Lexington, Kentucky

336 Owsley Ave

5 bedrooms 6 beds 3.5 baths 12 guests 5.0 (282)

About the property

Beautifully styled 5-bed, 3.5-bath retreat in the heart of Lexington’s charming Kenwick neighborhood, sleeps up to 12 guests. Enjoy a soak in the hot tub, gather around the fire pit, or challenge your friends in the game room. This home combines comfort, luxury, and space, perfect for family getaways, reunions, or a relaxing escape in the Bluegrass State. Key Features: ☀ Sleeps up to 12 ☀ 5 bedrooms, 3.5 bathrooms ☀ Hot tub + fire pit for outdoor relaxation ☀ Game room with ping pong + basketball setup ☀ Pet friendly, bring your furry friend! ☀ High-speed internet, ideal for work or streaming ☀ Plenty of parking, room for up to 6 vehicles ⭐ 5 Star Reviews from our past guests: "The place was perfect can't can't think of one thing that was bad about his place it was a very nice place beds were comfortable plenty of pillows plenty of towels The hot tub was amazing The house it was just amazing and Seth was I wonderful host he got back with me within 5 minutes after I text him about anything he suggested some places to go and see while we were there places to eat while we were there he was just a really nice person and I would definitely come back here and stay if I was in Lexington again" - Audra "This was one of the nicest homes I have stayed in. Quiet, clean and great location. Seth did a great job of checking in and his response time was almost immediate. Great place! Great host!" - Catherine "My family and friends truly enjoyed our stay! The facility was very clean and comfortable. Those who took advantage of the hot tub truly enjoyed it. The location of the house was easy to find, and the neighborhood was clean and close to other local amenities. We traveled from Saint Louis, Indianapolis, Cincinnati, and Detroit. All of us were pleased with the house and the location. When we come to Lexington again, we're definitely book with Seth. We got great value for the price we paid." - James ✨ BEDROOMS ✨ First Floor • Master Bedroom: King bed, ensuite bathroom with walk-in shower and tub, a quiet, private sanctuary. Second Floor • Bedroom #1: King bed, shares a Jack & Jill bathroom with Bedroom #2, cozy and convenient. • Bedroom #2: King bed, shares the Jack & Jill bathroom, perfect for couples or friends. • Bedroom #3: King bed with its own ensuite bathroom, featuring a walk-in shower, restful and private. Open Loft, Top Floor • Bedroom #4: 2 Queen beds in a bright, open space, great for kids or extra guests. ✨ BATHROOMS ✨ • Ensuite Master Bath: Located on the first floor, features a walk-in shower and a relaxing tub. • Jack & Jill (2nd Floor): Shared between Bedrooms #1 and #2; includes a tub + shower. • Ensuite (2nd Floor): Attached to Bedroom #3, outfitted with a walk-in shower. • Half Bath (1st Floor): Conveniently located near the main living area. Each bathroom is stocked with thoughtful essentials: body wash, shampoo, conditioner, and more. ✨ KITCHEN & RELAXING AREAS ✨ Your gourmet kitchen is professionally decorated with high-end finishes, stainless-steel appliances, and a large island with bar stools, perfect for meal prep and casual dining. There’s a formal dining table that seats 8, plus the island for extra seating. The living room offers plush seating, ideal for conversation or movie nights. And when it’s time to play, head to the game room where you can enjoy ping-pong or practice your shot with the in-house basketball setup. ✨ OUTSIDE SPACE ✨ Step out to a covered patio where you’ll find a lounge area for relaxing and a fire pit for memorable evenings under the stars. The hot tub adds a touch of luxury, soak in the warmth after a day of exploring. There's also off-street parking for up to 6 vehicles, just be sure to keep it in the driveway to respect our neighbors. ✨ Book Today & Let Us Take Care Of You ✨ Don’t wait, this spacious, stylish Kenwick home won’t stay open for long. Whether you're here for family time, a friends' getaway, or a quiet retreat, we’re ready to make your stay unforgettable. Click “Book Now” and start building memories today! ** 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. We'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! After 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. You 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. 🐾 Pet-Friendly Stay We’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.

