Vacation Rentals By Owner In Lexington, KY

$198.36

King Suite. Free Breakfast. Pool. Near University of Kentucky.

Lexington, Kentucky, United States

Enjoy a wonderful trip to Lexington, courtesy of our 1 Bedroom Suite! It's close to the Lexington Children's Museum, Lexmark International, and Toyota. Amenities you're sure to love include:brbr• 1 Bedroom with a King bedbr• Sleeper sofabr• Indoor poolbr• Complimentary breakfast buffet with delicious optionsbr• Air-conditioned living spacebr• Cable television and DVD playerbr• FREE Wi-Fibr• Fully-equipped kitchenbr• 24-hour business centerbr• 24-hour fitness centerbr• Complimentary parking availablebr• Self-serve guest laundrybrbrOur suite is perfect for your next stay in Lexington! If you're on vacation, you and your family will love being close to the Lexington Children's Museum. In the area, you will also find Lexmark International, Toyota, and the University of Kentucky.brbrIn our hearing accessible suite you'll find 1 BEDROOM with a King bed. There is a Sleeper sofa in the living area.brbrGet ready in our 1 BATHROOM. We provide you with a hairdryer, towels, and complimentary toiletries. There are self-serve washing and drying machines available on-site. Dry cleaning services are available on-site.brbrRetreat to our air-conditioned LIVING SPACE, curl up and enjoy your favorite shows on our flatscreen TV or watch your favorite movie with our DVD player. In-room movies are available on premium cable. You can easily connect with friends and family back home, courtesy of the complimentary Wi-Fi. Get some work done while you're away by taking advantage of the laptop-friendly space.brbrIn the KITCHEN you'll find a stove, a microwave, a dishwasher, a refrigerator, cooking utensils, and dishes. Start your day with a cup of coffee, fresh from our in-suite coffee machine. In the morning, enjoy a complimentary breakfast buffet which features a variety of delicious options. You can grill up a meal in the shared BBQ area.brbrThere are a number of other amenities you're sure to enjoy when you stay at Staybridge Lexington where our space is conveniently located. These include: 24-hour business center, 24-hour fitness center, the indoor pool (open from 8am to 10pm), housekeeping services, evening receptions for guests with food and drink, and more! Guest services are available on-site to ensure a stress-free stay.brbrEnjoy complimentary parking available on-site.brbrA number of these units are available, and each is individually decorated. The images shown are a representation of the unit you will receive. At check-in, you will receive a unit of the same type as shown in this listing, complete with the advertised size and number of rooms, but the actual decor in the unit, view, and furniture layout may differ. You will have access to all amenities advertised!brbrA damage deposit will be processed as a pre-authorization on your credit card and will be released after your departure provided there is no damage, items missing, or extra cleaning required.brbrLOCAL FAVORITESbrbrThere are several fun things to do in Lexington. For families you can enjoy Keeneland, The Kentucky Horsepark, The Red Mile, The Children's Museum of Lexington, events at Rupp Arena, Triangle Park and horse farm tours through Bluegrass Tours. For adults there are Bourbon and Wine tours through Bluegrass Tours as well. In the winter Triangle Park has an outdoor ice skating for all to enjoy.brbrOTHER THINGS TO NOTE:br• FREE Standard Wi-Fibr• Start your day with a complimentary breakfast buffetbr• The business center is open 24-hoursbr• The fitness center is open 24-hoursbr• The indoor pool is open from 8am to 10pmbr• Complimentary parking is available on-sitebr• A damage deposit will be processed as a pre-authorization on your credit card and will be released after your departure provided there is no damage, items missing, or extra cleaning required.br• A light housekeeping service is provided from Monday to Friday and a full cleaning is provided every 7 daysbr• A number of these units are available, and each is individually decorated. The images shown are a representation of the unit you will receive. At check-in, you will receive a unit of the same type as shown in this listing, complete with the advertised size and number of rooms, but the actual decor in the unit, view, and furniture layout may differ. You will have access to all amenities advertised!br

1

Bed

1

Bath

2

Sleeps

$124.68

/ Nightly

Hotel

Pleasant Stay, Convenient Location! Pool, Free Parking & Free Breakfast!

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.

1

Bed

1

Bath

3

Sleeps

$141.99

/ Nightly

Hotel

Comfort Meets Affordability, Pool, Free Breakfast, Free Parking Onsite!

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.

