Lexington, Kentucky

353 Owsley Ave

5 bedrooms 6 beds 3.5 baths 12 guests 4.9 (148)

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 18, 2026$170Not Available2
May 19, 2026$170Not Available2
May 20, 2026$170Available2
May 21, 2026$250Available2
May 22, 2026$325Not Available2
May 23, 2026$332Not Available2
May 24, 2026$185Not Available2
May 25, 2026$170Not Available2
May 26, 2026$170Available2
May 27, 2026$170Available2
May 28, 2026$250Not Available2
May 29, 2026$439Not Available2
May 30, 2026$435Not Available2
May 31, 2026$333Available1
Jun 1, 2026$170Not Available2
Jun 2, 2026$179Not Available2
Jun 3, 2026$191Not Available2
Jun 4, 2026$250Not Available2
Jun 5, 2026$1,948Not Available2
Jun 6, 2026$1,836Not Available2
Jun 7, 2026$1,064Not Available2
Jun 8, 2026$296Not Available2
Jun 9, 2026$268Not Available2
Jun 10, 2026$312Not Available2
Jun 11, 2026$338Not Available2
Jun 12, 2026$630Not Available2
Jun 13, 2026$626Not Available2
Jun 14, 2026$286Not Available2
Jun 15, 2026$262Available2
Jun 16, 2026$268Available2
Jun 17, 2026$280Available2
Jun 18, 2026$383Not Available3
Jun 19, 2026$718Not Available2
Jun 20, 2026$701Not Available3
Jun 21, 2026$310Not Available2
Jun 22, 2026$322Not Available2
Jun 23, 2026$332Not Available2
Jun 24, 2026$326Not Available2
Jun 25, 2026$362Not Available3
Jun 26, 2026$673Available2
Jun 27, 2026$669Available2
Jun 28, 2026$297Not Available2
Jun 29, 2026$278Not Available2
Jun 30, 2026$276Not Available2
Jul 1, 2026$288Not Available2
Jul 2, 2026$334Available3
Jul 3, 2026$658Available2
Jul 4, 2026$682Available3
Jul 5, 2026$333Available2
Jul 6, 2026$300Available2
Jul 7, 2026$307Available2
Jul 8, 2026$360Available2
Jul 9, 2026$467Available3
Jul 10, 2026$796Available2
Jul 11, 2026$800Available3
Jul 12, 2026$379Available2
Jul 13, 2026$319Available2
Jul 14, 2026$332Available2
Jul 15, 2026$351Available2
Jul 16, 2026$421Available3
Jul 17, 2026$772Available2
Jul 18, 2026$791Available3
Jul 19, 2026$383Available2
Jul 20, 2026$328Available2
Jul 21, 2026$339Available2
Jul 22, 2026$356Not Available2
Jul 23, 2026$424Not Available3
Jul 24, 2026$809Not Available2
Jul 25, 2026$823Not Available3
Jul 26, 2026$373Not Available2
Jul 27, 2026$356Available2
Jul 28, 2026$367Available2
Jul 29, 2026$391Available2
Jul 30, 2026$470Available3
Jul 31, 2026$848Available2
Aug 1, 2026$856Available3
Aug 2, 2026$408Available2
Aug 3, 2026$404Available2
Aug 4, 2026$391Available2
Aug 5, 2026$399Available2
Aug 6, 2026$463Available3
Aug 7, 2026$842Available2
Aug 8, 2026$836Available3
Aug 9, 2026$374Available2
Aug 10, 2026$335Available2
Aug 11, 2026$342Available2
Aug 12, 2026$358Available2
Aug 13, 2026$426Available3
Aug 14, 2026$822Available2
Aug 15, 2026$832Available3
Aug 16, 2026$387Available2

Amenities

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

4.9 · 148 reviews

A
Anonymous
3 days ago

Very beautiful home and had a good time with the golf simulator!!

A
Anonymous
1 week 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
2 weeks 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.