Home Vacation Rentals By Owner In Lexington, KY

Showing 40 Of 421 Vacation Rentals
Slider Thumb
Exceptional(41)

$309.39

/ Nightly
Private Vacation Home

Campus Cottage 4BR Sleeps 8 Near UK, Red Mile, Downtown & Keeneland

Lexington, Kentucky, United States

Charming, comfortable, and centrally located, Campus Cottage is a thoughtfully designed 4-bedroom Cape Cod-style home in Lexington, KY. Nestled just under a mile from the University of Kentucky and minutes to downtown, Keeneland, and more, this home is ideal for families or small groups visiting the area.brLocation Highlights:brbr• 1 mile to University of Kentuckybr• 2 miles to Rupp Arena & Downtownbr• Walkable to Red Mile Racetrackbr• 5.3 miles to Keenelandbr• 9.4 miles to Kentucky Horse ParkbrbrHome Features:br• Sleeps 8 comfortablybr• First floor: 2 queen bedrooms + full bath (tub/shower)br• Second floor: 1 king + 1 queen bedroom + full bath (shower)br• Fully equipped kitchen with drip coffee maker, Keurig, ice-making fridge, oven, and dishwasherbr• Private back patio with seating for eightbr• Basement laundry (washer & dryer)br• All linens and towels providedbr• 500 MB high-speed WiFibr• Smart TVs in every bedroombr• Blackout curtains for restful sleepbr• Yard access (garage excluded)brbrThe home is beautifully styled with cozy cottage décor and designed exclusively for guest use with no personal items or clutter, just a clean and relaxing space to call your own while in Lexington.brbrMake yourself at home and enjoy everything the Bluegrass has to offer from this perfectly located retreat.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(5)

$252.95

/ Nightly
Private Vacation Home

2 Miles to UK-Downtown Lex + Close to Restaurants + Top Location & Neighborhood

Lexington, Kentucky, United States

Experience Lexington at its best in our newly renovated home, tastefully themed in the Flapper era. The space includes a King size suite and a full-size bedroom, providing comfortable accommodations for your stay.brbrClose to Chevy Chase, just steps from Woodland Park, our historic gem has been meticulously restored, with modern amenities. Explore nearby Restaurants, breweries, and attractionsbrbrLess than a 2 Miles to Kroger Field, University of Kentucky and Rupp Arenabrbr***This is the lower unit: You'll have the entire lower section of a the home to yourself, ensuring a private and peaceful stay. The top unit is not in use during your visit, guaranteeing your privacy.***brbrMaster Suite: Sleep soundly on a King Size Memory Foam Mattress, and unwind with a 55 Inch Smart TV. There's also a convenient working desk if you need to catch up on tasks.brbr2nd Bed Room (Innovation Room): Cozy up in the Full Size Bed, watch your favorite shows on a 55 Inch Smart TV, and work comfortably at the provided desk.brbrOur bed and pillows are adorned with hotel-quality sheets and are meticulously protected with zipper covers for your comfort and peace of mind. brbrLiving Room (Flappers Hangout): Our spacious living room is the perfect place to relax with a massive 70 Inch Smart TV for your entertainment.brbrBathroom:brThe bathroom is designed for your comfort and convenience. It features a large shower to freshen up and prepare for your day. You'll also find a stylish backlit mirror, adding a touch of elegance to your daily routine. Enjoy a refreshing start to your mornings or a relaxing wind-down in the evening. brbrKitchen: Prepare meals in the well-equipped kitchen, complete with an electric stove, fridge, essential utensils, Keurig and Drip Coffee makers, and an Air Fryer for your culinary needs.brbrGuests will have full access to the entire lower unit of our house, ensuring a private and comfortable stay. The top unit is unoccupied during your visit, further enhancing your privacy.brbrEvery door in the lower unit is equipped with smart locks, providing convenient and secure access to the entire space.brbrWe offer Roku Smart TVs in every room for your convenience. Please note that we do not provide specific logins, but you are welcome to download and use your own apps and log in with your personal accounts to tailor your entertainment experience to your preferences.brbrUpcoming Expansion:brbrWe're in the process of finishing up the top part of the unit, which will soon be available for rent as one spacious unit. It will include two additional bedrooms, one bathroom, a full living room, and a kitchen. If you're interested in booking the entire space for a larger group, feel free to message us for more details. We'll be happy to provide you with information on this exciting option.brbrCommunication:brbrWe value clear and convenient communication. For your convenience and to ensure all communication is centralized, we encourage guests to reach out and connect with us through the VRBO app. This helps us provide quick and efficient responses to any inquiries or requests you may have during your stay. Your comfort and satisfaction are our top priorities, and we're here to assist you every step of the way.br
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(115)

