas fireplace, spacious vaulted great room, luxury vinyl plank flooring, stainless and granite kitchen open to the family room, generous sized bedrooms, gas grill.brNo smoking or vaping indoors.brNo parties loud music or events.brNo open flame candles.brAll cooking oil discarded in trash.brNO PETSbrPlease only use toilet paper.brNo flush items: Paper-towels, feminine items, flushable wipes etc.

Keeneland/Airport/Downtown Tulsa Time!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$97.0

Experience true KY charm & hospitality in our separate & private guest suite. Located within the heart of the NOLI district we are a short 10-20min walk to the center of DT and Rupp Arena! Or take a short Lyft ride to world class horse racing at Keeneland! Just steps from our home you can enjoy many restaurants, bars, breweries, & shopping. A few of our favorites are listed in our guestbook upon arrival. Our up and coming neighborhood has so much to offer, we hope you enjoy it as much as we do!brThe spacebrOur beautiful craftsman home was originally built in 1910 and recently renovated. Much of the old charm exists throughout the home. The access to the guest suite is located through a door at the back of our home with a digital key pad entrance. Next, following a short climb up 1 flight of stairs, you will enter the guest suite. Decorated to make you feel welcomed into a classic bourbon lounge we hope you find the space welcoming and chic. There are 3 spacious bedrooms with memory foam mattresses and soft linens. We pride ourselves in the ‘details’ to make your stay extra special.brbrMy husband, myself, and our 2 very friendly dogs live downstairs separate from the above guest suite. Have no fear! We respect your privacy and enjoy interacting with guests if the occasion arises. Cheers, and welcome to our home. We are happy to host you and your guests!brGuest accessbrYou and your guests have complete access to the front and back yard including the deck space.brOther things to notebrWe have one very friendly dog, Dallas, who is a 8 year old Lab/Mastiff mix. He can be found roaming in the backyard on occasion. You are always welcome to meet him he loves welcoming our guests!

KY Charm! Downtown, in the Heart of NOLI District

Lexington, Kentucky, United States

3

Bed

Bath

6

Sleeps

$504.47

Welcome to The Komi. This 4 bed, 3 bath home is an oasis in the middle of Lexington. This cozy getaway has SO much to offer; in ground pool, hot tub, stone fire pit, and thats just the outside! Inside boasts an open floor plan living area with a HUGE dining table. Three bedrooms upstairs along with two baths. Downstairs is the perfect place for the kids with bunk bed trundles that sleeps up to 8. Oh, and did I mention the home movie theater! The Komi has it all!brbrUpstairs is a open Kitchen/Dining/Living area, with three bedrooms (one of which is a en suite with it's own bath) and an additional hall bath. Downstairs is the movie room and a bedroom with bunk beds/ trundles that can sleep up to 8.brbrPool is open April 1st through October 31st. Hot tub is open year round.

4BR 3bath 9 beds! Pool, hot tub, movie room, oasis in LEX

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$437.51

Welcome to The NightinGayle! Located conveniently between I-75 and Downtown Lexington, this suburban oasis is perfect for your next trip to the Bluegrass. In ground pool, hot tub and more to enjoy all the outdoors have to offer! The main level boasts a large eat in kitchen and dinning area big enough for the whole group! Upstairs are three bedrooms and a full bath. The lower level is the perfect place to hang out and watch some TV and also has an extra bed, incase needed.brbr*Pool is open April 1st through October 31st. Hot tub is open year round.

3 BR 2 bath 5 beds! sleeps 8. Pool, hot tub oasis in LEX

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$165.9

Historical home located in the heart of Lexington, Kentucky. One minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). Home has Google Assistant so you are able to control lights, speakers, and thermostat. YouTubeTV and Netlix provided as well. (Home does have nest doorbell for safety feature)

My Old Kentucky Home

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$138.16

Historical home located in the heart of Lexington, Kentucky. Few minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). 1GB fiber optic wifi. This home is a duplex.

Cozy 1-bedroom in Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$235.62

Escape to this pleasant house in picturesque Lexington. With three bedrooms featuring two queen beds and one twin bed, plus a cozy living room with a sofa bed, guests have plenty of space to relax. The welcoming bathroom includes a hair dryer for added convenience. Climate control keeps the atmosphere comfortable year-round. Whether you’re unwinding after a day of exploring or enjoying quiet moments inside, this peaceful retreat offers a perfect balance of comfort and ease. Feel free to reach out to us during your stay – we’re happy to suggest local spots to check out.

