336 Owsley Ave

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.

About This Space

This farmhouse-style retreat in Lexington's historic Kenwick neighborhood was built for the reunion where everybody actually shows up, the girls' trip that needs its own hot tub, and the work retreat that turns into a real vacation by night two. Five bedrooms sleep 12 across four king beds and two queens, spread over three floors for real privacy. The first-floor master is its own quiet sanctuary — king bed, ensuite bath with a walk-in shower and soaking tub, spacious closet. Upstairs, three more king bedrooms include a private ensuite and a Jack & Jill setup, plus an open loft with two queen beds that's a hit with kids and late arrivals. Every bedroom has a Smart TV. The heart of the house is a professionally styled kitchen with stainless-steel appliances, a gas range, and an island with bar stools built for the person who ends up cooking while everyone else talks. A dining table seats eight, with island seating for overflow. Two living areas — one anchored by a gas fireplace, the other a cozier sitting room — mean the group can split into a movie half and a card-game half without anyone feeling exiled. Downstairs, the garage has been converted into a full game room: foosball, ping pong, a wall-mounted arcade basketball unit, a dartboard, and a ceiling projector for game days or movie nights. It's the room that empties the living room by 9pm. Outside, a covered patio holds the private hot tub — available all year, open 24 hours — plus a fire pit for late conversations and a fenced backyard where kids and pets can run free. Bathrooms are stocked with body wash, shampoo, and conditioner, laundry has a full washer and dryer, and fast WiFi covers the whole house.

Location & What's Nearby

You're staying inside Kenwick, one of Lexington's most walkable historic neighborhoods — tree-lined streets, Craftsman bungalows, genuine front-porch charm, about 2 miles from downtown.

• Downtown Lexington & Cheapside Park — 5 minutes. Farmers markets, restaurants, courthouse square.
• Distillery District — 8 minutes. Town Branch and Lexington Brewing & Distilling Co.
• Rupp Arena / Central Bank Center — 7 minutes. Concerts and UK basketball.
• University of Kentucky campus — 8 minutes. Handy for game weekends and campus visits.
• Ashland, The Henry Clay Estate — 5 minutes. Historic gardens and walking trails.
• The Red Mile Harness Track — 10 minutes. Historic harness racing.
• Jacobson Park — 12 minutes. Lake trails, disc golf, open green space.
• Keeneland Race Course — 18 minutes. Thoroughbred racing each April and October.
• Kentucky Horse Park — 20 minutes. Museums and trail rides on 1,200 acres.
• Woodford Reserve Distillery — 25 minutes. A stop on the Kentucky Bourbon Trail.
• Blue Grass Airport (LEX) — 12 minutes. Easy in, easy out. Bourbon, basketball, horses, and history — Kenwick puts your group in the middle of all four.

Who This Home Is Best For

• **Multi-generational family reunions.** Five sleeping zones and two living rooms mean grandparents get quiet, teenagers get the loft, nobody's on an air mattress.
• **Bachelor and bachelorette groups.** The hot tub, fire pit, and game room turn a weekend into an event, and the Distillery District is 8 minutes away.
• **UK football and basketball weekends.** Eight minutes from campus and Rupp Arena, with room for the whole tailgate crew.
• **Corporate retreats and offsites.** Fast WiFi, a table for eight, and enough separate spaces that work and downtime don't collide.
• **Wedding parties and guest overflow.** Close enough to downtown venues that the group stays together instead of scattering across hotel rooms.

** 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.

Guests will receive a 4-digit code to access the smart lock on the front door for a seamless and secure check-in experience.

The Kenwick neighborhood is a great place to call home with its central location and close proximity to some of Lexington's best attractions. Not only does this area feature an amazing local coffee shop just down the street, but you can also walk there from your house if need be! So next time we recommend grabbing breakfast or lunch at Kenwick Table before exploring what makes our city so intriguing - all while being steps away from where it starts happening.

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.