Vacation Rentals By Owner In Lexington, KY

$129.84

Haven on Hays

Lexington, Kentucky, United States

Elegantly designed and generously proportioned, this residence showcases three bedrooms, 2.5 bathrooms, and a sizable bonus room, situated in the highly sought-after Walnut Creek subdivision. Conveniently positioned near UK, Keeneland, KY Horse Park, numerous hospitals, and picturesque horse farms, this home encapsulates the charm of Central Kentucky living. The first floor hosts a luxurious primary bedroom with an en suite full bathroom, contributing to a well-thought-out floor plan that caters to diverse preferences.brbrIndulge in the expansive eat-in kitchen, adorned with ample counter space and a convenient pass-through to the inviting family room. Enhancing practicality on the first level are an additional half bathroom and a well-appointed utility room. Ascend the staircase to discover the second and third bedrooms, each featuring expansive walk-in closets, alongside an oversized loft area. The residence also boasts an attached one-car garage, a fenced-in yard, and surrounding green spaces, both in front of and behind the home, completing the comprehensive list of desirable features.brbrThis listing is for 31 days or more only.

Bed

Bath

Sleeps

$195.09

/ Nightly

Condo

Downtown LEX - Keeneland Condo

Lexington, Kentucky, United States

Located in the heart of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 406 is newly constructed featuring all the modern-day amenities a guest would desire when visiting Central KY. brbrResiding on the 4th floor, this condo-hotel features a full kitchen w/ quartz countertops, 3 barstools, living room with sleeper sofa, fireplace, 65'' Smart TV, fast/free WiFi. The bedroom is complete with queen-sized bed and Smart TV. Private Washer/Dryer in-unit. Walkable to Rupp!

Bed

Bath

Sleeps

$102.61

/ Nightly

Cottage

Kentucky River Cottages ~ 3rd Floor Suite ~ On The Bourbon Trail!

Lexington, Kentucky, United States

*Featured on the Live Well Network's Sweet Retreats!* The cottage is situated on a large wooded lot overlooking the Palisades of the Kentucky River. The surrounding woods and river provide spectacular scenery all year round. Family recreation is readily available at the Horseshoe pit and Corn Hole boards. With direct river access, canoeing and kayaking are popular activities on the river. In the evening, star gaze around an open fire in the large fire pit off the stone patio. brbr If you want more adventure, the cottage is a short drive to fun dining experiences at Jean Farris Winery and Bistro, or Proud Mary's riverside restaurant and bar. Although the cottage is in a secluded setting, it's only a half-mile from Interstate 75, within easy driving distance to Boone's Trace championship golf course, Boone Creek Canopy Tour (zipline)Boonesborough State Park, Red River Gorge and Natural Bridge State Park. The Kentucky Horse Park is a popular attraction and pairs up well with tours of surrounding Horse Farms and a visit to retired race horses at Old Friends Farm. Whatever activities you enjoy, you'll find it all at Kentucky River Cottages. brbrThe 3rd Floor Suite of the Cottages offers a cozy, couple's sanctuary with a view of the Kentucky River from the dining area of the cottage. The doors open onto a private deck for relaxing with your morning coffee. The kitchenette area provides a full fridge, sink, and microwave for snacking and simple meals. When you arrive, you'll find a binder on the table listing area attractions and our staff stands by to ensure you have a great experience. Our goal is to provide you with a retreat, an opportunity for restoration and rejuvenation.