$232.14

/ Nightly
Private Vacation Home

1.5 Miles to Kentucky Horse Park Premise ID 12268400-1

Lexington, Kentucky, United States

Centrally located spot ideal for touring/showing/or eventing, at Kentucky Horse Park (1.5 miles away). Close to Keeneland race course and the Red Mile harness track. House is also located in the middle of the main thoroughbred breeding region in the World. Some of the farms close by are Cobra, Castleton Lyons, Spy Coast, Limestone Ridge, Hurricane Hall, Calumet, Spendthrift, Dixiana, Kentuckiana, Far Away, Three Chimneys, Walnut Hall, and Winchester to name a few.brbrIf you are infatuated with the horse, this is the place to be. The self proclaimed Horse Capital of the world welcomes you! Tours can be arranged with prior notice. See sights from the movies Dreamer, Seabiscut, and Secretariat with in minutes of this home. Perfect place to unwind at night after a day at the races (Keeneland and Red Mile). Touring the Kentucky Horse Park, Keeneland, or Thoroughbred Center, no worries 3-20 minutes away. brbrOne bedroom with King bed, two bedrooms with queen beds. One tub shower combination, one large shower only. Central air, flat screen TVand DVD player. Kitchen and dining room. Washer and dryer. Large fenced backyard for your pet or for grilling on our gas grill. House is small in square footage, so perfect for a home base while touring the area.brbrWe have two homes vrbo # 246734 and #492149 located across the street from this home. If you have a large group we can potentially accommodate according to availability!brbr*NOTES*br*Paper products are not suppliedbr*Top loader washing machine, not front loaderbr*Not suitable for horse trailers due to lack of appropriate place to turn around. (could park across the road on our farm)brKeywords: 1.5 miles to Kentucky Horse Parkbr*PER LFUCG REGULATIONS/8 TOTAL GUESTS ALLOWED ON PREMISES. GUESTS ARE PROHIBITED FROM ALLOWING ADDITIONAL GUESTS ONTO PROPERTY
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(88)

$367.98

/ Nightly
Private Vacation Home

Cheerful and Cozy in the Heart of Chevy Chase!