1

Bed

1

Bath

3

Sleeps

$124.68

/ Nightly

Hotel

Budget-Friendly Property, Pool, Free Breakfast, Free Parking

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.

Bed

Bath

Sleeps

$196.86

/ Nightly

Private Vacation Home

HOUSE OF ROCK - DOWNTOWN, RUPP ARENA, KEENELAND, HORSE PARK

Lexington, Kentucky, United States

House is located in heart of Downtown within walking distance/1 minute uber drive of Downtown, Restaurants, Rupp Arena. Short Drive to Horse Park, Keeneland, Distillery District. One block to the right is Martine`s Bakery (popular) and a little futher walk is the DV8 (hip) Kitchen and other coffee shops. A little further walk and there is Warehouse Block (with Mexican, Italian, Eppings (Fine Dining)). Short walk/drive to left, is Lyric Theatre. Central location to see everything. brbrBeautiful Pine Floors with Black Wood Trim throughout, Granite Countertops and Stainless Steel Appliances. Vaulted and 9` Ceiling on 1st floor with Beautiful Black Trimmed entry way and staircase. Small Vehicle Garage with Door opener and driveway (rarely found downtown). Courtyard in the back off main living area. Awesome tiled bathtub and showers (glass door enclosed).brbrAccess will be with keypad on front door or garage door keypad which will be the last 4 digits of guests phone number provided.brbrThe garage is small. Please park only smaller SUV, Van or Sedans in the garage..brThis is a beautiful house located in an urban setting close to downtown and amenities. Pets are definately allowed but will have a $125 pet fee and Pet waste will need to be placed in the rear `Pawpail` located in back courtyard.brWELCOME to HOUSE OF ROCK brbrBelow is important information regarding the Property. There will be a `Welcome Booklet` available when you check in with additional information about the house and WIFI.brbrACCESS TO HOME AND PARKING:brPark in the Driveway or the one-car Garage (Garage fits most cars). You can access the Garage Door opener once you have entered the house and use it in your car during your stay, however, please do not drive off with the garage door opener in your car at the end of your stay. There will be a $45 replacement charge. There is also street parking available, if needed.brbrNO SMOKING:brAbsolutely no smoking or vaping in the interior of the property. Smoking is allowed on the front and/or back porch. Failure to adhere to these rules could result in up to a $1500 fee if painting entire house is required. Please disregard all Butts in the provided ash trays in the exterior Green Container.brbrTRASH:brGreen Trash Container is for Trash. Blue Trash Container is for Recycables. Grey Trash Container is for Yard Clippings ONLY. If you are facing the property, these trash receptacles are located to the right side of the house and can also be accessed from the rear gate.brExtra Trash Bags are located in the drawer beside the oven.brLong Term Guest, please take the Green Container (Trash) and Blue Container (Recyclables) to the street on Monday evening for pick up on Tuesday Morning. Trash Containers need to be removed from the curb by Wednesday Morning.brbrbrPETS:brThere is a nonrefundable $150 pet fee per pet. Pet size is limited to 45 lbs.brbrCHECK-IN and CHECK-OUTbrCheck-In is at 4pm on check in date and 11am on Check-Out date.

2

Bed

3

Bath

4

Sleeps

$246.82

/ Nightly

Private Vacation Home

2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

Lexington, Kentucky, United States

This beautiful 1500 sq ft brick and vinyl home is perfect for a gathering of family and friends or for someone working in Lexington for an extended period who doesn't want to live 'out of a suitcase' in a hotel. We provide all the amenities of home and the privacy too!brbrWhether coming in for a weekend at Keenland or for a University of Kentucky football or basketball game or an event at the world famous Kentucky Horse Park, this is the perfect location, just off Interstates I-64/I-75!brbrbrKeywords: house, flat, bungalo

3

Bed

3

Bath

6

Sleeps

$221.74

/ Nightly

Cottage

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Lexington, Kentucky, United States