1

Bed

1

Bath

2

Sleeps

$973.85

/ Nightly

Private Vacation Home

Pool | Hot Tub | Covered Porch | Patio | Game Room

Lexington, Kentucky, United States

Summary:brbrA beautiful 5-bedroom, 3.5-bath retreat in the heart of Lexington’s Lanesdown neighborhood, just minutes from Keeneland, UK, and downtown. Relax by the pool or hot tub, enjoy the game room in the basement, or gather on the covered porch. Roomy, modern, and perfect for families or groups (sleeps 12), your home-away-from-home in the Bluegrass.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps 12 in 5 spacious bedroomsbrbr☀ 3.5 bathrooms — includes an ensuite masterbrbr☀ Private pool & hot tubbrbr☀ Basement game room with ping-pong, basketball shoot, and bar counterbrbr☀ Large dining area (seats 14) + kitchen with islandbrbr☀ Covered porch, deck, patio, and fire pitbrbr☀ Driveway parking for up to 6 vehiclesbrbr☀ High-speed internetbrbr☀ Family & pet-friendly (pack-n-play/crib available)brbr☀ The pool is open seasonally from April 1 through October 31brbr☀ Pool heating is available upon request for an additional daily feebrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrHighly recommend. I stayed for two nights following a wedding and felt right at home, along with my guests! Seth responded quickly to all of my messages, was accommodating of all requests. It is close to the airport and the main stretch of restaurants, etc. The hot tub and pool were clean, heated, and ready upon arrival which has not been my experience at other places in the past. Everything was exactly as described and matched the pictures. No complaints or concerns, you'll love your stay here! - SamuelbrbrbrbrThe rental went above our expectations. Seth was great in n everything. The property was in middle of everything but still private with a large yard, we saw no neighbors and was able to relax and enjoy ourselves. The pictures were great but house had more room than pictures show, it’s a great place for a large family or group of friends. I would rent from Seth again. - PaulabrbrbrbrSeth's place was fabulous! All the beds were nice and comfy! The location is near a lovely park. Nice walking neighborhood and close to restaurants and shopping! All the accommodations fit the description and overall the stay was perfect! - Juliabrbrbrbrbrbr✨ BEDROOMS ✨brbrbrbrFirst Floorbrbrbrbr• Master Suite: King bed, ensuite full bath, a cozy, luxe space to unwind.brbr• Bedroom 2: King bed, shares a full bath, restful retreat for couples or friends.brbr• Bedroom 3: Queen bed, also shares the full bath, warm and welcoming.brbrbrbrSecond Floorbrbr• Bedroom 4: One king + one queen, ideal for families, generous space, shared hallway bath.brbr• Bedroom 5: King bed, quiet, private, and restful.brbrbrbrBasement (Bonus)brbr• Sofa bed (or large sofa) + half bath, perfect for extra guests, late-night hangouts, or a movie chill zone.brbrbrbr✨ BATHROOMS ✨brbrbrbr• 3 full bathrooms (two on first floor, one upstairs), plus 1 half bath in the basement.brbr• Each bathroom is fully stocked with essentials — body wash, shampoo, conditioner, fresh towels, and more — so you don’t need to worry about bringing your own.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrThe kitchen is fully stocked and thoughtfully designed: stainless-steel appliances, cookware, and a large island with seating for 2. You’ll also love the generous dining table that seats 14, perfect for big breakfasts or dinner gatherings.brbrbrbrThe living room opens up in an inviting way so guests can relax together. Down in the basement, the game room offers ping-pong, a basketball shoot, and a bar counter with seating, fun for both families and groups of friends.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep outside onto a spacious deck and covered patio, where you can soak in the hot tub, roast marshmallows by the fire pit, or dine al fresco. The layout is ideal for both social evenings and quiet mornings.brbrbrbrParking is easy, with space for up to 6 cars in the driveway, plus 2 permitted cars on the street (note: street parking in front of neighbor homes isn’t allowed).brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrWhether you're here for a family vacation, a special event, or a getaway with friends, our Lexington home offers the space, comfort, and convenience you need — plus thoughtful extras like pet-friendly amenities and high-speed Wi-Fi. Reserve now and make your trip truly memorable!brbrbrbr** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.brbrbrbrGuest Access:brbrRest easy knowing that check-in is a breeze with our smart lock system. A unique code will be provided to you prior to your arrival, granting you access to the property without the hassle of keys or check-in procedures. Enjoy a seamless and stress-free check-in experience during your stay with us.brbrbrbrThe Neighborhood:brbrWelcome to the sought-after Lanesdown neighborhood in Lexington, KY, where you'll find a prime location that's close to everything. Our Airbnb is centrally located, just a short drive away from downtown, Keeneland, and UK. Plus, it's only five minutes away from some of the best dining and shopping in Lexington.brbrbrbrGetting Around:brbrPlease park all cars in the driveway.brbrbrbrOther Things to Note:brbrAfter confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.brbrbrbrYou will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.brbrbrbr Pet-Friendly StaybrbrWe’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.brbrbrbrInteraction with Guests:brbrFeel free to call or text me during your stay.

Bed

Bath

Sleeps

$392.98

/ Nightly

Private Vacation Home

Bluegrass Crossing, close to all the attractions in Central Kentucky

Lexington, Kentucky, United States

The home at Bluegrass Crossing is located in SW Lexington close to all the attractions in Central Kentucky. The home is completely remodeled in a private neighborhood close to restaurants, shopping, and entertainment. Come experience your home away from home at the Bluegrass Crossing.