Bluegrass Retreat: Peaceful 3-bedroom house in charming Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$597.57

Modern home, designer finishes, in great historic downtown neighborhood. We’re across the street from Town Branch Distillery & quick walk to RUPP ARENA, LEXLive, & the heart of downtown.brbrRestaurants, bars, & concert venues are a quick uber ride and MANCHESTER ST (Distillary District) is right around the corner.brbrKEENELAND and the airport are a 10-15 min drive. UK Campus is a few blocks away. brbrOn site parking. Smart tv, wine cooler, + a cozy outdoor space w string lights & a fire pit!brbr brThe spacebrModern home built in 2016. Has hardwood throughout, plenty of natural light and beautiful views of trees and plants. The interior is clean, cozy, and stylish with designer finishes. The outdoor space is equally cozy with string lights, comfy seating, and an outdoor firepit.brGuest accessbr4 outdoor decks (front and back each level), washer and dryer, two parking spaces. We zip tie shut one hall closet and a few cabinets with personal items. The rest of the space is yours!brbrCOME EARLY (12:00 check-in) and STAY LATE (2:00 check-out)!

Designer home is short walk to Rupp & Manchester

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$272.37

Welcome to Southern Charm! Just steps from campus and game day action in Lexington, this stylish one-story townhome features 2 bedrooms and 2 full baths, ideal for families, friends or visiting guests. Fully equipped kitchen, high-speed internet plus an office nook, and a private outdoor patio with BBQ set the scene for effortless, memorable stays.brbrKey Featuresbrbr☀ Sleeps up to 6 guestsbr☀ 2 bedrooms, 2 full bathroomsbr☀ One-level layout—no stairs, easy accessbr☀ High-speed internet + dedicated office spacebr☀ Fully stocked kitchen: service for 8, coffee bar, wine glassesbr☀ Outdoor patio with BBQ grillbr☀ Designated parking spot + overflow parkingbr☀ Kid-friendly: pack-n-play, tailgating chairs & coolerbr☀ Walking distance to the university and major hospitalsbrbr☆☆ BEDROOMS ☆☆brbrPrimary Bedroom: King bed, ensuite bath, smart TV, extra bedding, plush pillows and blankets. All on the main level for convenience and comfort.brbrSecond Bedroom: Queen bed plus a sofa-pullout in the living space giving flexible sleeping arrangements. Shared access to the second full bath ensures privacy and ease for all guests.brbr☆☆ BATHROOMS ☆☆brbrTwo full bathrooms, each fully stocked with premium toiletries—body wash, shampoo, conditioner, hair dryers, and plush towels. Every guest enjoys a refreshed, resort-level experience without needing to bring extra.brbr☆☆ KITCHEN & RELAXING AREAS ☆☆brbrYour fully equipped kitchen features refrigerator, stove, microwave, dishwasher, grilling utensils, pots & pans, service for eight, and a coffee bar ready for early game-day brews. The dining area and living space are designed for connection and relaxation whether you’re streaming your favorite show or sharing a meal. And if work or school needs sneak in, the dedicated office nook has you covered.brbr☆☆ OUTSIDE SPACE ☆☆brbrStep out onto the private patio with a BBQ grill and outdoor seating, perfect for tailgate-style cook-outs or a relaxed evening drink under the stars. The unit includes a designated parking spot, with additional overflow parking so arrival and departure are stress-free.brbr★☆ Book Southern Charm Today & Let Us Take Care Of You ☆★brbrWhether you’re joining us for a game, a family stay or a getaway filled with comfort and convenience, we’ve prepared everything so you can just arrive and unwind. Secure your dates now and let us handle the details, your ideal Lexington home base awaits.

Southern Charm - 2BR - BBQ - Walk to Kroger Field

Lexington, Kentucky, United States

Bed

Bath

6

Sleeps

$143.96

Historical home located in the heart of Lexington, Kentucky. Few minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). 1GB fiber optic wifi. This home is a duplex.