Farm-in-the-City Cottage — A Peaceful, Private Stay for Every Kind of Traveler. Dog Friendly!brbrWelcome to your serene Kentucky getaway—a private cottage on a 20-acre horse farm and vineyard that offers something special for every type of guest. Whether you’re seeking a quiet retreat, a romantic escape, a bourbon-trail hub, an equestrian-themed stay, or a peaceful home base close to the city, this charming farm cottage brings it all together.brbrJust 10 minutes from Downtown Lexington and Midway, and 15 minutes from Keeneland, The Kentucky Horse Park, and Blue Grass Airport (LEX), this cottage sits along a convenient, well-traveled city road—easy to reach, yet tucked away enough to feel like your own quiet hideaway. You’ll also enjoy quick access to I-64 & 1-75, perfectly positioned for distilleries in Versailles, Frankfort, and even day trips to Louisville or Cincinnati, which is about an hour and fifteen minutes away.brbrFor travelers flying in, we are:br-15 minutes from Blue Grass Airport (LEX)br-1 hour from Cincinnati/Northern Kentucky International Airport (CVG)br-About 1 hour from Louisville Muhammad Ali International Airport (SDF)brbrYou truly get the best of both worlds: city convenience with country calm.brbrInside you’ll find:brbrA king bedroom for restful privacybrbrTwo twin beds in a welcoming common areabrbrA fully stocked kitchen for cookingbrbrA cozy living roombrbrA clean, updated full bathroom with towels & linensbrbrWiFi + two cable TVsbrbrBeautiful knotty pine floors & warm, farm-style charmbrbrA sense of calm and space ideal for unwindingbrbrThis is a comfortable, homey, Kentucky farm stay— authentic and thoughtfully cared for.

Bed

Bath

Sleeps

$88.33

/ Nightly

Private Vacation Home

Charming Independent House in Downtown Lexington, KY

Lexington, Kentucky, United States

Welcome to this adorable house in Lexington. With 2 queen beds in 2 bedrooms, this charming property offers a cozy retreat for guests. Enjoy the soothing ambiance of the 2 bathrooms equipped with a shower and a hairdryer. Our place will help you feel at home while you're traveling in Lexington.

Bed

Bath

Sleeps

$247.09

/ Nightly

Private Vacation Home

Chic Chevy Chase Bungalow, Heart of UK, Easy Trip to Downtown!

Lexington, Kentucky, United States

Park your car and walk almost anywhere!! So close to University of Kentucky, Chevy Chase restaurants, Coffee Shops, Parks and Trails!brbrOur completely renovated bungalow in the Historic Aylesford district of Chevy Chase is a prime locaton for seeing all that Lexington offers! We are just a few hundred yards from Woodland Park, featuring walking paths, tennis courts, and picnic areas. The Woodland Art Fair will be an experience you won't want to miss each August! The park also hosts Ballet Under the Stars, a unique ballet instruction and performance event!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 amenties! brbrThe houses on our street are uniquely designed! Our neighbors are long- term homeowners, young families with children, professionals, professors, long term rentals, a couple of short term rentals and college rentals! We love our street and all it offers!brbrAnd of course, the walk to UK campus and stadium is less than a mile! Perfect for a football weekend!brbrWe have remodeled the bungalow to have a wonderfully situated living area, with new couches and chairs and SmartTV. Vaulted ceilings in the living and kitchen area are well lighted and feature a Big Ass Fan (come to Lex, ask around, you'll find out it's really cool). Kitchen features new stainless appliances, ample cabinet space, kitchen island for seating, stocked with pots and pans and pantry items, all overlooking an awesome fenced back yard for your pup! The house has a new hot water heater and central hvac system, equipped with a Nest thermostat. brbrBedrooms are tastefully decorated with comfy mattresses, lots of pillows and remote controlled Big Ass Fans, too! Each bedroom has an oversized closet!brbrBathroom is spalike, with a large double vanity, and glass surround walk in shower. brbrFront room is a dedicated work space with a desk and chair; this room also houses the new stackable, full size washer and dryer.brbrSpeaking of pets...we love them 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, as we do provide plenty of blankets and coverings for the couch and beds. The backyard is fully fenced with a privacy fence, and plenty of space to throw a tennis ball! We do have a $25 pet fee for approved pets. Be sure to let me know the details when you inquire to book! We appreciate not letting your pets on our furnitire or beds…if they are tempted, please use the blankets provided or bring you own old sheet as needed! No cats or other animals permitted. brbrThe house is a great location for 4 guests coming in for a weekend to explore Lexington, attend a football game, visit Keeneland, or head to the Bourbon Trail. brbrThe house is equipped with a Ring doorbell/front porch camera and a back door camera The system is monitored 24/7 and must not be tampered with. We do not allow events or parties, and only registered guests and immediate family in town 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. The entire house, indoor and outdoor (including the front porch and back yard) is non-smoking!brbrLexington Special Fees License/Registration 15057248-1. Maximum occupancy at any time is 4; maximum overnight occupancy is 4. Strict adherence to number of overnight guests and day 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 guests not on the reservation must be disclosed and approved for daytime visits.