Bed

Bath

Sleeps

$110.17

/ Nightly

Private Vacation Home

Downtown Private Home near Woodland Park Lex.Ky - 30 day min - 365 day stay

Lexington, Kentucky, United States

brThe Woodland Property has 2 queen /1 full beds (each in their own room) with door, one bedroom off bathroom and kitchen (one room can be convertible to multiple beds/crib/ and shares doorway with the kitchen. See layout but to use kitchen either the dining room/third bedroom or second bedroom has to provide Access. Minimum of 30 day stay/booking.brBedrooms:brThe master is largest room in front of house with large bay window overlooking a beautiful tree lined street of historical homes - we have a full size futon couch, twin size roller bed and several full size fold out floor bed mats (and a Pack-n-play Crib ) for kids. There is a large leather 7ft saddle leather couch is also provided for sitting or sleeping. You are welcome to bring inflatable mattresses as you wish but they are not provided. There are floormats (Twin Size, Cot fold out, Futon etc. for sleeping surfaces outside of the 2 queen/1 full beds). All cooking plates, utensils, pans, coffee maker, oven, microwave, dishwasher, laundry essentials are here, and grocery store on Euclid is less than a mile away for all of your food needs. Kitchen has electric Stove, Dishwasher & Stainless-Steel Refrigerator. Beautiful real Hardwood Floors; Central Heat, AC Spacious brGeneral Amenities:brsoaring ceilings, Decorative Fireplace (not working fireplace), Gorgeous floors, and open layout. Off-Street Parking. Conveniently located in Downtown Lexington near Woodland Park, Transylvania University, University of Kentucky, Shopping & Restaurants Older historic home so built very well. Enjoy the large porch and large rear yard with picnic table, room for Bocce Ball and tons of outdoor space this summer with your family or travel mates. Very large (1/2 acre) area of grass area behind building is for use as needed. Picnics, BBQ, Horseshoes, Corn hole etc. Just let the host show you the area if not clear. brAmazing Location!brWalk to UK games, nightlife, Gym, park and coffee shop! Live-Work-Play type of place. There's a large great room that can be used for dinner/ games, or more bed space as needed - we provide the portable beds or bring your own. Bicycles can be provided within 10 days of request and an additional fee of $10 per day per bike. Let us know if you have any questions and our local Lexingtonian can provide local info as needed! Many tour /sites seeing choices (brochures in unit) include; Bourbon trail, beautiful horse farms, Derby, UK basketball, wineries, museums, breweries and of course a great close-by location for any UK graduation! We are next to UK-Woodland Park/ in nice area- this really is a phenomenal location you can Uber walk or get anywhere within about 5-10 minutes. We are close to downtown for Thursday night live, very close to the most popular restaurants and bar scene, and of course Keeneland racetrack in the various vineyards are all within a very short drive or Uber away. We have outfit in the home and a very modular way so that we can accommodate couples’ singles or combination With or without kids. We have a Washer/Dryer Included to make doing laundry easy- beautiful Hardwood Floors, lots of light, high ceilings, and plenty of room to spread out. brbrFAST WIFI and a Large Screen Flat Screen is provided. Local Channels available with digital antenna, and you can use your Netflix or prime account by logging into TV. brbrThe Woodland Property has 2 queen / 1 full beds (each in their own room) with door, one bedroom off bathroom and kitchen (one room can be convertible to multiple beds/crib/ and shares doorway with the kitchen. See layout but to use kitchen either the dining room/third bedroom or second bedroom has to provide Access. brbrBedrooms:brThe master is largest room in front of house with large bay window overlooking a beautiful tree lined street of historical homes - we have a full size futon couch, twin size roller bed and several full size fold out floor bed mats (and a Pack-n-play Crib) for kids. There is a large leather 7ft saddle leather couch is also provided for sitting or sleeping. You are welcome to bring inflatable mattresses as you wish but they are not provided. There are floormats (Twin Size, Cot fold out, Futon etc. for sleeping surfaces outside of the 3 queen beds). All cooking plates, utensils, pans, coffee maker, oven, microwave, dishwasher, laundry essentials are here, and grocery store on Euclid is less than a mile away for all of your food needs. Kitchen has electric Stove, Dishwasher & Stainless-Steel Refrigerator.! Beautiful real Hardwood Floors; Central Heat, AC Spacious brGeneral Amenities:brsoaring ceilings, Decorative Fireplace (not working fireplace), Gorgeous floors, and open layout. Off-Street Parking. Conveniently located in Downtown Lexington near Woodland Park, Transylvania University, University of Kentucky, Shopping & Restaurants Older historic home so built very well. Enjoy the large porch and large rear yard with picnic table, room for Bocce Ball and tons of outdoor space this summer with your family or travel mates. Very large (1/2 acre) area of grass area behind building is for use as needed. Picnics, BBQ, Horseshoes, Corn hole etc. Just let the host show you the area if not clear. brbrAmazing Location!brbrWalk to UK games, nightlife, Gym, park and coffee shop! Live-Work-Play type of place. There's a large great room that can be used for dinner/ games, or more bed space as needed- we provide the portable beds or bring your own. Bicycles can be provided within 10 days of request and an additional fee of $10 per day per bike. Let us know if you have any questions and our local Lexingtonian can provide local info as needed! Many tour /sites seeing choices (brochures in unit) include; Bourbon trail, beautiful horse farms, Derby, UK basketball, wineries, museums, breweries and of course a great close-by location for any UK graduation! We are Next to UK-woodland Park/ in nice area- this really is a phenomenal location you can Uber walk or get anywhere within about 5 minutes. We are close to downtown for Thursday night live, very close to the most popular restaurants and bar scene, and of course Keeneland racetrack in the various vineyards are all within a very short drive or Uber away. We have outfit in the home and a very modular way so that we can accommodate couples’ singles or combination With or without kids. We have a Washer/Dryer Included to make doing laundry easy- beautiful Hardwood Floors, lots of light, high ceilings, and plenty of room to spread out!brbrYou must call Jey (859) 474-5087 (our local host point of contact) the week of staying to request anything you are no clear on or may need. The door codes will not be provided until a few hours before arrival (for safety) and Jey will provide that by phone. Codes are changed on each visit. brFull Downstairs of Home (upstairs separated by separate side entrance-so private and secure). You have plenty of parking in back and large open green area with huge beautiful trees with picnic table- you can BBQ, play corn hole or whatever you like. We just ask that you are respectful of neighbors and keep the noise down (Neighborhood is historical and you’re surrounded by beautiful Victorian homes). Now available for 30 day minimum - 365 days rental

