Vacation Rentals By Owner In Lexington, KY

Summary:brbrRelax in this spacious 5-bedroom Lexington retreat, just a short drive from downtown and UK. It’s perfect for families or groups with room for 12, high-speed internet, a hot tub, fire pit, and games, all while keeping things cozy and welcoming.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps up to 12brbr☀ 5 bedrooms, 2 bathroomsbrbr☀ Hot tub, fire pit, covered pergola patio + grillbrbr☀ High-speed Wi-Fi & gamesbrbr☀ Kid-friendly with pack-n-playbrbr☀ Pet-friendlybrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrWe were up for my son’s wedding and shared the place with family. The house was large and spacious. Very beautiful. It was in close proximity to everything. Seth was very friendly and responsive. Definitely would recommend - DiannabrbrbrbrSeth's home was exactly as described and fit our needs perfectly. Seth was very responsive and super helpful during our stay. Highly recommend. - JaynebrbrbrbrGreat place to stay for a Holiday family get together. It had everything we needed, beds were very comfortable and a lot of them! Very clean and our host was very responsive & accommodating with check out on New Years Day! Our family loved this gem - Marjorriebrbrbrbr✨ BEDROOMS ✨brbrbrbrMain Floor: Two king bedrooms, both serene and spacious, sharing a full bathroom just down the hall.brbrSecond Floor: One king bedroom, and another with a king plus a queen bed, they connect via a Jack-and-Jill bathroom with two sinks and a tub/shower.brbrBasement: Cozy retreat with two queen beds, great for families or overflow from upstairs.brbrbrbr✨ BATHROOMS ✨brbrbrbrThere are two full bathrooms to accommodate everyone:brbrbrbrOn the main floor, you’ll have a walk-in shower and all the essentials (body wash, shampoo, conditioner, towels).brbrUpstairs, the Jack-and-Jill bath features double sinks and a combined shower + tub, perfect for sharing without crowding.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrThe heart of the home is the fully stocked kitchen, complete with stainless-steel appliances, granite countertops, cookware, and a six-seat dining area — great for shared meals or late-night snacks. The living room is warm and inviting, with a comfy sofa, smart TV, and a fireplace , ideal for relaxing after a day exploring.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep outside to your private outdoor oasis:brbrbrbr• A covered pergola patio strung with lights, perfect for morning coffee or evening chats.brbr• Hot tub for unwinding under the stars.brbr• A fire pit surrounded by seating, perfect for s’mores, stories, or star-gazing.brbr• Grill available for cookouts.brbrbrbrParking for up to 6 vehicles (driveway + street), just a heads-up: please avoid blocking neighbors’ homes, per local ordinance.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrYou’ve found your Lexington home base, whether you're here to explore, relax, or reconnect. Book now and let us handle the rest. We can't wait to welcome you!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.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.

Hot Tub | 7 Beds | Fire Pit | Patio & Grill

Lexington, Kentucky, United States

5

Bed

2

Bath

12

Sleeps

$359.0

Located just 5 minutes from downtown Lexington, Warfield Manor is a beautiful newly renovated home featuring 4 bedrooms & 3 bathrooms. Located on the historic farmland of William Warfield guest will #LiveLikeALocal by being 20 minutes from Keeneland & the Bluegrass Airport, 15 minutes from Kroger Field, & 5 minutes from Rupp Arena! Enjoy your morning coffee on our cozy porch or even cocktails in the aesthetically pleasing back yard by our firepit. We have no doubt that you will feel at home!brbrWhere Urban meets Bourbon is where you will find this cool and cozy home. Newly renovated, our property is located on the outskirts of downtown of Louden Ave. our property resides on the original farmland of William Warfield. The Meadows was an operable horse farm in the 1800’s and home of the infamous race horse Lexington. If you pay close attention, you may just see him all around town. brbrWarfield Manor Guests will be dazzled by this fashionable and freshly renovated unit. With ample amounts of storage, stellar décor, and Kentucky pieces throughout, guests will live like a true Lexingtonian while being surrounded by a comfortable, classy, and entertaining friendly property. brbrFeaturing 4 bedrooms & 3 baths. Warfield features two en-suites with king beds, one located on the first floor and the second is located upstairs. The home also has granite counter tops, brand new appliances, beautiful vinyl plank flooring, amazing back patio, large backyard, Roku T.V. in every bedroom, well stocked kithcen, pingpong table, firepit, spacious yard and wireless internet. brbrWarfield Manor has two en-suites. One on the first floor and the second is on the 2nd floor, each bedroom also features a King bed. Upstairs also features 2 additional bedrooms with queen beds and a hall bath. brbrAn 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. We love furbabies, so reach out to find more information on our pet policy! This property also includes parking! Guests are easily able to access Lexington's finest attractions and experience multiple aspects of this diverse city. brbrRegistration #: 15082977-1brbrGuests are able to walk to Greyline Station, but the best way to get around is by personal car, scooter, or Uber/Lyftbrbr- Guests will not have access to the garagebr- Guests will be able to enjoy the propane firepit on the lower back patiobr- Guests have access to park in the Driveway and FREE Street parkingbr- Each Bedroom upstairs has it's own mini split unit to create the ideal sleeping conditions