Beautifully styled 5-bed, 3.5-bath retreat in the heart of Lexington’s charming Kenwick neighborhood, sleeps up to 12 guests. Enjoy a soak in the hot tub, gather around the fire pit, or challenge your friends in the game room. This home combines comfort, luxury, and space, perfect for family getaways, reunions, or a relaxing escape in the Bluegrass State. Key Features: ☀ Sleeps up to 12 ☀ 5 bedrooms, 3.5 bathrooms ☀ Hot tub + fire pit for outdoor relaxation ☀ Game room with ping pong + basketball setup ☀ Pet friendly, bring your furry friend! ☀ High-speed internet, ideal for work or streaming ☀ Plenty of parking, room for up to 6 vehicles ⭐ 5 Star Reviews from our past guests: "The place was perfect can't can't think of one thing that was bad about his place it was a very nice place beds were comfortable plenty of pillows plenty of towels The hot tub was amazing The house it was just amazing and Seth was I wonderful host he got back with me within 5 minutes after I text him about anything he suggested some places to go and see while we were there places to eat while we were there he was just a really nice person and I would definitely come back here and stay if I was in Lexington again" - Audra "This was one of the nicest homes I have stayed in. Quiet, clean and great location. Seth did a great job of checking in and his response time was almost immediate. Great place! Great host!" - Catherine "My family and friends truly enjoyed our stay! The facility was very clean and comfortable. Those who took advantage of the hot tub truly enjoyed it. The location of the house was easy to find, and the neighborhood was clean and close to other local amenities. We traveled from Saint Louis, Indianapolis, Cincinnati, and Detroit. All of us were pleased with the house and the location. When we come to Lexington again, we're definitely book with Seth. We got great value for the price we paid." - James ✨ BEDROOMS ✨ First Floor • Master Bedroom: King bed, ensuite bathroom with walk-in shower and tub, a quiet, private sanctuary. Second Floor • Bedroom #1: King bed, shares a Jack & Jill bathroom with Bedroom #2, cozy and convenient. • Bedroom #2: King bed, shares the Jack & Jill bathroom, perfect for couples or friends. • Bedroom #3: King bed with its own ensuite bathroom, featuring a walk-in shower, restful and private. Open Loft, Top Floor • Bedroom #4: 2 Queen beds in a bright, open space, great for kids or extra guests. ✨ BATHROOMS ✨ • Ensuite Master Bath: Located on the first floor, features a walk-in shower and a relaxing tub. • Jack & Jill (2nd Floor): Shared between Bedrooms #1 and #2; includes a tub + shower. • Ensuite (2nd Floor): Attached to Bedroom #3, outfitted with a walk-in shower. • Half Bath (1st Floor): Conveniently located near the main living area. Each bathroom is stocked with thoughtful essentials: body wash, shampoo, conditioner, and more. ✨ KITCHEN & RELAXING AREAS ✨ Your gourmet kitchen is professionally decorated with high-end finishes, stainless-steel appliances, and a large island with bar stools, perfect for meal prep and casual dining. There’s a formal dining table that seats 8, plus the island for extra seating. The living room offers plush seating, ideal for conversation or movie nights. And when it’s time to play, head to the game room where you can enjoy ping-pong or practice your shot with the in-house basketball setup. ✨ OUTSIDE SPACE ✨ Step out to a covered patio where you’ll find a lounge area for relaxing and a fire pit for memorable evenings under the stars. The hot tub adds a touch of luxury, soak in the warmth after a day of exploring. There's also off-street parking for up to 6 vehicles, just be sure to keep it in the driveway to respect our neighbors. ✨ Book Today & Let Us Take Care Of You ✨ Don’t wait, this spacious, stylish Kenwick home won’t stay open for long. Whether you're here for family time, a friends' getaway, or a quiet retreat, we’re ready to make your stay unforgettable. Click “Book Now” and start building memories today! ** 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. We'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! After 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. You 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. 🐾 Pet-Friendly Stay We’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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 10, 2026$170Not Available2