Bed

Bath

Sleeps

$178.67

/ Nightly

Private Vacation Home

Downtown Townhouse Near Rupp Arena

Lexington, Kentucky, United States

A modern 2 bedroom, 2.5 bath townhome that is the ideal spot for UK basketball games, a weekend at Keeneland, or spending time in Lexington on business. In a historic neighborhood, a few blocks from Rupp Arena and downtown Lexington's attractions.brbrThe SpacebrbrOur remodeled 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 Queen bed has a new mattress and an ensuite bathroom. All bathrooms have been completely renovated. A queen airbed is available if needed to comfortably sleep 6. The Roku TV has Hulu, Netflix, and HBO.brbrGuest AccessbrbrGuest will have the entire 2 bedroom, 2.5 bathroom townhome during their stay. The townhome has a small, fenced in back patio with a table and four chairs to relax after a long day.brbrInteraction with GuestsbrbrWe are available as needed to make sure you enjoy your stay and experience all Lexington has to offer.brbrThe NeighborhoodbrbrThe Woodward Heights neighborhood is a historic district in downtown Lexington. It is a 5 minute walk from Rupp Arena and a 10 minute walk to downtown Lexington's many restaurants and attractions.brbrGetting AroundbrbrA city bus stop is a block away, or walk across the Jefferson street bridge to catch Lexington's free downtown trolley which will take you directly to West Sixth Brewery - or to many other destinations in Lexington's restaurant district. The townhome is within walking distance of Alltech Lexington Brewing and Distilling (across the street) and Country Boy Brewery. Airport and Keeneland Race Track are an easy 10 minute drive.brbrOther Things to NotebrbrOne car can park in front of the townhome. The rest may park on the street, which is safe.

Bed

Bath

Sleeps

$372.92

/ Nightly

Private Vacation Home

Walk to UK Campus: Charming Home w/ Patio!