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$4016.02

Located in the heart of historic downtown Lexington, the home combines original craftsmen woodwork from 1902, yet modern amenities to provide an upscale stay. Fully remodeled in 2018, the home is walking distance to Rupp Arena, both the University of Kentucky and Transylvania University's campuses, fine dining at Jeff Ruby's, Tony's, Frank & Dino's and many others, as well as event spaces at the Limestone Hall, the Grand Reserve, and the newly completed Lexington Convention Center!

Historic Mansion in Heart of Downtown Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

Select Dates for Price

This spacious 2 story brick home centrally located in Lexington’s Historic South Hill district is the perfect spot for Bluegrass area visitors. A unique home, built in 1908, it is registered with the Bluegrass Trust for Historic Preservation, and is an intriguing combination of private retreat with modern amenities and downtown convenience. The newly remodeled, completely fenced in back courtyard will keep your pets safe while providing an inviting, peaceful venue for relaxing, and grilling out – but one has only to walk out the front door to discover all that downtown Lexington has to offer. This charming home has lots of character with 10 foot ceilings, hardwood floors and six uniquely tiled fireplace mantles throughout as well as 1st floor screened in porch and 2nd floor balcony overlooking the courtyard and downtown Lexington. Both bathrooms were completely renovated in 2017. Other special features are a cozy seating area in the open, airy kitchen, a beautiful spa like bathroom downstairs, and another quaint seating area located upstairs. A wonderful get away after a long day of sightseeing in central KY!brbrArchitecture:brbrThe Martin House is a late Queen Anne Free Classic residence, and is a good example of this transitional period in architectural styles. Sophisticated in it's massing, simple in it's trim, it is balanced between the Queen Anne use of variety of surface and form and the Craftsman emphasis on simplicity.brbrHouse History:brJesse Woodruff and his family lived on this block from 1864 through 1908, first next door and then, from 1893 onwards, on this site in a house whose one story footprint on the 1907 map is much different from the current building's. His relative, Thomas B. Woodruff continued to live next door through at least 1925. The present house was built between 1908 and 1911 when J. M. Martin, agent, Chattanooga Brewing Company, and his family acquired the property. They lived here through 1921.brbrA 1976 renovation moderinized the interior and the rear of the building while preserving well-cared for details. It served as a duplex until 1983, when it was returned to single-family use.brbrWe acquired the house in April, 2004 and initially planned to return it to duplex form, using one for ourselves and renting the other. However, we fell in love with the entire home and couldn't bear to make those changes! So instead, we started renting it as a vacation home in September, 2005. We found this to be a great compromise as it allows us to share our home with visitors to Lexington, hopefully bringing them great enjoyment, while also being able to stay in and enjoy our home as well!brbrAbout our neighborhood:brThe South Hill Historic District is a neighborhood of early residential homes adjacent to downtown Lexington. In 1781, Lexington's five-man Board of Trustees successfully petitioned the Virginia Assembly for 710 acres of land that was divided into half-acre and five-acre lots, according to a town plat. The south hill was made up of larger lots located outside of the town of Lexington that were soon subdivided. South Hill is so named because in pioneer days the area overlooked the Town Branch of Elkhorn Creek that once flowed through the center of the city. The homes in this district were built over a period of time spanning more than 100 years. The earliest homes were built during the early 19th century and are mainly Federal and Greek Revival styles. Most of the older homes are in the northern half of the district. The district also includes homes built after the Civil War into the early 20th century. Buildings designed by two of Lexington's greatest architects, John McMurtry and Cincinnatus Shyrock, can also be found in this district. The mixture of styles on each street is aesthetically compatible, of similar scale and placed on lots of similar size. However, the scale and lot size on each street differs, with the bordering streets of the district such as South Limestone and South Broadway containing larger houses on larger lots set further back from the street. brThis district consists of many homes that were once owned by free African Americans at a time when slavery was still an institution in Kentucky. Prosperous whites lived alongside prosperous African Americans with many middle class citizens also living in the district. The oldest home in Lexington, the Adam Rankin House is located in this district on South Mill Street.brbrDespite the rapid growth of Lexington and the neighboring University of Kentucky, the South Hill Historic District has remained virtually untouched with some commercial infringement on the outer edges of the community. At one time located on the outskirts of Lexington, the neighborhood is now in the heart of the city.