May 11, 2026$170Not Available2
May 12, 2026$170Available2
May 13, 2026$170Available2
May 14, 2026$250Available2
May 15, 2026$457Available2
May 16, 2026$466Not Available2
May 17, 2026$206Not Available2
May 18, 2026$191Available2
May 19, 2026$194Available2
May 20, 2026$243Available2
May 21, 2026$275Available2
May 22, 2026$569Available2
May 23, 2026$600Available2
May 24, 2026$303Available2
May 25, 2026$275Available2
May 26, 2026$278Available2
May 27, 2026$267Available2
May 28, 2026$303Available2
May 29, 2026$625Available2
May 30, 2026$720Available2
May 31, 2026$302Available2
Jun 1, 2026$290Available2
Jun 2, 2026$299Available2
Jun 3, 2026$321Available2
Jun 4, 2026$416Available2
Jun 5, 2026$2,306Not Available2
Jun 6, 2026$2,176Not Available2
Jun 7, 2026$1,226Not Available2
Jun 8, 2026$308Available2
Jun 9, 2026$330Available2
Jun 10, 2026$367Available2
Jun 11, 2026$412Available3
Jun 12, 2026$765Not Available2
Jun 13, 2026$766Not Available3
Jun 14, 2026$342Not Available2
Jun 15, 2026$317Not Available2
Jun 16, 2026$320Not Available2
Jun 17, 2026$336Not Available2
Jun 18, 2026$385Available3
Jun 19, 2026$746Available2
Jun 20, 2026$751Available3
Jun 21, 2026$334Available2
Jun 22, 2026$339Not Available2
Jun 23, 2026$346Not Available2
Jun 24, 2026$672Available1
Jun 25, 2026$387Not Available3
Jun 26, 2026$756Not Available2
Jun 27, 2026$756Not Available3
Jun 28, 2026$333Available2
Jun 29, 2026$318Available2
Jun 30, 2026$309Available2
Jul 1, 2026$325Available2
Jul 2, 2026$355Available3
Jul 3, 2026$709Available2
Jul 4, 2026$736Available3
Jul 5, 2026$355Available2
Jul 6, 2026$327Available2
Jul 7, 2026$334Available2
Jul 8, 2026$381Available2
Jul 9, 2026$484Available3
Jul 10, 2026$957Available2
Jul 11, 2026$962Available3
Jul 12, 2026$414Available2
Jul 13, 2026$372Available2
Jul 14, 2026$375Available2
Jul 15, 2026$379Available2
Jul 16, 2026$429Available3
Jul 17, 2026$840Available2
Jul 18, 2026$859Available3
Jul 19, 2026$401Available2
Jul 20, 2026$373Available2
Jul 21, 2026$364Available2
Jul 22, 2026$376Available2
Jul 23, 2026$430Available3
Jul 24, 2026$876Available2
Jul 25, 2026$894Available3
Jul 26, 2026$401Available2
Jul 27, 2026$379Available2
Jul 28, 2026$388Available2
Jul 29, 2026$408Available2
Jul 30, 2026$447Available3
Jul 31, 2026$909Available2
Aug 1, 2026$923Available3
Aug 2, 2026$429Available2
Aug 3, 2026$446Available2
Aug 4, 2026$433Available2
Aug 5, 2026$435Available2
Aug 6, 2026$464Available3
Aug 7, 2026$917Available2
Aug 8, 2026$955Available3

Amenities

Hot tub
Game Room
Fire place
Patio
Smoke detector
First aid kit
Air conditioning
Washer

5.0 · 282 reviews

A
Anonymous
3 weeks ago

Wonderful!

A
Anonymous
3 weeks ago

Wonderful!

A
Anonymous
3 weeks ago

our group stayed here for my bachelorette trip and it was the perfect spot! We loved the location and it was a very easy uber to everywhere we wanted to go. The house fit all of us comfortably and we enjoyed the backyard a lot. Would highly recommend staying here!

Where you'll be

Lexington, Kentucky, 40502, United States

Immerse yourself in the refined energy of Lexington, where lush botanical beauty meets a vibrant contemporary arts scene. Explore the serene trails and sprawling collections at The Arboretum, State Botanical Garden of Kentucky, or discover curated installations nearby at the 21c Museum Hotel Lexington. A short drive away, the premier boutiques of Hamburg Pavilion and fine dining at Malone's Hamburg offer sophisticated evenings, while the nearby East

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.