Lexington, Kentucky, United States

Antique Furniture | Located in Seven Parks Historical District | 2,000 Sq FtbrbrDiscover the best of Lexington at this charming 4-bedroom, 2-bath vacation rental in the heart of it all! Stroll to cheer on the Wildcats, sip your way through nearby Bourbon Trail distilleries, or dive into equestrian history at the Kentucky Horse Park. Back home, challenge friends to a game of pool or relax on the patio. Whether you’re seeking adventure or downtime, this retreat guarantees an unforgettable stay!brbr-- THE PROPERTY --brbrPLN-ZCP-24-00504brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 king bedbr- Bedroom 4: 2 twin bedsbrbrINDOOR LIVINGbr- Roku TVsbr- Dining table, breakfast barbr- Laptop-friendly workspacebr- Pool tablebr- Antique furniturebrbrOUTDOOR LIVINGbr- Partially fenced yardbr- Patio w/ dining tablebrbrKITCHENbr- Refrigerator, microwave, stove/oven, dishwasherbr- Keurig coffee makerbr- Cooking basics, dishware/flatwarebrbrGENERALbr- Free WiFibr- Central A/C, central & electric heatingbr- Washer/dryer, iron/boardbr- Towels & linens, trash bags & paper towelsbr- Complimentary toiletries, hair dryer, hangersbrbrFAQbr- Fireplace (decorative only)brbrACCESSIBILITYbr- 3-story home, 3 steps required to enterbr- Bedrooms & bathroom on 1st floorbrbrPARKINGbr- Driveway (3 vehicles)br- Carport (1 vehicle)brbr-- THE LOCATION --brbr- Close to multiple major medical centersbr- Less than 1 mile to Thoroughbred Heritage Horse Farm Toursbr- 1-4 miles to The Arboretum, Triangle Park, Shillito Park & McConnell Springs Parkbr- 3 miles to Rupp Arenabr- 4-8 miles to Tates Creek Golf Course, Lakeside Golf Course & Connemara Golf Coursebr- 6-11 miles to Keeneland Racetrack & Kentucky Horse Parkbr- 76 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 smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- The fireplace is not available for guest usebr- This 3-story home requires 3 steps to enter. While it features bedrooms and a bathroom on the 1st floor, interior stairs are required to access the bedrooms located on the 2nd floor and in the basement

Bed

Bath

Sleeps

$222.86

/ Nightly

Private Vacation Home

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

Lexington, Kentucky, United States

Our remodeled 3 bedroom and 2.5 bathroom townhouse is a short walk to downtown Lexington, Rupp Arena, and a 10 minute drive to Keeneland. The townhouse has three bedrooms. One with queen bed and ensuite bathroom. Two smaller bedrooms with a full bed each that share an additional bathroom. All bathrooms have been completely renovated. A queen airbed is available to comfortably sleep 8. The Roku TV has basic Cable, Hulu, Netflix, ESPN, and HBO.

Bed

Bath

Sleeps

$206.57

/ Nightly

Private Vacation Home

3 Bedroom Downtown Townhouse, Close to All!

Lexington, Kentucky, United States

Our homey 3 bedroom, 2 bath townhouse is walking distance to the city center, Rupp Arena, and plenty of restaurant and dining options. It includes a large master bedroom with ensuite bathroom and two other small bedrooms - all with new queen beds. The kitchen has new stainless appliances and the living/dining room is a perfect place to gather with family and friends. It is perfect for families with kids, couples or friends traveling.