The Martin House - In the heart of historic downtown Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$1069.8

A beautiful, spacious home! 5000+ square foot private, gated home with apartment and 3 car garage attached. Sleeps 10 with TV’s, (5 private bedrooms) 5 1/2 baths, 2 furnished laundry rooms, 2 complete furnished kitchens. Family room and dining room that seats 10, game area seats 6, kitchen island seats 4. Home is fully and comfortably furnished, complete with Wi-Fi, dish satellite system, & whole house generator. Rescue horse and donkeys (pets) enjoy being petted by the guests.

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$493.3

Country charm and family friendly. Privacy, wide open spaces and relaxation await when you stay at Cane Manor, our restored farm house sits on 2 acres of Bluegrass, less than 1/2 mile from the world famous KY Horse Park. Spacious rooms that easily flow from one to another with generous outside areas. You won't feel cramped, there are multiple seating and conversation areas. A UK Wildcat, equine and bourbon themed Great Room is an added feature. Fifteen minutes to downtown Lexington, with easy access from Interstate 75. Plenty of room for parking. br

Country House

Cane Manor at KY Horse Park

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$348.68

Summary:brbrExperience comfort and convenience in this updated 4-bedroom home featuring six high-quality memory-foam beds, a modern kitchen, and a bright, welcoming living room. With two bedrooms on each level, it’s ideal for families, groups, or work trips. Enjoy a spacious yard, fire up the BBQ, and take advantage of the 2-car garage. Located in a quiet neighborhood just minutes from dining, shopping, and downtown Lexington, a great stay awaits!brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps up to 12 guestsbrbr☀ 4 bedrooms, 2 bathroomsbrbr☀ Ample parking: space for 8 vehicles + 2-car garagebrbr☀ High-speed internet + laundry with 2 washers/dryersbrbr☀ Equipped, modern kitchen: stainless appliances, new countertopsbrbr☀ Large outdoor yard + BBQbrbr☀ Basement game zone: ping pongbrbr☀ Pet-friendly & kid-friendly (pack-and-play included)brbrbrbr⭐ 5 Star Reviews from our past guests: brbrbrbrMy group had a great time staying at Seth's place, everything was clean and there was plenty of room. He was very communicative and helpful. We will definitely consider booking again next time we're in town. - KellybrbrbrbrGreat stay with the rooms looking just like the photos. Check-in was easy and location easy to find. Communication was responsive and helpful. - AngelinabrbrbrbrSeth’s place was great! We loved how both rooms upstairs had two beds each that were really comfortable. It was a great layout to have with kids. The kids loved the ping pong table and basketball game in the basement. House is tastefully decorated and clean and Seth is a great communicator. The basement could use an update but other than that highly recommend! - Sarahbrbrbrbrbrbr✨ BEDROOMS ✨brbrbrbrMain Floor brbrKing Room 1: A peaceful king bed on the main level, shared access to a full bathroom with a shower/bathtub.brbrKing Room 2: Another king on the ground floor, ideal for parents or guests who want to skip stairs, also sharing the main-level bath.brbrbrbrUpstairsbrbrKing + Queen Room 1: A roomy bedroom with both a king and a queen bed, perfect for families or a group sharing space, upstairs with shared access to a walk-in shower.brbrKing + Queen Room 2: Mirrors the other upstairs room in comfort and layout, giving your guests flexibility and room to spread out.brbrbrbr✨ BATHROOMS ✨brbrbrbrYou’ll have two full bathrooms: one on the main floor with a shower and bathtub, and one upstairs with a walk-in shower. Both are stocked with essentials, body wash, shampoo, conditioner, plus fresh towels and more.brbrbrbr✨ KITCHEN & RELAXING AREAS✨brbrbrbrCook, dine, and entertain with ease in the modern kitchen, fully equipped with stainless steel appliances, new countertops, and ample storage.brbrOff the kitchen, unwind in the bright living room with a comfortable couch (also usable as a sleeping surface) and warm natural light, a great spot to gather and relax.brbrDownstairs, the basement gives you a fun bonus: a ping pong table that’s perfect for both kids and adults.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep outside into the large, open yard, spacious and serene, with no deck or patio, just green space and fresh air. Fire up the BBQ grill for an outdoor meal, and take advantage of the 2-car garage and extra driveway parking (room for up to 8 cars off-street) for total convenience.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrDon’t miss out on a stay that’s both comfortable and centrally located. Whether you're here as a family, with friends, or as part of a larger group, this Lexington gem offers everything you need, just reserve your dates, and we’ll handle the rest!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:brbrGuests will receive a 4-digit code to access the smart lock on the front door for a seamless and secure check-in experience.brbrbrbrThe Neighborhood:brbrLocated in Lexington’s Northland neighborhood, this home sits in a quiet, residential area close to parks, shops, and easy routes to downtown. A convenient spot with plenty of parking and quick access to dining and essentials.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:brbrPlease text your name and reservation dates along with your question.

