Lexington, Kentucky

336 Owsley Ave

5 bedrooms6 beds3.5 baths12 guests5.0 (148)

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.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 3, 2026$300Available2
Jul 4, 2026$300Available2
Jul 5, 2026$185Available2
Jul 6, 2026$196Available2
Jul 7, 2026$199Available2
Jul 8, 2026$220Not Available2
Jul 9, 2026$250Not Available2
Jul 10, 2026$321Not Available2
Jul 11, 2026$344Not Available2
Jul 12, 2026$465Available2
Jul 13, 2026$228Not Available2
Jul 14, 2026$258Not Available2
Jul 15, 2026$266Not Available2
Jul 16, 2026$289Not Available2
Jul 17, 2026$593Not Available2
Jul 18, 2026$584Not Available2
Jul 19, 2026$277Not Available2
Jul 20, 2026$269Not Available2
Jul 21, 2026$266Not Available2
Jul 22, 2026$272Not Available2
Jul 23, 2026$301Not Available2
Jul 24, 2026$688Not Available2
Jul 25, 2026$700Not Available2
Jul 26, 2026$345Available2
Jul 27, 2026$318Available2
Jul 28, 2026$327Available2
Jul 29, 2026$342Available2
Jul 30, 2026$388Available2
Jul 31, 2026$717Available2
Aug 1, 2026$733Available2
Aug 2, 2026$356Not Available2
Aug 3, 2026$382Not Available2
Aug 4, 2026$367Not Available2
Aug 5, 2026$376Not Available2
Aug 6, 2026$405Not Available3
Aug 7, 2026$786Not Available2
Aug 8, 2026$789Not Available3
Aug 9, 2026$350Available2
Aug 10, 2026$333Available2
Aug 11, 2026$336Available2
Aug 12, 2026$349Available2
Aug 13, 2026$380Available3
Aug 14, 2026$780Available2
Aug 15, 2026$810Available3
Aug 16, 2026$383Available2
Aug 17, 2026$354Available2
Aug 18, 2026$370Available2
Aug 19, 2026$361Available2
Aug 20, 2026$390Available3
Aug 21, 2026$772Available2
Aug 22, 2026$735Available3
Aug 23, 2026$324Available2
Aug 24, 2026$302Available2
Aug 25, 2026$320Available2
Aug 26, 2026$329Available2
Aug 27, 2026$367Available3
Aug 28, 2026$736Available2
Aug 29, 2026$742Available3
Aug 30, 2026$325Available2
Aug 31, 2026$291Not Available2
Sep 1, 2026$306Not Available2
Sep 2, 2026$321Not Available2
Sep 3, 2026$357Not Available3
Sep 4, 2026$775Not Available2
Sep 5, 2026$773Not Available3
Sep 6, 2026$370Not Available2
Sep 7, 2026$354Available2
Sep 8, 2026$362Available2
Sep 9, 2026$331Available2
Sep 10, 2026$391Available3
Sep 11, 2026$1,100Available2
Sep 12, 2026$1,214Available3
Sep 13, 2026$359Available2
Sep 14, 2026$328Available2
Sep 15, 2026$336Available2
Sep 16, 2026$349Not Available2
Sep 17, 2026$388Not Available3
Sep 18, 2026$782Not Available2
Sep 19, 2026$806Not Available3
Sep 20, 2026$358Available2
Sep 21, 2026$329Available2
Sep 22, 2026$337Available2
Sep 23, 2026$353Available2
Sep 24, 2026$458Available3
Sep 25, 2026$1,238Not Available2
Sep 26, 2026$1,236Not Available3
Sep 27, 2026$370Not Available2
Sep 28, 2026$315Available2
Sep 29, 2026$324Available2
Sep 30, 2026$347Available2
Oct 1, 2026$615Available3

Amenities

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

5.0 · 148 reviews

H
Happy Guest
2 days ago

Very friendly and very accommodating. Very responsive with any request or questions I may have had. Seth, the Host was amazing with communication! I have already referred this Home to friend of mine who will need a place next spring. Very peaceful and quite and convenient. Would highly recommend this home!

H
Happy Guest
1 week ago

Other than the parking being a bit tight for our vehicles, the house was perfect. Very modern and very clean! The rooster next door disturbed a few of my guests, but I thought he was a nice touch.

H
Happy Guest
3 weeks ago

We would absolutely book again! The home was beautiful and spacious. It felt warm, welcoming, and truly like a home away from home. The game room was a huge hit and provided plenty of entertainment, and there was more than enough space for everyone to spread out comfortably. The hot tub was clean and well-maintained, and the clawfoot bathtub was exactly what I needed for a little relaxation and self-care after long days out. The host was very responsive, helpful, and quick to answer any questions. The only minor things worth mentioning are more preference than actual complaints. There were no washcloths provided, which some guests may want to know in advance. Also, the master shower has an overhead rainfall-style sprayer that wasn't ideal for someone like me who doesn't wash their hair daily and prefers to keep it dry while showering. Fortunately, there were other showers upstairs that worked perfectly, so it was an easy adjustment. Overall, excellent stay. Host made booking seamless.

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

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

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.