Bed

Bath

Sleeps

$409.69

/ Nightly

Private Vacation Home

Hot Tub | Luxury | Patio | Fire Pit | Downtown

Lexington, Kentucky, United States

Summary:brbrStay in this stylish 3-bedroom downtown retreat with a private backyard, hot tub, covered porch, and modern comforts throughout. Located on a quiet side street just steps from Lexington’s restaurants and local attractions, it’s the perfect mix of peace and convenience.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps 6brbr☀ 3 bedrooms, 2.5 bathroomsbrbr☀ King • King • Queen bedsbrbr☀ Hot tub, patio, grill & covered porchbrbr☀ Pet-friendlybrbr☀ Kid-friendly (pack ’n play)brbr☀ High-speed internetbrbr☀ Walkable downtown locationbrbr☀ Parking for 3 vehiclesbrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrWe had a great time. Host was great and worked with us on anything that popped up or we needed. Would highly recommend this place for anyone with pets or likes to be near downtown. - DonaldbrbrbrbrIncredibly cool house, great location, and Seth was a very accommodating and responsive host. Highly recommend! - JordanbrbrbrbrWhat a great house! Super comfortable, super stylish! The outside space was amazing - felt very private even though we were definitely in the city. The kitchen had everything we needed. All the beds were cozy. Location was wonderful with plenty of restaurants/bars within walking distance. Seth was a great host - really appreciated how proactive he was about everything. House instructions were clear. Would absolutely stay there again!! - Heatherbrbrbrbr✨ BEDROOMS ✨brbrbrbrAll bedrooms are privately tucked away on the second floor, offering quiet and comfort after exploring downtown.brbrbrbr• Master Bedroom (King): Spacious and serene with a spa-like ensuite featuring a large walk-in shower, perfect for unwinding at the end of the day.brbr• Bedroom 2 (King): Bright and inviting with easy access to the shared hallway bathroom, ideal for couples or friends.brbr• Bedroom 3 (Queen): Cozy and charming, located beside the unique clawfoot-tub bathroom that includes a hand-held shower attachment.brbrbrbr✨ BATHROOMS ✨brbrbrbrThis home offers 2.5 bathrooms, all stocked with body wash, shampoo, conditioner, fluffy towels, and essentials.brbrbrbr• Master Ensuite: Large walk-in shower for a spa-like experience.brbr• Second Bathroom: Features a beautiful clawfoot tub with a shower attachment, perfect for soaking.brbr• Main Floor: Convenient half bath for quick access.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrEnjoy a fully stocked modern kitchen with stainless-steel appliances, a four-seat island, and everything needed for cooking at home. The adjacent dining area features a warm wooden table for six, flowing into inviting living spaces ideal for relaxing, working remotely, or hosting family meals.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrYour private backyard oasis features:brbrbrbr• A hot tub for evening relaxationbrbr• A patio with grill for outdoor mealsbrbr• Comfortable porch furniture for morning coffee or nightcapsbrbr• A quiet, fenced space perfect for pets or kids to enjoybrbrbrbrParking is available for up to 3 vehicles, 2 in the driveway and 1 directly in front of the home. Please avoid parking in front of neighbors’ homes to maintain community harmony.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrYour downtown Lexington getaway awaits! Whether you're here for a weekend escape, business trip, or family visit, this home is designed for comfort, ease, and memorable moments. Book now, we’ll handle the rest.brbrbrbrbrbr** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.brbrbrbrGuest Access:brbrGuests will have a private entrance and will receive a personalized PIN code to access the front door for a smooth and secure check-in.brbrbrbrThe Neighborhood:brbrThe property is located on a quiet downtown side street, just a short walk to local restaurants, shops, and attractions—offering both peace and convenience.brbrbrbrOther Things to Note:brbrAfter confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.brbrbrbrYou will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.brbrbrbr Pet-Friendly StaybrbrWe’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.

Bed

Bath

Sleeps

$406.25

/ Nightly

Private Vacation Home

Charming, Large Home with Full Basement Retreat – Perfect for Families or Groups

Lexington, Kentucky, United States

Welcome to your perfect rental retreat—a 4 bedroom, 3.5 bath stylish modern home in a quiet and safe neighborhood. Relax with the whole family at this peaceful place to stay. This spacious, light-filled residence features an open-concept layout with large windows and high ceilings. This amazing property offers a king bed, two queen beds, futon, and a twin bed, perfect for a peaceful night's sleep. Enjoy the two large patio and backyard for entertainment. Kitchen is fully equipped with air fryer, toaster, kettle, and Keurig with espresso pods included. Home is close to freeways, hospitals, and several grocery stores. Ideal for families, groups, and business travelers.

Bed

Bath

Sleeps

$495.39

/ Nightly

Private Vacation Home

Spacious 5-bedroom home near UK & Rupp Arena

Lexington, Kentucky, United States

Welcome to your perfect Lexington getaway! This spacious 5-bedroom, 2-bath home is perfect for groups or families. Just minutes from UK and Rupp Arena, it features a fully equipped kitchen, plenty of sleeping space, and a fenced in yard ideal for pets and children. Whether you're in town for a quick game with friends or an extended stay with family, you'll have everything you'd need for a comfortable and memorable stay!