Updated Home | Downtown | Luxe Beds | Ping Pong

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$224.93

Summary:brbrRelax in this cozy 2-bedroom Lexington retreat, centrally located in a family-friendly neighborhood. Perfect for up to 6 guests, it features Tempurpedic beds, a covered porch, high-speed internet, and a grill for laid-back gatherings.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps up to 6brbr☀ 2 bedrooms, 1 bathroombrbr☀ King + Queen beds, plus a pull-out couchbrbr☀ Tempur-Pedic mattresses for superior comfortbrbr☀ Covered porch with dining table + grillbrbr☀ Pet-friendly, kid-friendly (pack ’n play)brbr☀ High-speed internetbrbr☀ Off-street parking for 2 vehiclesbrbrbrbr⭐ 5 Star Reviews from our past guestsbrbrbrbrCute home in a great location. We were there for college move-in and it was just a short drive back and forth to UK. Quiet street, nice neighborhood and close to everything. Seth was super easy to work with and understanding when we had car trouble at check out and couldn't get our car started and out of the driveway on time. Would highly recommend and would definitely book again for future visits. - AngiebrbrbrbrLocation is great, and the host communication and organization was much appreciated. Overall the space is nice and we were very comfortable. The house was clean, but we noticed a pet smell in the main room so that is something to be aware of if you are sensitive/allergic. We had no issues, and I would recommend this place and stay again. - JeannabrbrbrbrGreat location. Close to most all areas of Lexington and surrounding Horse and Bourbon destinations. In a nice little neighborhood. Felt safe and the house was cozy and comfortable. Had everything we needed. Close to a grocery store to grab provisions. Nice fenced backyard. Great back patio was good place to start and end the day. Highly recommend! - Christabrbrbrbr✨ BEDROOMS ✨brbrbrbr• Bedroom 1 (King): Spacious king bed with Tempupedic comfort, located on the main floor for easy access and restful nights.brbr• Bedroom 2 (Queen): Cozy queen bed, also Tempurpedic, thoughtfully arranged for relaxation and convenience.brbr• Living Area: A pull-out couch accommodates extra guests, making it flexible for families or groupsbrbrbrbr✨BATHROOMS ✨brbrbrbrYou’ll have one full, clean, and well-maintained bathroom stocked with essentials like body wash, shampoo, conditioner, and plenty of soft towels, everything for a fresh, worry-free stay.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrThe kitchen is fully stocked with stainless-steel appliances, cookware, and a six-seat dining setup, ideal for shared meals or a relaxed breakfast. The living area connects seamlessly with the dining space, offering a comfy spot to chat, unwind, or plan your day.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep outside onto your covered porch, where a six-seat dining table invites slow mornings with coffee and relaxed al fresco dinners. Fire up the grill whenever the mood strikes and enjoy outdoor time in comfort, rain or shine.brbrbrbrA nice fenced backyard offers privacy and peace, perfect for pets, kids, or simply unwinding outdoors. The back patio is a wonderful place to both start and end your day, whether you're sipping something warm at sunrise or winding down under the evening sky.brbrbrbrParking is available for up to 2 vehicles in the driveway. Please avoid parking in front of neighbors’ homes, per local ordinance, vehicles there will be towed. Thank you for respecting the community.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrYour peaceful, central Lexington getaway is ready! Whether you’re here for family time, a relaxing trip, or local exploration, book now and let us handle the details — so you can focus on making memories.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:brbrThere is parking available for up tp 4 cars in the driveway.brbrbrbrThe Neighborhood:brbrWhat's more picturesque than a neighborhood full of great food, farm markets and beautiful homes This one is! With many restaurants just minutes away you'll be able to satisfy your appetite without ever leaving town. There are so many memories made in this area that it will quickly become one favorite place for all those visit here.brbrbrbrGetting Around:brbrWe're lucky to live in a city where driving is an easy option for getting around. The parking isn't usually too much of problem, and you can hail either Uber or Lyft right from your 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.brbrbrbrThis property is equipped with a Minut sound monitoring system to help ensure a peaceful stay for both our guests and neighbors. These devices do not record or listen to conversations—they simply monitor noise levels (decibels) indoors and outdoors. These devices are in place to prevent excessive noise and ensure no parties disturb our neighborhood. This system does not infringe on guest privacy in any way.brbrbrbrAdditionally, the home is equipped with two exterior security cameras. These cameras are used only in the event of an injury, break-in, or violation of our house rules. They are mounted solely on the exterior of the home and do not monitor or record any indoor spaces.brbrbrbrYour privacy and comfort are our top priorities. If you have any questions, please feel free to reach out.