2

Bed

1

Bath

4

Sleeps

$187.33

/ Nightly

Private Vacation Home

Fully Furnished Lexington Home. Quiet, Clean, Ideal for Travel Nurses

Lexington, Kentucky, United States

This fully furnished home in Lexington, KY offers a comfortable and quiet space ideal for travel nurses, medical professionals, and working professionals seeking mid-term housing. The home features cozy living areas, comfortable beds, a fully equipped kitchen with everyday essentials, fast Wi-Fi, and an in-unit washer and dryer. Located in a peaceful neighborhood with convenient parking, the home provides easy access to major hospitals, downtown Lexington, shopping, dining, and main roadways. Designed for 30+ day stays, this property is a clean, reliable, and stress-free place to feel at home during your stay.

Bed

Bath

Sleeps

$569.9

/ Nightly

Private Vacation Home

Historic, spacious home in Chevy Chase, perfect for big families! By downtown&UK

Lexington, Kentucky, United States

Visiting with a big group Look no further! This house is in the perfect location to enjoy everything Lexington has to offer. 5B/4Ba, two kitchens, and extra accommodation in the lower living room with two futons, all decorated with an industrial style featuring art inspired by the bourbon industry and horse racing. Walking distance to restaurants, bars, shops, parks, Kroger Field, UK Campus and Rupp Arena. Short drive to Downtown, Distillery District, Keeneland, Bourbon Trail and much more!brbrNotes: br-This home is divided in two units. Booking through this listing gives you access to both units. Each has a separate entrance, kitchen, living room, dining room and laundry room.brbr-We use quality Zinus green tea mattresses. These are firm mattresses, so if you prefer a soft mattress, we recommend you book elsewhere brbrSTR Registration/Property ID #15076032-1 brMaximum occupancy: 10 guests, please refrain from having additional guests stay overnight since this is the maximum occupancy allowed by the city

Bed

Bath

Sleeps

$448.1

/ Nightly

Condo

The Champion's Suite Unit 809

Lexington, Kentucky, United States

Summary:brbrWelcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.brbrbrbrThe Space:brbr● Two spacious queen bedrooms, each with an en suite bathroom, dresser, and closet,brbroffering a true suite-like experience.brbr● A gourmet open-concept kitchen with a large island, perfect for entertaining. Outfittedbrbrwith Sub-Zero, Wolf, and Cove appliances.brbr● A beautifully designed living area with a comfortable sofa, two lounge chairs, and abrbrdining space for gathering.brbr● A balcony with downtown views.brbr● Exquisite finishes from floor to ceiling, ensuring a stylish, high-end atmosphere.brbr● Two private parking spots are included. brbrbrbrBuilding Amenitiesbrbr● Rooftop pool with stunning city views (estimated opening in Spring 2026)brbr● On-site restaurant & bar for effortless dining.brbr● Secure building with elevator access.brbr● Free high-speed WiFi – perfect for work or streaming.brbr● Smart TVbrbr● Washer & dryer in-unit for extended stays.brbr● Luxury linens & plush pillowsbrbrbrbrWho This Space is Perfect Forbrbr● Keeneland visitors & bourbon trail travelers.brbr● Business professionals – fast WiFi & comfortable workspaces.brbr● Families visiting UK students.brbr● Couples looking for a luxury getaway.brbrbrbrMAXIMUM OCCUPANCY: 6 guests.brbr● Guests are prohibited from allowing more people onto the premisesbrbrthan the maximum occupancy allowed.brbr● STR may not be used for private events, such as weddings or parties, in whichbrbrthe number of participants exceeds the maximum occupancy limit. No privatebrbrevents shall occur between the hours of 11:00 PM and 7:00 AM. Special eventsbrbrfor a commercial purpose shall be prohibited at all times.brbr● No parties, no smoking, no pets – this is a luxury home meant for relaxation.brbrbrbrGuest Access:brbr● Self check-in with a smart lock – no hassle, no waiting.brbr● Private Parkingbrbr● Day-Passes to The Vine ClubbrbrbrbrThe Neighborhood:brbr● Situated at 106 W Vine Street—just steps from Rupp Arena, City Center, fine-dining, and shopping.brbr● Enjoy effortless access to the city’s top destinations, from the Distillery District and Transylvania University to local restaurants, galleries, and entertainment venues — all within walking distance.brbrbrbrGetting Around:brbr● 5-minute walk to local favorite restaurants, coffee shops, and boutique shopping.brbr● 10-minute walk to The University of Kentucky & Rupp Arena.brbr● A short drive to Keeneland, the Bourbon Trail, and The Henry Clay Estate.brbrbrbrInteraction with Guests:brbrThe Guest Experience Coordinator is available Monday–Friday, from 8 AM to 5 PM, in The Vine’s Main Lobby. You can also reach them by phone or email, with all contact details provided in your guest book.