Bed

Bath

Sleeps

$413.39

/ Nightly

Private Vacation Home

Walk to Gatton Park, Distillery District & Rupp Arena, Historic Carriage House

Lexington, Kentucky, United States

Stay in a piece of Lexington history. This carriage house from the early 1800s appears on the city’s first map (1840), making it one of the oldest surviving buildings downtown. Its original character blends seamlessly with modern updates. The location couldn’t be better: steps from the brand-new Gatton Park—with walking & biking trails, playgrounds, splash pad, amphitheater, & dog park. Right next door is the Mary Todd Lincoln House, buzzing again thanks to Broadway. Walk to Rupp Arena brbrLocated in the Heart of Downtown Lexington, guests will experience some street noise and traffic. We are just off Main Street, we have added additional insulation during renovations to cut down on any outside noise.brbrGatton Park: trails, playgrounds, splash pad, dog park, amphitheaterbrMary Todd Lincoln House: historic landmark next doorbrRupp Arena: walk to UK games, concerts, and major eventsbrDistillery District: breweries, dining, and nightlife within blocksbrDowntown theaters and restaurants: all walkablebrKeeneland, Red Mile, Kentucky Horse Park: quick drive awaybrbrGuests will have full access to the property.brbrStay in a Historic Lexington Carriage House – Modern Luxury Meets 19th Century Charm brbrWelcome to the Lexington Carriage House, a beautifully restored early 19th-century gem where history meets cutting-edge technology. Recently renovated with no detail spared, this Insta-worthy smart home combines exposed brick, original beams, and stained glass with sleek modern design and top-of-the-line amenities.brbrWhy You’ll Love It:br- One of Lexington’s oldest surviving homes full of character and storybr- Steps from a family splash pad, playground, and dog parkbr- Close to UK Basketball, Keeneland Races, Rupp Arena concerts, and downtown nightlifebr- Perfect for photos – stay beside a Broadway-famous landmarkbrbrFirst Floor Highlights:br- Spacious living room with seating for 6, electric fireplace, Smart Frame TV, and wireless speakersbr- Fully equipped smart kitchen with modern appliances – ideal for anything from morning coffee to hosting dinnerbr- Spa-style bathroom with smart commode and a 2-person jacuzzi tubbrbrSecond Floor Comforts:br- Primary bedroom: king-size bed + smart TVbr- Second bedroom: two queen beds + smart TV + mini fridgebr- Luxury bathroom with a walk-in shower, dual rain shower heads, smart commode, and ample storagebrbrPerfect For:br- Families: playground and splash pad just steps awaybr- Pet owners: dog park across the streetbr- Travelers & event-goers: minutes to University of Kentucky, Rupp Arena, downtown Lexington, and Keenelandbr- Book your stay today and experience the perfect blend of history, luxury, and convenience in the heart of Lexington!brbrGuests are able to access many parts of Lexington by foot based on our location, however most guests have a personal vehicle to experience all that Central KY has to offer.brbrGuests will be given two parking spaces only. Parking will be located directly in front of the property.

Bed

Bath

Sleeps

$235.75

/ Nightly

Hotel

175 LEX - Bon Voyage Condo

Lexington, Kentucky, United States

Located in the heart of Downtown Lexington, immerse yourself into living like a local at 175 LEX. Bon Voyage Condo is new construction featuring all the modern-day amenities a guest would desire when visiting Central KY. brbrResiding on the 4th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with convertible sofa, full kitchen w/ quartz countertops, and washer/dryer in-room. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops & more!

Bed

Bath

Sleeps

$715.02

/ Nightly

Private Vacation Home

Historic Home in Downtown Lexington- Maryland Manor

Lexington, Kentucky, United States

Located in Downtown Lexington, our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! brA creative, historic oasis perfect for exploring downtown Lexington! Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary.brPaired with Off Street Parking, a large backyard with a firepit and two-story deck, this stylish place to stay is perfect for group trips. We give luxury amenities like a fully stocked kitchen, toiletries for each guest, fresh Linens, WiFi, and a washing machine, so our guests can relax in comfort. brWe can’t wait to welcome you to our Home!

Bed

Bath

Sleeps

$368.87

/ Nightly

Private Vacation Home

Modern Retreat: Cozy Getaway in Lexington

Lexington, Kentucky, United States

Escape to this modern 4-bedroom, 1-bath bungalow in Lexington, nestled on a quiet street. With a fully fenced-in yard, hot tub, and cozy, contemporary interiors, it's the perfect spot to relax and unwind. Enjoy privacy, comfort, and convenience just minutes from downtown Lexington. Whether you're here for a weekend getaway or a longer stay, this home offers the ideal blend of tranquility and moderm amenities for your next trip.