Great Location | Patio | Grill | Tempurpedic Beds

Lexington, Kentucky, United States

2

Bed

1

Bath

6

Sleeps

$528.36

Summary:brbrSpacious 5-bedroom retreat in the peaceful, family-friendly Hill N Dale neighborhood. With room for 12, a pergola hot tub, patio and grill, plus pet- and kid-friendly touches, this home offers both relaxation and convenience just outside the heart of Lexington.brbrbrbrThe Space:brbrKey Features: brbrbrbr☀ Sleeps 12brbr☀ 5 bedrooms, 3 bathroomsbrbr☀ 6 beds (king + queens)brbr☀ Hot tub under a pergola, patio, grillbrbr☀ Pet-friendlybrbr☀ Kid-friendly (pack ’n play)brbr☀ High-speed internetbrbr☀ Parking for up to 6 vehiclesbrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrThis property is in a safe neighborhood close enough to get to anywhere you need to in Lexington. We hit some local spots and a few stops on the Bourbon Trail, and I felt like places in and out of town were easy to get to. The house itself was nicely renovated and nicely equipped. Great property, responsive and helpful host. Would def use again if we return to the area. - JamesbrbrbrbrThe house was just like the pictures and accommodated my family very well. The neighborhood was quiet and all the houses were well kept. The kitchen could use some more glasses/plates/mixing bowls/utensils/baking sheets. The BBQ starter doesn’t work and there wasn’t a lighter in the house. Overall we enjoyed our stay and would recommend the house. - LaurabrbrbrbrWe enjoyed our stay at Seth's place. The location was great and easy to get to where we were going. The house was well stocked with spices, towels, and pots and pans. The hot tub was a nice addition. The fenced in backyard was great especially since we had dogs. The patio was great for hanging out. Seth was very responsive and made sure that we had everything we needed. If I were to return to Lexington, I would stay here again. - Kellybrbrbrbr✨ BEDROOMS ✨brbrbrbrFirst Floorbrbrbrbr• Master: King bed, private en suite bathroom with a walk-in shower, a quiet, restful sanctuary.brbr• Bedroom #2: King bed, sharing a full bathroom with Bedroom #3.brbr• Bedroom #3: King bed, comfortable and bright, ideal for friends or family.brbrbrbrBasementbrbr• Basement – Bedroom #4: Two full (double) beds, a cozy space perfect for kids or extra guests.brbr• Basement – Bedroom #5: King bed, tucked away for more privacy, sharing the basement bathroom with Bedroom #4.brbrbrbr✨ BATHROOMS ✨brbrbrbr• First Floor: Two full baths, one is the master en suite with a walk-in shower and the other is shared between bedrooms #2 and #3.brbr• Basement: One full bathroom shared by the two basement bedrooms.brbrbrbrAll bathrooms are stocked with soft towels, body wash, shampoo, conditioner, and essentials to make your stay seamless.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrThe modern kitchen is fully equipped, stainless appliances, updated cabinets, a four-seat island with sink, and a six-seat dining area. The layout opens into the living space, making it easy to cook, dine, and relax together.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrYour outdoor haven includes a pergola-covered hot tub, patio for lounging, and a grill for cookouts. It’s the perfect spot to unwind, share stories, or enjoy a quiet moment under the sky.brbrParking accommodates up to 6 vehicles (driveway + street), with a polite reminder: do not park in front of neighbors’ homes, local ordinance enforces towing.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrCome experience comfort, space, and community all in one place. Whether you're here for family time, a relaxing escape, or friends’ gathering, this Hill N Dale gem is ready to welcome you. Book now, we’ll make sure every detail’s taken care of.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:brbrPlease note that we have placed an electronic lock on the front door for easy quick access. You are welcome to arrive any time after your check-in window.brbrbrbrVideo Surveillance: – The Property has exterior cameras placed as a doorbell camera and 1 on the back deck. This video footage is not shared and is recorded for liability reasons in the cases of a break-in, death, injury, pet policy, guests disregarding the maximum occupancy allowed, and in no way infringes upon the guests’ expectations of privacy in these public areas of the property.brbrbrbrGetting Around:brbrWe're lucky to live in a city where driving is an easy option for getting around. The parking isn't usually too much of problem, and you can hail either Uber or Lyft right from your 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.brbrbrbrRegistration: 15070520

