353 Owsley Ave

Relax and play in this spacious 4-bedroom + loft home in Lexington, perfect for groups of 12. Enjoy amenities like a golf simulator, game room, hot tub, fire pit, and a cozy covered porch. Centrally located near historic downtown and all things Bluegrass.

Key Features

☀ Sleeps up to 12
☀ 4 bedrooms + loft, 3.5 bathrooms
☀ Golf simulator, game room
☀ Hot tub & fire pit outdoors
☀ High-speed internet
☀ Pet friendly & kid friendly (pack-and-play available)
☀ Pet Fee of $100/pet up to 2 Dogs Maximum (Under 80lbs)
☀ Parking for up to 5 cars

⭐ 5 Star Reviews from our past guests:

"House was clean with many options for any type of stay that you want. We took a few tours of distilleries in the area and it was a perfect place to come back after a long day. Great dry bar with any tasting glasses you want plus a craft ice maker that makes ice spheres!! Would recommend, would rebook." - James

"We had a fantastic stay at Seth’s place in Lexington! The house is huge, very clean, and located in a great area. The golf simulator and hot tubs were major highlights and made the stay extra fun. Everything was exactly as described, and Seth was an excellent host. Highly recommend this spot for anyone looking for a comfortable and unique stay in Lexington!" - John

"We had a fantastic stay at this beautiful home in Lexington, KY! The house was spacious and perfect for our group, with plenty of room for everyone to relax and feel comfortable. The décor was stunning—stylish, welcoming, and thoughtfully put together. One of the highlights was definitely the hot tub, which was such a great touch and perfect for winding down in the evenings. The mattresses were super comfortable, and everyone in our group commented on how well they slept. We had no complaints and would highly recommend this place to anyone visiting the area. Would definitely stay here again!" - DeAndra

✨ BEDROOMS ✨

First Floor
• Master Bedroom: King bed with ensuite bathroom featuring a walk-in shower and tub, an elegant, peace-filled retreat.

Second Floor
• Bedroom #1: King bed, shares a Jack-and-Jill bathroom with Bedroom #2.
• Bedroom #2: King bed, sharing the same Jack-and-Jill with Bedroom #1.
• Bedroom #3: Two queen beds in a private space, with its own ensuite bathroom with walk-in shower.

Top of Stairs
• Loft: King bed in an open common area , a fun spot for flexible sleeping arrangements.

Each room is designed for comfort and privacy, making it perfect for families or friend groups.

✨ BATHROOMS ✨

• 3 full bathrooms (each stocked with body wash, shampoo, conditioner), including ensuites and a shared Jack-and-Jill.
• 1 half bathroom on the main floor for convenience.
• All bathrooms are clean, bright, and thoughtfully outfitted for your stay.

✨ KITCHEN & RELAXING AREAS ✨

Cook like a chef in the fully stocked kitchen, stainless appliances, granite countertops, and a large island with seating for three. The kitchen opens into a dining area for eight, which flows seamlessly into the living room. And for pure fun? The game room features a golf simulator, plus spaces for group games and friendly competition.

✨ OUTSIDE SPACE ✨

Step out to the covered porch for morning coffee, or unwind in the hot tub under the stars. As evening draws in, gather around the fire pit for stories and laughs. The yard is private and welcoming, perfect for relaxing or entertaining.

Parking is provided for up to 5 vehicles in our driveway. Please note: only two cars may park on the street in front of the house, and parking in front of neighbors’ homes is not allowed (towing applies per city rules).

✨ Book Today & Let Us Take Care Of You ✨

We can't wait to welcome you! Whether you're here for a fun getaway, a family reunion, or just some downtime, we're here to make your stay effortless and memorable. Book now, your Lexington adventure awaits.

** 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.

Registration # 15077859