Bed

Bath

Sleeps

$974.52

/ Nightly

Private Vacation Home

Stay in a Historic Charm in the Heart of Lexington

Lexington, Kentucky, United States

Welcome to your ideal getaway in the heart of Lexington! This stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort, style, and convenience for families or groups looking to unwind. Step outside into a spacious, fully fenced-in yard- perfect for kids and pets to play or for enjoying a relaxing evening under the stars. Inside you can find an expansive loft area, designed with entertainment in mind-complete with a gaming setup and a cozy spot for movie nights. With thoughtful touches throughout, modern amenities, and a prime location just minutes from Lexington's best attractions, this home offers a memorable stay in a charming, historic setting. Whether you're here to explore or just relax, you'll feel right at home!

Bed

Bath

Sleeps

$156.42

/ Nightly

Cottage

Kentucky River Cottages ~ 2nd Floor Suite ~ On The Bourbon Trail!

Lexington, Kentucky, United States

*Featured on the Live Well Network's Sweet Retreats!* The cottage is situated on a large wooded lot overlooking the Palisades of the Kentucky River. The surrounding woods and river provide spectacular scenery all year round. Family recreation is readily available at the Horseshoe pit and Corn Hole boards. With direct river access, canoeing and kayaking are popular activities on the river. In the evening star gaze around an open fire in the large fire pit off the stone patio. brbrIf you want more adventure, the cottage is a short drive to fun dining experiences at Jean Farris Winery and Bistro, or Proud Mary's riverside restaurant and bar. Although the cottage is in a secluded setting, it's only a half-mile from Interstate 75, within easy driving distance to Boone's Trace championship golf course, Boone Creek Canopy Tour (zipline) Boonesborough State Park, Red River Gorge, and Natural Bridge State Park. The Kentucky Horse Park is a popular attraction and pairs up well with tours of surrounding Horse Farms and a visit to retired race horses at Old Friends Farm. Whatever activities you enjoy, you'll find it all at Kentucky River Cottages. brbrIf you need space for a family group or entertaining friends, the 2nd Floor Suite of the Cottage has a complete kitchen and dining area and the patio doors open onto a large deck that overlooks the Kentucky River. The sitting area features several cushiony couches centered around a large TV and an electric fireplace for cool evenings. The private bedroom has a comfortable queen bed and, if additional sleeping arrangements are needed, this suite also has a sofa bed and/or we can provide a twin mattress and bedding. brbrWhen you arrive, you'll find a binder on the table listing area attractions and our staff stands by to ensure you have a great experience. Our goal is to provide you with a retreat, an opportunity for restoration and rejuvenation.

Bed

Bath

Sleeps

$475.31

/ Nightly

Private Vacation Home

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Lexington, Kentucky, United States

Historic Morrison Cabin is the oldest home in Lexington on its original foundation. It was built by John Morrison in 1787 when Kentucky was still a part of Virginia. John Morrison was one of Lexington's founders. He built the home for his wife, the first woman to live in Lexington. It is ideally located in historic Gratz Park, across the street from Transylvania University.brMorrison Cabin has been meticulously restored, offering all modern amenities while maintaining its historical elegance and integrity. Guests will be just a few short blocks and within easy walking distance to the Lexington Convention Center, Opera House, Rupp Arena, and the best dining and nightlife Lexington has to offer. Free off street parking is available directly behind the cabin. The location offers convenient and easy access to Keeneland, the Kentucky Horse Park, The University of Kentucky, Commonwealth Stadium, Kentucky's famous horse farms and distilleries. Lexington is a hub with proximity to Cincinnati and Louisville and all things Derby.brUpon request (and availability) our house chef can cater breakfast, dinner, or special events.

3

Bed

2

Bath

9

Sleeps

Vacation Rentals By Owner In Lexington, KY

$129.84

$195.09

$102.61

$973.85

$392.98

$110.17

$178.67

$372.92

$222.86

$206.57

$409.69

$406.25

$495.39

$413.39

$235.75

$715.02

$368.87

$974.52

$156.42

$475.31

Rent a place that suits your needs

Most popular vacation rentals in Lexington

$798.48

$976.41

$974.52

$965.91

$928.56

$890.50

$753.44

$679.34

$715.02

$1003.03

Most Popular Cities in Kentucky