Hot Tub | Great Location | King Beds | Grill & Patio

Lexington, Kentucky, United States

5

Bed

3

Bath

12

Sleeps

$388.5

This apartment offers a perfect mix of comfort, convenience, and prime location in one of Lexington’s most vibrant neighborhoods.brbrWalking Distance to:br-University of Kentuckybr-UK Albert B. Chandler Hospitalbr-Lexington VA Medical CenterbrbrShort Drive to:br-Rupp Arenabr-The Arboretumbr-Kroger FieldbrbrWeekend Adventures:br-Red River Gorgebr-Mammoth Cave National Parkbr-The Bourbon Trail

Secure Apt Close to Campus with Modern Amenities

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$363.64

Spacious, Modern condo in the heart of downtown Lexington. Condo Unit sits above 2 level parking garage & boasts a terrace that runs the entire length of the unit, facing Rupp Arena. Gated entry/exit & fabulous roof top, and exercise room.brThe space.brWalking distance to Rupp Arena & other downtown locations. brGuest accessbrWasher & dryerbrGymbrbrOther things to notebrCode needed for entry into parking garage & front door of building.

Condo

Condo downtown Lexington!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$333.26

This unit, named Whirlaway after the legendary American Triple Crown winner, is one of six newly renovated units in our luxury Airbnb property. You will have access to your own private unit, one parking spot, the community patio area and the snack/coffee bar in the lobby, which we keep stocked with delicious local treats.brbrWhen you arrive, you will park in the lot behind the building and enter through the side door. A portion of the bottom floor is dedicated to office space for W Principles, while the rest of the building is devoted to 3FORTY Airbnbs!brbr3FORTY is stand-alone building that operates like a boutique hotel. Each of our six units has hand-selected details to deliver a uniquely Lexingtonian experience. Upon arrival, simply type in the code on the door and make your way to your unit!brbrDuring your stay at 3FORTY, you are steps away from some of the city’s most celebrated food, drink, and culture. Our downtown is walkable, easy to navigate, and full of character and charm. We invite you to live like a local, experiencing the best of the Bluegrass right outside your front door: art, food, culture, shopping, sports, horse racing and spirits await.brbrFeatured Amenities:br- 1 bedroom with king bedbr- 1 bathroombr- Contact-less check-inbr- Fully stocked kitchenbr- Stainless steel appliancesbr- Wireless Sonos speakersbr- Memory foam mattressbr- Premier reclaimed solid wood flooringbr- Heated tile floorsbr- Washer/Dryerbr- Locally stocked food/beverage stationbr- On-site private parkingbr- Exterior patio & fire pitsbrbrGuests are able to walk to many local attractions. Guests may also use a care service or personal vehicle to access other attractions withing Central KY.