2

Bed

2

Bath

4

Sleeps

$454.59

/ Nightly

Condo

Thoroughbred Retreat Unit 803

Lexington, Kentucky, United States

Summary:brbrWelcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.brbrbrbrThe Space:brbr● Two spacious queen bedrooms, each with an en suite bathroom, dresser, and closet,brbroffering a true suite-like experience.brbr● A gourmet open-concept kitchen with a large island, perfect for entertaining. Outfittedbrbrwith Sub-Zero, Wolf, and Cove appliances.brbr● A beautifully designed living area with a comfortable sofa, two lounge chairs, and abrbrdining space for gathering.brbr● A balcony with downtown views.brbr● Exquisite finishes from floor to ceiling, ensuring a stylish, high-end atmosphere.brbr● Two private parking spots are included. brbrbrbrBuilding Amenitiesbrbr● Rooftop pool with stunning city views (estimated opening in Spring 2026)brbr● On-site restaurant & bar for effortless dining.brbr● Secure building with elevator access.brbr● Free high-speed WiFi – perfect for work or streaming.brbr● Smart TVbrbr● Washer & dryer in-unit for extended stays.brbr● Luxury linens & plush pillowsbrbrbrbrWho This Space is Perfect Forbrbr● Keeneland visitors & bourbon trail travelers.brbr● Business professionals – fast WiFi & comfortable workspaces.brbr● Families visiting UK students.brbr● Couples looking for a luxury getaway.brbrbrbrMAXIMUM OCCUPANCY: 6 guests.brbr● Guests are prohibited from allowing more people onto the premisesbrbrthan the maximum occupancy allowed.brbr● STR may not be used for private events, such as weddings or parties, in whichbrbrthe number of participants exceeds the maximum occupancy limit. No privatebrbrevents shall occur between the hours of 11:00 PM and 7:00 AM. Special eventsbrbrfor a commercial purpose shall be prohibited at all times.brbr● No parties, no smoking, no pets – this is a luxury home meant for relaxation.brbrbrbrGuest Access:brbr● Self check-in with a smart lock – no hassle, no waiting.brbr● Private Parkingbrbr● Day-Passes to The Vine ClubbrbrbrbrThe Neighborhood:brbr● Situated at 106 W Vine Street—just steps from Rupp Arena, City Center, fine-dining, and shopping.brbr● Enjoy effortless access to the city’s top destinations, from the Distillery District and Transylvania University to local restaurants, galleries, and entertainment venues — all within walking distance.brbrbrbrGetting Around:brbr● 5-minute walk to local favorite restaurants, coffee shops, and boutique shopping.brbr● 10-minute walk to The University of Kentucky & Rupp Arena.brbr● A short drive to Keeneland, the Bourbon Trail, and The Henry Clay Estate.brbrbrbrInteraction with Guests:brbrThe Guest Experience Coordinator is available Monday–Friday, from 8 AM to 5 PM, in The Vine’s Main Lobby. You can also reach them by phone or email, with all contact details provided in your guest book.

Bed

Bath

Sleeps

$241.35

/ Nightly

Private Vacation Home

Stylish 2Bed/2Ba home in Chevy Chase, close to Downtown and UK!