Lexington, Kentucky, United States

Enjoy your morning coffee on the front porch Adirondacks or the bistro table of this quaint bungalow in the heart of the popular Chevy Chase neighborhood in Lexington, KY. Perfect for UK football weekends and campus events, Bourbon Trail outings or Keeneland Horse Track. The well maintained house offers ample space for up to 6 guests all on the main level. Large master suite with bathroom en suite and comfortable sitting area. Fully equipped kitchen ready for tailgate preparations! Walking distance to many local restaurants, UK campus, and fun shops. Off street parking for three cars easily!brbrOur home is walking distance to Kroger, shops and restaurants on Euclid in the heart of Chevy Chase, and Graeter's Ice Cream shop. We are also convenient to downtown amenities! Our favorite restaurants include Bella Cafe & Grill and Joella's, both just a stone's throw from the house.brbrThe neighborhood is lovely to walk around and of course, the walk to UK campus and stadium is less than a mile! Perfect for a football weekend!brbrKitchen features new stainless appliances, ample cabinet space, 4 seat high top table, stocked with pots and pans and pantry items and dishes. The house has a new hot water heater and central hvac system, equipped with a Nest thermostat. Full size washer and dryer are directly off the kitchen.brbrBedrooms are tastefully decorated with comfy mattresses, lots of pillows and ceiling fans. Each bedroom has a nice sized closet. brbrMaster bedroom is peaceful and relaxing! Reading area allows for an escape from the rest of the house. Spa like shower and double vanity in the master area, supplied with plenty of shampoos, soaps, conditioners, and make up removal options. brbrWe love dogs but need to know about them prior to booking! We will allow one dog, around 50 pounds, well behaved and trained and preferably not a bed or couch sleeper...but not a dealbreaker, We just ask that you bring old sheets or blankets for covering; we have some dog blankets as well. There is a small fenced backyard, however it is accessed from the outside; no inside access to the back yard. We do have a $30 pet fee for approved pets. Be sure to let me know the details when you inquire to book! No cats or other animals permitted. brbrThe house is equipped with keypad code for entry. We do not allow events or parties, and only registered guests are permitted overnight on the property. Thank you in advance for abiding by this important policy! We strive to make our place a home away from home and appreciate your respect for our neighbors.brbrLexington Special Fees License/Registration 15057248-2. Maximum occupancy at any time 6; maximum overnight occupancy 6. Strict adherence to number of overnight guests is expected and required by the City of Lexington and Fayette County, Ky. No gatherings permitted under host rules and regulations at any time and any daytime guests not on the reservation must be disclosed and approved by host.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(7)

$178.33

/ Nightly
Private Vacation Home

Bed & Breakfast type bedroom in shared apartment above a Specialty Coffeeshop.

Lexington, Kentucky, United States

Rent a 1 bedroom (bathroom inside each room), walk in closet in this shared apartment. Bed & Breakfast vibes, each room is on a lock code. You would be sharing the common area with 1-2 other people who work outside of home most of the day. Upstairs apartment above a Specialty Coffeehouse. Quiet and a quick stroll downstairs for breakfast to Brevede Coffee Co. Enjoy this gem located in Lexington’s most sought after location, Chevy Chase historic district. Across the street, just steps away you’ve got restaurants, clothing boutiques, ice cream & so much more! Hop on a scooter across the street and head downtown to explore all that Lexington has to offer. So close to UK, Rupp Arena, Movie theaters, Entertainment. LexLive bowling, theatre, arcade is only 10 minutes away. Explore all the parks, bike trails, the Arboretum. Downtown you’ll also find the Farmers Market and if you head further down, The Distillery District is a must. It’s a newly revived old historic distillery, named #1 tourist attraction in Lex since 2021. It offers, restaurants, bars, Goodfella’s pizza, the famous KY Crank & Boom ice cream, Brevede’s original location and gift shopping. Just a short drive out is Keeneland, you can walk in free of charge on most mornings to tour it before 9am and there’s a chance you’ll catch some horses getting trained on the track. All around you’ll find the most beautiful horse parks, bourbon tours, hiking & waterfalls. Drive out to some of the picturesque historic towns such as Midway, Versailles, Wilmore just to name a few. The experience of the Bluegrass is truly a treasure.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$327.09