This serviced apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$609.03

This unit, named War Admiral after the legendary American Triple Crown winner, is one of six newly renovated units in our luxury Airbnb property. You will have access to your own private unit, one parking spot, the community patio area and the snack/coffee bar in the lobby, which we keep stocked with delicious local treats.brbrWhen you arrive, you will park in the lot behind the building and enter through the side door. A portion of the bottom floor is dedicated to office space for W Principles, while the rest of the building is devoted to 3FORTY Airbnbs!brbr3FORTY is stand-alone building that operates like a boutique hotel. Each of our six units has hand-selected details to deliver a uniquely Lexingtonian experience. Upon arrival, simply type in the code on the door and make your way to your unit!brbrDuring your stay at 3FORTY, you are steps away from some of the city’s most celebrated food, drink, and culture. Our downtown is walkable, easy to navigate, and full of character and charm. We invite you to live like a local, experiencing the best of the Bluegrass right outside your front door: art, food, culture, shopping, sports, horse racing and spirits await.brbrFeatured Amenities:br- 2 bedrooms with king bedsbr- 2 bathroomsbr- Contact-less check-inbr- Fully stocked kitchenbr- Stainless steel appliancesbr- Wireless Sonos speakersbr- Memory foam mattressesbr- Premier reclaimed solid wood flooringbr- Heated tile floorsbr- Washer/Dryerbr- Locally stocked food/beverage stationbr- On-site private parkingbr- Exterior patio & fire pitsbrbrGuests are able to walk to many local attractions. Guests may also use a care service or personal vehicle to access other attractions withing Central KY.

This serviced apartment is a 2 bedroom(s), 2 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$525.74

This unit, named Seattle Slew after the legendary American Triple Crown winner, is one of six newly renovated units in our luxury Airbnb property. You will have access to your own private unit, one parking spot, the community patio area and the snack/coffee bar in the lobby, which we keep stocked with delicious local treats.brbrWhen you arrive, you will park in the lot behind the building and enter through the side door. A portion of the bottom floor is dedicated to office space for W Principles, while the rest of the building is devoted to 3FORTY Airbnbs!brbr3FORTY is stand-alone building that operates like a boutique hotel. Each of our six units has hand-selected details to deliver a uniquely Lexingtonian experience. Upon arrival, simply type in the code on the door and make your way to your unit!brbrDuring your stay at 3FORTY, you are steps away from some of the city’s most celebrated food, drink, and culture. Our downtown is walkable, easy to navigate, and full of character and charm. We invite you to live like a local, experiencing the best of the Bluegrass right outside your front door: art, food, culture, shopping, sports, horse racing and spirits await.brbrFeatured Amenities:br- 2 bedrooms with king bedsbr- 2 bathroomsbr- Balconybr- Contact-less check-inbr- Fully stocked kitchenbr- Stainless steel appliancesbr- Wireless Sonos speakersbr- Memory foam mattressesbr- Premier reclaimed solid wood flooringbr- Heated tile floorsbr- Washer/Dryerbr- Locally stocked food/beverage stationbr- On-site private parkingbr- Exterior patio & fire pits

This serviced apartment is a 2 bedroom(s), 2 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$296.73

This unit, named Secretariat after the legendary American Triple Crown winner, is one of six newly renovated units in our luxury Airbnb property. You will have access to your own private unit, one parking spot, the community patio area and the snack/coffee bar in the lobby, which we keep stocked with delicious local treats.brbrWhen you arrive, you will park in the lot behind the building and enter through the side door. A portion of the bottom floor is dedicated to office space for W Principles, while the rest of the building is devoted to 3FORTY Airbnbs!brbr3FORTY is stand-alone building that operates like a boutique hotel. Each of our six units has hand-selected details to deliver a uniquely Lexingtonian experience. Upon arrival, simply type in the code on the door and make your way to your unit!brbrDuring your stay at 3FORTY, you are steps away from some of the city’s most celebrated food, drink, and culture. Our downtown is walkable, easy to navigate, and full of character and charm. We invite you to live like a local, experiencing the best of the Bluegrass right outside your front door: art, food, culture, shopping, sports, horse racing and spirits await.brbrFeatured Amenities:br- 1 bedroom with king bedbr- 1 bathroombr- Balconybr- Contact-less check-inbr- Fully stocked kitchenbr- Stainless steel appliancesbr- Wireless Sonos speakersbr- Memory foam mattressbr- Premier reclaimed solid wood flooringbr- Heated tile floorsbr- Washer/Dryerbr- Locally stocked food/beverage stationbr- On-site private parkingbr- Exterior patio & fire pits