Lexington, Kentucky, United States

Enjoy everything Lexington has to offer while staying in this stylish and spacious 1st floor apartment in the historic Chevy Chase neighborhood. The industrial-style decor features works of art and photos inspired by the bourbon industry and horse racing. Walking distance to some of the best restaurants in the city, iconic bars, quirky shops, Kroger Field and UK Campus. A short drive away to Downtown, Rupp Arena, the Distillery District, Keeneland, the Bourbon Trail and many other attractions.brbrNotes: brbr-This is the 1st floor apartment of a duplex and sounds may be heard from the 2nd floor unitbr-we use quality Zinus green tea mattresses. These are firm mattresses, so if you prefer a soft mattress, we recommend you book elsewhere brbr*See our other listings which may be more suitable for your needs: brbr-The other unit in the duplex which is a 3bed/2bath at https://www.vrbo.com/2540857brbr-The whole 5bed/4bath house is also listed at https://www.vrbo.com/2880247

Bed

Bath

Sleeps

$77.52

/ Nightly

Guest House

'Edith' Carriage House Getaway - I-75/Hamburg!

Lexington, Kentucky, United States

This recently renovated turn-of-the-century carriage house is located just a few minutes from both the I-75 exit and the Hamburg area of Lexington: quick, easy interstate access but in a country setting! Downtown Lexington is just 12-15 minutes drive. The apartment is very cozy, featuring a deck and large yard on filled with trees and flowers. There is a comfortable futon as a 2nd bed. Come as a quick stop off the interstate or as a weekend getaway from the city, we look forward to hosting you!

1

Bed

1

Bath

4

Sleeps

$511.09

/ Nightly

Condo

Teal & Barrel Unit 411

Lexington, Kentucky, United States

Summary:brbrWelcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.brbrbrbrThe Space:brbr● Two spacious queen bedrooms, each with an en suite bathroom, dresser, and closet,brbroffering a true suite-like experience.brbr● A gourmet open-concept kitchen with a large island, perfect for entertaining. Outfittedbrbrwith Sub-Zero, Wolf, and Cove appliances.brbr● A beautifully designed living area with a comfortable sofa, two lounge chairs, and abrbrdining space for gathering.brbr● A balcony with downtown views.brbr● Exquisite finishes from floor to ceiling, ensuring a stylish, high-end atmosphere.brbr● Two private parking spots are included. brbrbrbrBuilding Amenitiesbrbr● Rooftop pool with stunning city views (estimated opening in Spring 2026)brbr● On-site restaurant & bar for effortless dining.brbr● Secure building with elevator access.brbr● Free high-speed WiFi – perfect for work or streaming.brbr● Smart TVbrbr● Washer & dryer in-unit for extended stays.brbr● Luxury linens & plush pillowsbrbrbrbrWho This Space is Perfect Forbrbr● Keeneland visitors & bourbon trail travelers.brbr● Business professionals – fast WiFi & comfortable workspaces.brbr● Families visiting UK students.brbr● Couples looking for a luxury getaway.brbrbrbrMAXIMUM OCCUPANCY: 6 guests.brbr● Guests are prohibited from allowing more people onto the premisesbrbrthan the maximum occupancy allowed.brbr● STR may not be used for private events, such as weddings or parties, in whichbrbrthe number of participants exceeds the maximum occupancy limit. No privatebrbrevents shall occur between the hours of 11:00 PM and 7:00 AM. Special eventsbrbrfor a commercial purpose shall be prohibited at all times.brbr● No parties, no smoking, no pets – this is a luxury home meant for relaxation.brbrbrbrGuest Access:brbr● Self check-in with a smart lock – no hassle, no waiting.brbr● Private Parkingbrbr● Day-Passes to The Vine ClubbrbrbrbrThe Neighborhood:brbr● Situated at 106 W Vine Street—just steps from Rupp Arena, City Center, fine-dining, and shopping.brbr● Enjoy effortless access to the city’s top destinations, from the Distillery District and Transylvania University to local restaurants, galleries, and entertainment venues — all within walking distance.brbrbrbrGetting Around:brbr● 5-minute walk to local favorite restaurants, coffee shops, and boutique shopping.brbr● 10-minute walk to The University of Kentucky & Rupp Arena.brbr● A short drive to Keeneland, the Bourbon Trail, and The Henry Clay Estate.brbrbrbrInteraction with Guests:brbrThe Guest Experience Coordinator is available Monday–Friday, from 8 AM to 5 PM, in The Vine’s Main Lobby. You can also reach them by phone or email, with all contact details provided in your guest book.

Bed

Bath

Sleeps

$309.13

/ Nightly

Private Vacation Home

Close to UK, Keeneland and downtown. Rare Country living in the city.