/ Nightly
Private Vacation Home

Chevy Chase-1mi to Rupp-Kroger Field-Downtown

Lexington, Kentucky, United States

You will love this centrally located 3 bedroom, 2 bathroom home in the Chevy Chase area. It is about 1 walking mile from RUPP arena, downtown and the University of Kentucky Campus. And just a short 8 mile drive to Keeneland.brbrWe recently added a privacy fence around a portion of the back patio, as well as an outdoor gas fire pit.brbrPack 'n Play available upon request.brbrThe spacebrRanch style home with basement where washer/dryer are located. (Laundry pods are provided) brBedroom 1 - Full bed, 32' smart TV, desk for remote workbrBedroom 2 - King bed, 32' smart TVbrBedroom 3 - King bed 32' smart TVbrDining room 1 - Table with six charis brDining room 2 - Table with four chairsbrKitchen - Fully stocked with all essential items including coffee pot with coffee grounds, coffee filters, creamer, sugar, tea, paper towels, dish soap, and dishwasher pods. brSpacious living area with gel mattress pull out couch, love seat, and chair with ottoman. br2 full bathrooms - One with stand up shower, one with tub/shower. Stocked with bathroom essentials including shampoo, conditioner, body wash, hand soap, towels, hand towels and wash cloths brPlenty of off street parking available as well as free on street parking.brGuest accessbrCompletely private home with shared exterior yard in the back. There is a privacy fence on a portion of the back patio. The house is connected to an apartment building but no one other than VRBO guests will have access to the house.brOther things to notebrWe just recently added a privacy fence to a portion of the back patio.brbrThe building next door has 8 apartments. The apartment tenants use a laundry facility that is located in the basement of this house. The basement has been sectioned off and the tenants do not have any form of access into the house itself or your side of the basement. brbrThe door that the apartment tenants use to access the basement is located in the middle of the back patio of this house. (Please see pictures of the back of the house for reference - and note the new privacy fence is not pictured.)brbrThe laundry facility for the apartment tenants ONLY is a paid laundry facility and we do not recommend guests use this as we have provided a washer and dryer that is free for you to use. The VRBO guests W/D is located in the basement but again - these areas have been completely separated off and do not have connecting doors. The way VRBO guests access their laundry is from a door inside the house.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$283.17

/ Nightly
Private Vacation Home

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Lexington, Kentucky, United States

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much more. Guests will truly #LiveLikeALocal in this cozy home. Conveniently located to Keeneland, Fayette Mall, Blue Grass Airport, Rupp Arena, Jeff Ruby's, Distilleries & so much more! brbrAn hour drive to Red River GorgebrbrProfessionally managed by Lexington's #1 Property Management Company, our team is readily available for guests needs.brbrLocated in a Suburban neighborhood, guests are close to a community park and major Central KY attractions.brbrThis AirBNB is the perfect to gather, relax, re-charge and make memories. Whether you are coming into town for the Bourbon Trail, Keeneland, Sporting Event, concert or business trip, this property will be all of your needs! brbrOur property is named after the famous racehorse Sky Beauty. With personal connections to this horse, the owners have opened their home while they work from West Coast in the thoroughbred industry.brbrGuests will be dazzled by this fashionable home located in 40514. With ample amounts of storage, stellar décor, and horse pieces throughout, guests will live like a true Lexingtonian while being surrounded by an eclectic, classy, and entertaining friendly property. brbrFeaturing 3 bedrooms & 2 baths, this unit has LVP Flooring, amazing back patio, fenced in backyard, Apple T.V., and wireless internet. Sky Beauty has three cozy bedrooms each with a Queen Sized BED. The property has a Primary Bedroom with ensuite & two additional bedrooms who share a common full bathroom.brbrSky Beauty also offers guests a full kitchen, washer & dryer, cozy living room, outside bar, and just a short commute to live like a local and experience all of Kentucky's finest. An 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. This property also includes parking! Guests are easily able to access Lexington's finest attractions and experience multiple aspects of this diverse city.brbrRegistration # : 15082628-1brbrPublic transportation is limited due to COVID-19, Uber may take longer than normal. We recommend a personal vehicle.brbrPet fee is $25 per pet and subject to approval.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(15)