This serviced apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$452.92

Welcome to Winner's Circle! Stylish 3-story townhome in the heart of Lexington’s Distillery District, steps from Rupp Arena, Manchester Music Hall, Gatton Park, and the University of Kentucky. This upscale 2BR + pullout sofa home offers luxury design, fully stocked kitchen, smart TVs, blackout curtains, and private patio with bistro lighting, perfect for families, concertgoers, or exploring Bourbon Country.brbrKey Featuresbrbr☀ Sleeps up to 6br☀ 2 full bathrooms + 2 half bathsbr☀ King + Queen + pull-out sofabr☀ Fully stocked kitchen, Nespresso & Keurig machinesbr☀ Private patio with seating & bistro lightsbr☀ Smart TVs, blackout curtains, walk-in closetsbr☀ Dedicated workspace with external monitorbr☀ High speed internetbr☀ Walkable to Rupp Arena, Manchester Music Hall, Distillery Districtbrbr☆☆ BEDROOMS ☆☆brbrPrimary (3rd floor): King bed, blackout curtains, smart TV, walk-in closet, ensuite full bath.brbrSecond Bedroom (3rd floor): Queen bed, blackout curtains, smart TV, walk-in closet, its own full ensuite bath access.brbrPullout Sofa (1st floor): In comfortable living area, with smart TV, adjacent half bath, blackout curtains for privacy.brbr☆☆ BATHROOMS ☆☆brbrYou’ll have 2 full bathrooms (both richly appointed with fluffy towels, body wash, shampoo, conditioner, and essentials) and 2 additional half baths for guests, so no waiting in line during busy mornings or after late nights.brbr☆☆ KITCHEN & RELAXING AREAS ☆☆brbrThe heart of the home is a modern, fully stocked kitchen, high-end appliances, cookware, utensils, dining settings, plus both Nespresso and Keurig for your preferred brew. The main living area (on the second floor) blends comfort and style with plush seating, smart TV, and easy flow to the patio. It’s an ideal setting for relaxing, chatting, or gearing up before a concert or game. There is also an additional living area on the first floor equipped with a half-bath, smart tv, and dedicated workspace.brbr☆☆ OUTSIDE SPACE ☆☆brbrStep outside to your private patio overlooking the Distillery District, draped in bistro lights and outfitted with seating, perfect for morning coffee or evening wind-downs. Parking includes your driveway spot, shared complex parking, and additional on-street options for extra flexibility.brbr★☆ Book Today & Let Us Take Care Of You ☆★brbrDon’t miss out on this upscale, convenient getaway in one of Lexington’s most vibrant neighborhoods. Book now and relax. We’ll take care of the rest!brbrProperty is a 3-story townhome, stairs are required to access 2 of the bedrooms.brbrPermit #: STR-26-000007

Winners Circle - 2BR - Patio-Garage - Walk to Rupp

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$474.0

Welcome to this charming house in Lexington neighborhood of Cumberland Hill! You won’t find a more family/friendly environment! Out of my properties, this is where I’d choose to live if I had a choice! The home features 3 bedrooms with 2 king beds and 2 full beds, perfect for a group to come back and relax at. There is something for everyone to enjoy. Whether that be the Garage Gameroom, Hottub, or just relaxing in the private backyard! Veterans Park is only .3 tenths of a mile down the road if you even want to take the kids or get a run/bike in on their trails! We think our place will help you experience everything Lexington has to offer. This home has everything you will need to make you feel right at home! Trust me when I say, you will feel like a local in this environment! Pet friendly too!

LexFunZone! Fam/Friendly Oasis! Great Park/Neighborhd! Hottub! GameRm! Sleep 8!

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$377.23

Enjoy everything Lexington has to offer from this spacious, updated apartment, located within walking distance to the University of Kentucky campus, Rupp Arena and other downtown landmarks. Both bedrooms feature King beds and seating areas. Cook a meal in the fully-equipped kitchen and enjoy it in the bright dining room, which seats six guests. Premises ID: 15077123-1

Newly Renovated 2BR Apartment w/ Free Parking in Downtown

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$495.34