Lexington, Kentucky

336 Owsley Ave

5 bedrooms 6 beds 3.5 baths 12 guests 5.0 (142)

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 18, 2026$170Not Available2
May 19, 2026$170Not Available2
May 20, 2026$170Not Available2
May 21, 2026$250Available2
May 22, 2026$331Not Available2
May 23, 2026$353Not Available2
May 24, 2026$194Available2
May 25, 2026$172Available2
May 26, 2026$174Not Available2
May 27, 2026$170Not Available2
May 28, 2026$250Not Available2
May 29, 2026$467Not Available2
May 30, 2026$464Not Available2
May 31, 2026$193Available2
Jun 1, 2026$183Available2
Jun 2, 2026$193Available2
Jun 3, 2026$204Available2
Jun 4, 2026$250Available2
Jun 5, 2026$2,024Not Available2
Jun 6, 2026$1,910Not Available2
Jun 7, 2026$1,076Not Available2
Jun 8, 2026$314Available2
Jun 9, 2026$287Available2
Jun 10, 2026$329Available2
Jun 11, 2026$338Available2
Jun 12, 2026$672Not Available2
Jun 13, 2026$669Not Available2
Jun 14, 2026$304Not Available2
Jun 15, 2026$280Not Available2
Jun 16, 2026$286Not Available2
Jun 17, 2026$297Not Available2
Jun 18, 2026$707Available1
Jun 19, 2026$764Not Available2
Jun 20, 2026$747Not Available3
Jun 21, 2026$609Available1
Jun 22, 2026$340Not Available2
Jun 23, 2026$350Not Available2
Jun 24, 2026$637Available1
Jun 25, 2026$362Not Available3
Jun 26, 2026$718Not Available2
Jun 27, 2026$715Not Available3
Jun 28, 2026$316Available2
Jun 29, 2026$298Available2
Jun 30, 2026$295Available2
Jul 1, 2026$307Available2
Jul 2, 2026$336Available3
Jul 3, 2026$706Available2
Jul 4, 2026$730Available3
Jul 5, 2026$353Available2
Jul 6, 2026$321Available2
Jul 7, 2026$328Available2
Jul 8, 2026$379Available2
Jul 9, 2026$461Available3
Jul 10, 2026$847Available2
Jul 11, 2026$852Available3
Jul 12, 2026$399Available2
Jul 13, 2026$342Available2
Jul 14, 2026$354Available2
Jul 15, 2026$373Available2
Jul 16, 2026$421Available3
Jul 17, 2026$825Available2
Jul 18, 2026$844Available3
Jul 19, 2026$403Available2
Jul 20, 2026$352Available2
Jul 21, 2026$363Available2
Jul 22, 2026$378Available2
Jul 23, 2026$424Available3
Jul 24, 2026$864Available2
Jul 25, 2026$878Available3
Jul 26, 2026$395Available2
Jul 27, 2026$379Available2
Jul 28, 2026$390Available2
Jul 29, 2026$412Available2
Jul 30, 2026$467Available3
Jul 31, 2026$902Available2
Aug 1, 2026$911Available3
Aug 2, 2026$430Available2
Aug 3, 2026$426Available2
Aug 4, 2026$413Available2
Aug 5, 2026$421Available2
Aug 6, 2026$461Available3
Aug 7, 2026$897Available2
Aug 8, 2026$891Available3
Aug 9, 2026$396Available2
Aug 10, 2026$359Available2
Aug 11, 2026$365Available2
Aug 12, 2026$381Available2
Aug 13, 2026$426Available3
Aug 14, 2026$876Available2
Aug 15, 2026$884Available3
Aug 16, 2026$407Available2

Amenities

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

5.0 · 142 reviews

A
Anonymous
5 days ago

This home was perfect for our family of 9 attending graduation from UK. Seth was very helpful and the home itself was beautifully appointed. We had everything we needed to stay comfortably and to cook several meals throughout the weekend. The outdoor seating, game room, and BBQ grill made for wonderful family evenings and we plan to book with Seth again the next time we have a group gathering in Lexington. Highly recommend!

A
Anonymous
April 2026

Wonderful!

A
Anonymous
April 2026

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.