$1489.86

/ Nightly
Private Vacation Home

This house is a 5 bedroom(s), 4.5 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Wonderful Historic Bluegrass Trust Home- WOODLAWN is an estate unlike any other in Central Kentucky located in the heart of Lexington. Woodlawn is registered as a Bluegrass Trust Historic Property. The facade is anchored by a Greek pediment and four ionic columns which lends elegance and southern charm to the already stunning five bedroom, four and a half bath home.brbrI will be available as needed during the duration of your stay to make certain you enjoy yourself and all Lexington has to offer!brbrOur neighborhood is often referred to as Lexington's Hidden Gem with tree lined streets and several of the houses being part of The Bluegrass Trust registry. Take a drive out nearby Paris Pike Rd to see some of the best horse farms in the world!brbrYou will have full access to the home except for the garage.brbrWoodlawn is in the heart of Bourbon Country. The home sits on an acre of well manicured grounds and gardens containing 200 year old Ash trees. Woodlawn has been painstakingly restored and renovated, harmonizing the luxuries of the 21st century with the classic design of southern sophistication of the past. For more than two decades this home has served as the heart of many of our family gatherings and special events. The furnishings include an eclectic mix of art and furniture acquired during our expat years and our travels around the world. We want to open our home for your enjoyment. No matter where we have lived in the world we have always been drawn back to Lexington. Woodlawn is within 3 miles of downtown Lexington and Rupp Arena, home of the Kentucky Wildcats. Lexington is known as The Horse Capital of the World. Our home is less than 10 miles to the Bluegrass Field-Lexington Airport, Keenland Racetrack and The Kentucky Horse Park. Woodlawn is conveniently located in close proximity to many of the bourbon distilleries on The Kentucky Bourbon Trail and we are super excited to share it with you. Come enjoy our southern hospitality!brbrRegistration #: 15083767-1brbrWe are less than a mile to Interstate I-64 and I-75
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(9)

$706.43

/ Nightly
Private Vacation Home

Unbeatable Location: Trackside Farm at Keeneland

Lexington, Kentucky, United States

Enjoy Bluegrass culture and treat urself to this rare combination of location, convenience, and southern hospitality.brWalk out the back gate and enjoy a short stroll or golf cart to Keeneland's training track, the Thoroughbred Club of America, or day at the races!brBourbon lovers will appreciate being just mins off the Bourbon trail, Versailles rd, and Bluegrass Parkway. Downtown is a short 5brmile ride and the airport just 1 mile.br5 bedroom/3 bathbr2 king 3 queenbrBonus rm w/trundlebrSleeps 12brThe spacebrTrackside Farm sits on almost 8 acres of rolling bluegrass countryside. The house has been completely renovated as of Sept 2022. New central hvac unit, hot water heater, hi speed internet and updated house infrastructure ensure a safe comfortable experience.brbrInside a great deal of care was taken to ensure a space conducive to social activities as well as a good night sleep.brThe kitchen and living room are wide open with a large island for eating and congregating. A large window in the great room overlooks the farms barn and neighboring horse training operation. Step out the kitchen into the four seasons room and enjoy a brisk fall morning as the sun rises overtop the galloping horses.brbrIn the evenings, enjoy settling down to a warm fire on the back patio or playing the provided cornhole or knock the bottle frisbee.brbrThe basement consists of a large rec room, kitchenette and single bedroom with full bath.brThere are an abundance of things to entertain including a large projector for viewing live races or watching movies, a full size table hockey game, and a mini arcade game.br1st floor bedrooms:br2 bedrooms have king beds, 1 tempur pedic and 1 Beautyrest black label. Both are incredible mattresses.br3 bedrooms have a queen, 2 tempur pedic and 1 beauty rest black labelbrIn addition to the 5 bedrooms, a large bonus room is attached to the front Master. Inside is a built in desk set up for office work as well as a trundle bed. The trundle bed with three mattresses can be made into any combination of 1 king and 1 twin or 3 twins.brIf it will be used please advise ur intention and we will prepare accordingly with sheets and blankets.brGuest accessbrThe property is ranch on basement. The front door and garage will have a shared key code. We will provide code before arrival. Guests are welcome to use either.brThere are two large driveways and one garage will be available to use. Parking is plentiful.brThe downstairs entrance is only used as an exit as it is off of the basement bedroom.brOther things to notebrWe are pet friendly, however we reserve the right to approve the pets. Please email us the pet details prior to booking.brNo smoking inside home
Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(15)