Luxurious 1-bedroom with Free Parking

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$890.5

Experience true Southern charm at The Bluegrass Wishbone, where modern comfort meets Kentucky tradition. This renovated retreat offers 5 bedrooms, 3 baths, a fully stocked kitchen, coffee bar, Smart TVs, and an amazing backyard. Perfect for getaways or game weekends, it’s your ideal home base to enjoy Lexington’s horse country, bourbon, and bluegrass spirit. Relax, make memories, and experience the best of Kentucky from the comfort of this stylish retreat. 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. brbrPhoto ID Required for Stay InformationbrAge Requirement 25 or OlderbrbrLocated in the highly desirable 40502, we are located just off of Tate's Creek Road. Guests will enjoy the quick commute to Downtown, shopping, UK, and so much more. Our quiet neighborhood is perfect for walks and just a short distance to a local park. It is important to note that we do have a great relationship with our neighbors. This property does not permit local stays or disruptive behavior.brbrPhoto ID Required for Stay InformationbrAge Requirement 25 or OlderbrbrGuests will be provided a unique 4 digit code to access the home. Guests will have full access to the home besides the Garage and Storage Rooms. brbrFamily-Friendly Retreat in the Heart of LexingtonbrbrWelcome to Wishbone Retreat, your home away from home in Lexington, Kentucky! This spacious 5-bedroom, 3-bath home is thoughtfully designed for comfort, relaxation, and connection—perfect for families, groups, or anyone looking to enjoy Kentucky hospitality at its best.brbrPhoto ID Required for Stay InformationbrAge Requirement 25 or OlderbrbrUpstairs Features:brA large primary suite with a luxurious ensuite bath. A charming kids’ room with a full bed and playful touches to keep little ones entertained. A cozy queen bedroom, ideal for guests or extended family.brbrDownstairs Highlights:brA warm and inviting living area perfect for movie nights or morning coffee. Two additional bedrooms — one with a king bed and one with a queen bed — plus a full bathroom.brbrOutdoor Spaces You’ll Love:brStep out into the large backyard, perfect for outdoor games, grilling, or unwinding after a day exploring the city. Our favorite spot The screened-in patio — a peaceful retreat for enjoying Lexington evenings bug-free.brbr Nearby Attractions:brLocated in a quiet, family-friendly neighborhood, you’re just minutes away from some of Lexington’s best spots:brbrKentucky Horse Park (20 min) – Explore the beauty of the Bluegrass and its world-famous horses.brbrJacobson Park (10 min) – Great for picnics, playgrounds, and paddle boating.brbrJean Farris Winery & Bistro (8 min) – Perfect for a local night out.brbrHamburg Pavilion (10 min) – Dozens of restaurants, shops, and entertainment options.brbrRupp Arena / Downtown Lexington (20 min) – Catch a UK basketball game or enjoy live music and dining downtown.brbrWhether you’re here for a family getaway, horse country adventure, or to explore Lexington’s charm, Wishbone Retreat has everything you need to make lasting memories.brbrWhile guests are able to walk to local attractions, we recommend accessing much of the City and Central KY through a personal vehicle.

The Bluegrass Wishbone

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$328.04

Welcome to our newly renovated stylish & cozy mid-century ranch - centrally located inside New Circle Road. This home has an open floor plan with a fabulous new kitchen, smart TVs, wonderful back covered back patio and large backyard. We’ve selected premium accommodations including new mattresses with down comforter bedding & mircrofiber linens, all new kitchen wares, Keurig, desk & work area, fun games for the family & so much more!brbr- Local Registration Number: 15075478-2br- The maximum number of occupants for this short-term rental may not exceed 8. br- Guests are prohibited from allowing more individuals than the maximum occupancy allows.

Great Location / Keeneland / Rupp / Fenced Yard / Games

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$506.78

Memories in the making here at our family friendly Hamburg home! We lovingly crafted a space everyone is sure to love!brbrHere you will find board and outdoor games, a luxurious master bedroom, a relaxing first floor bedroom, and a fully stocked playroom. The outdoor space is small, but mighty! Put-put golf, giant connect 4, kid friendly Axe throwing and a large pergola area grants this area the favorite! Oh and WAFFLES! Yes, a waffle bar to start your day! Because we appreciate you a WAFFLE lot!brThe spacebr3 bedrooms, 2 baths and our home has an attached garage that will be locked with our personal belongings inside. King bed in master, queen in main floor bedroom, twin and twin trundle in playroom. The couch will also turn into a futon, but is best for kids as it’s smaller and not a full bed. Also note - our driveway is steep! Bring your hiking boots habrWe have chosen not to share a photo of the exterior for safety reasons, but we’re happy to send one over after booking is confirmed!brbrThis is our personal home, and while we are away we love sharing it with you! With that being said, we do have locked closets, and the garage is also locked. We also have cameras all around the house including the back yard.

A one of a kind home with a waffle and coffee bar, life sized games and comfort!

Lexington, Kentucky, United States

3

Bed