Lexington, Kentucky, United States

Cozy 3 bedroom guest house sitting on 8 acres but still in close proximity to everything. This is connected to our own home so you may see us as we will share a driveway. If we are home we can assist with any needs immediately. A real gem in Lexington. Perfect for UK games, bourbon trails, horse related events and all other Lexington related getaways. Seconds from the interstate and the Hamburg side of Lexington which has tons of restaurants and shopping. Short term rental permit# 15086445-1

Bed

Bath

Sleeps

$282.96

/ Nightly

Guest House

Modern & Elegant Carriage House on Paris Pike in Lexington

Lexington, Kentucky, United States

YOUR BLUEGRASS GETAWAY IS HERE! This modern & luxurious 1 Bedroom, 1 Bath private carriage house is a dream! (Sleeps 2-4) The open ambiance, high ceilings, natural lighting and elegant features provide you with the vacation magic you desire. Come here to relax and enjoy all the charm Central Kentucky has to offer. Surrounded by horse farms, the Carriage House is only minutes from The Kentucky Horse Park, Keeneland, Fasig-Tipton, downtown Lexington, UK, Red Mile, Rupp Arena, renowned dining, shopping and more! Styling throughout the home is clean, modern and minimal. The interior is equipped with everything you would expect from a 5-star family home. Here, an eclectic mix of comfortable furnishings invites you to a cozy evening of family games, or a nice nap after a great day exploring Central Kentucky, enjoying a day at the Keeneland racetrack, working a day at the horse sales at Fasig-Tipton or Keeneland, or visiting our many world renowned bourbon distilleries and local wineries. We provide two flat screen TVs, WiFi, high ceilings with exposed wood beams, central A/C and heat, comfy King bed, queen sofa bed, beautiful garden, playground area if needed, Kuerig & Nespresso coffee machines, full size washer and dryer, all the essential dining ware, linens, towels, etc., gourmet kitchen with marble countertops, stainless appliances and bar with seating, full bathroom with tiled shower. If you have a particular requirement, please be sure to tell us and we will be happy to try to accommodate! We want your trip to the Bluegrass to be special! License number 15081686-1.

Bed

Bath

Sleeps

$209.56

/ Nightly

Apartment

Modern Loft - Parking Included, Walk to Downtown

Lexington, Kentucky, United States

• Walkable to Local Favorite Spots | Gratz Park, doodlesbr• Located above a Speakeasy in Downtown Lexington (expect some sound from below! We provide a sound machine and earplugs for guests to use if needed)br• TVs in Living Room + Bedroombr• Fully Equipped Kitchenbr• Free Off-street ParkingbrbrBlackout blinds have been added to the living room windows! This removes the brightness from the security light mentioned in the reviews.brbrPremise ID for Local Regulations & Licensing: 15018706 dash 1brbrProximity to nearby attractions:br• doodles breakfast + lunch: 2 min walkbr• Third Street Stuff: 1 min walkbr• 5 min walk to restaurants and bars: Corta Lima, Pearls Pizza, Bar Onabr• Rupp Arena: 15 min walk or 3 min drivebr• Greyline Station: 30 min walk or 5 min drivebrbrThis unit rests on the second floor of a recently renovated building. Off-street parking is available to you during your stay. Once you park and enter the unit, you will head up one flight of stairs.brbrKitchen: oven, microwave, toaster, coffee makerbrIncluded amenities:br+ Fully stocked kitchen to ease meal prep and cooking during your staybr(plates, bowls, utensils, drinking glasses, wine glasses, mugs, pots, pans, cutting board, cookie sheet, mixing bowls, measuring cups, measuring spoons)br+ salt, pepper, olive oil, ground coffeebrbrLiving Room:br+ Smart TV for streamingbr+ deck of cards and board gamesbrbrBathroom: walk-in tiled showerbrIncluded amenities:br+ Shampoobr+ Conditionerbr+ Body washbrbrBedroom:br+ Queen sizedbr+ Smart TV for streamingbrbrGuests will have access to the entire unit. The unit has free off-street parking for 1 vehicle in a designated parking spot.

Bed

Bath

Sleeps

$355.1

/ Nightly

Private Vacation Home

Entire home in Lexington, Kentucky

Lexington, Kentucky, United States

Welcome to your cozy retreat in the heart of El Mansoura! This modern and thoughtfully designed apartment offers a comfortable and stylish stay, ideal for Families. Located just steps away from El Galaa Plaza Mall, you’ll enjoy easy access to shopping, dining, and local attractions.

5

Bed

3

Bath

10

Sleeps

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