$667.41

/ Nightly
Cottage

Cozy Cottage Perfect for Girls Night Away

Lexington, Kentucky, United States

Welcome to The Lady Clay, located in the heart of Lexington. This perfectly feminine cottage is a dream space to host bridal parties, baby showers, retreats, staycations, little girls' sleepovers and so much more!brbrWe believe in self-care and wonderful experiences, which is why we've included a variety of amenities to help you relax and pamper yourself during your stay. Indulge in a bubble bath in our jacuzzi tub, or sneak out back for a little quiet time on the porch swing!brbrOur newly renovated and fully-equipped kitchen makes cooking a dream, opening up to the dining room set up perfectly to entertain while you cook! Our living room has the coziest pink couch and is the perfect spot to relax and unwind after a long day exploring the city.brbrOur VRBO features three comfortable bedrooms, each with their own unique style and charm. The first bedroom has a dreamy pink ceiling, while the second bedroom features a blue king size canopy bed! Upstairs there are two matching king beds and the most adorable floor vanity perfect for a sleepover!brbrLocated in the heart of Lexington, KY The Lady Clay '' is minutes from our city's top attractions, including the Keeneland Race Course, Rupp Arena (hello concerts!), UK’s Football Stadium, Kentucky Horse Park, and the Bourbon Trail.brbrCome and experience all the upscale comfort Lady Clay has to offer!
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(46)

$178.59

/ Nightly
Condo

Graffiti Art Haus - Walk to Central Bank Arena

Lexington, Kentucky, United States

Industrial art haus just 3 blocks to Rupp Arena, a short walk to Gatton Park & only one block from Jefferson Street, with lots of dining & drinking options! Less than 1 mile to the Distillery District. Our guests will enjoy covered parking, luxury bedding, 2 smart TVs, a well-stocked kitchen & commercial laundry with sleeping arrangements for 4 people (1 king bed & 1 sofa bed). Whether you're in town for a concert, Keeneland, a wedding, graduation or work - this art haus is the ideal getaway! brbrWe live nearby & are available if needed. brbrOne of the best-kept secrets in Downtown Lexington! This contemporary loft community is conveniently located within walking distance to Central Bank Rupp Arena, UK, Transylvania University, the farmers market, the Distillery District & a block from the Legacy Trail for biking/walking to the Horsepark and the Town Branch Commons. There are a plethora of local bars, restaurants & entertainment within a few blocks: Blue Stallion Brewing, Distilled, Justin's House of Bourbon, Wine & Market, Blue Heron Steakhouse, Stella's Deli, Pies & Pints, Tony's Steakhouse, LexLive, West 6th Brewing, County Club + all the offerings in the Distillery District, to name just a few!brbrEntire homebrbrModern loft w/ industrial design. Art murals. Granite island. Polished concrete floors. Exposed duct work. Open floor plan. Large, smart TVs in living room & bedroom. Tile flooring in bathroom w/ tub & shower combo. Toiletries & laundry amenities provided. Seating outside on the patio.brbrVery walkable! If the weather makes walking unpleasant, you can uber or lyft easily. There are also scooters you can ride downtown. brbrFantastic location, walking distance to everything happening in downtown Lex, including the Central Bank Arena, Gatton Park, the Distillery District, the Legacy Trail, the Opera House, Jefferson Street, Short Street & Main Street. Conveniently located 10 mins from the interstate; 15 mins to Keeneland and the airport; 30 mins to Frankfort & the Ky Bourbon Trail.brbrAll cancellations will incur a 4% fee, charged by our payment processor.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Home Most popular vacation rentals in Lexington