Lexington, Kentucky

353 Owsley Ave

5 bedrooms 6 beds 3.5 baths 12 guests 4.9 (292)

About the property

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

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

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$222Not Available1
May 11, 2026$170Not Available2
May 12, 2026$170Not Available2
May 13, 2026$170Not Available2
May 14, 2026$250Not Available2
May 15, 2026$426Not Available2
May 16, 2026$435Not Available2
May 17, 2026$193Available2
May 18, 2026$177Available2
May 19, 2026$180Available2
May 20, 2026$228Available2
May 21, 2026$274Available2
May 22, 2026$533Not Available2
May 23, 2026$564Not Available2
May 24, 2026$289Not Available2
May 25, 2026$260Not Available2
May 26, 2026$263Available2
May 27, 2026$252Available2
May 28, 2026$303Not Available2
May 29, 2026$586Not Available2
May 30, 2026$675Not Available2
May 31, 2026$523Available1
Jun 1, 2026$269Not Available2
Jun 2, 2026$278Not Available2
Jun 3, 2026$301Not Available2
Jun 4, 2026$420Not Available2
Jun 5, 2026$2,220Not Available2
Jun 6, 2026$2,090Not Available2
Jun 7, 2026$1,212Not Available2
Jun 8, 2026$289Not Available2
Jun 9, 2026$309Not Available2
Jun 10, 2026$348Not Available2
Jun 11, 2026$415Not Available3
Jun 12, 2026$717Not Available2
Jun 13, 2026$718Not Available3
Jun 14, 2026$322Not Available2
Jun 15, 2026$296Available2
Jun 16, 2026$299Available2
Jun 17, 2026$317Available2
Jun 18, 2026$386Not Available3
Jun 19, 2026$699Not Available2
Jun 20, 2026$705Not Available3
Jun 21, 2026$315Not Available2
Jun 22, 2026$320Not Available2
Jun 23, 2026$328Not Available2
Jun 24, 2026$344Not Available2
Jun 25, 2026$387Not Available3
Jun 26, 2026$707Available2
Jun 27, 2026$708Available2
Jun 28, 2026$313Not Available2
Jun 29, 2026$297Not Available2
Jun 30, 2026$288Not Available2
Jul 1, 2026$305Not Available2
Jul 2, 2026$353Available3
Jul 3, 2026$660Available2
Jul 4, 2026$687Available3
Jul 5, 2026$335Available2
Jul 6, 2026$306Available2
Jul 7, 2026$313Available2
Jul 8, 2026$362Available2
Jul 9, 2026$492Available3
Jul 10, 2026$907Available2
Jul 11, 2026$912Available3
Jul 12, 2026$394Available2
Jul 13, 2026$351Available2
Jul 14, 2026$353Available2
Jul 15, 2026$357Available2
Jul 16, 2026$430Available3
Jul 17, 2026$788Available2
Jul 18, 2026$806Available3
Jul 19, 2026$379Available2
Jul 20, 2026$350Available2
Jul 21, 2026$340Available2
Jul 22, 2026$353Not Available2
Jul 23, 2026$429Not Available3
Jul 24, 2026$821Not Available2
Jul 25, 2026$839Not Available3
Jul 26, 2026$379Not Available2
Jul 27, 2026$356Available2
Jul 28, 2026$365Available2
Jul 29, 2026$386Available2
Jul 30, 2026$447Available3
Jul 31, 2026$854Available2
Aug 1, 2026$867Available3
Aug 2, 2026$408Available2
Aug 3, 2026$425Available2
Aug 4, 2026$412Available2
Aug 5, 2026$414Available2
Aug 6, 2026$466Available3
Aug 7, 2026$862Available2
Aug 8, 2026$900Available3

Amenities

Hot tub
Game Room
Fire pit
Fire place
Patio
Crib
Air conditioning
Washer

4.9 · 292 reviews

A
Anonymous
5 days ago

Seth’s place somehow was even nicer in person. The pictures don’t do it justice. Seth was very proactive and responsive with communication. This place is walkable to a cool coffee shop, brewery, two barbecue places, etc.. the house is super nice and clean. Definitely would stay here again.

A
Anonymous
1 week ago

The place was great, and the host was very responsive. 5 stars, definitely recommend staying here.

A
Anonymous
1 week ago

The place was great, and the host was very responsive. 5 stars, definitely recommend staying here.

Where you'll be

Lexington, Kentucky, 40502, United States

Experience the vibrant spirit of Lexington, where modern culture meets the lush charm of the Bluegrass State. Explore the contemporary galleries at the 21c Museum Hotel Lexington or browse for vintage treasures at the nearby East Lexington Peddlers Mall. A short drive takes you to the tranquil landscapes of The Arboretum, State Botanical Garden of Kentucky, while refined dining at Malone's Hamburg and premier shopping at

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.