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The Bluegrass House

Welcome y'all! Serene hot tub, fenced-in back yard (2-dog limit, extra charge). Airport shuttle (separate fee). Nestled near parks, 3 miles from Edge Ice/Sports Arena. Immerse yourself in cultural richness at Bluegrass Music Hall of Fame and Owensboro Symphony Orchestra. Enjoy free summer outdoor entertainment on the Riverfront. Holiday World (30+min). Experience southern style with breakfast at Windy Hollow Biscuit House, & ribs, mutton or burgoo at Moonlight BBQ (visited by celebrities).

Charming Midtown Manor 2 Bedroom + Bonus Room

This house located at the center point of the city has been completely updated, from the bathtub, to the flooring, to furniture. This 2 bedroom, 1 bathroom home has free parking either in the driveway or on the street and a bonus bedroom upstairs. Right in the middle of Owensboro, you're within one mile of Starbucks and a local coffee shop. You're actually not far from anything. It’s an awesome location that's great for a family or anyone looking for a place to relax after a long day at work.

Woodsy Waterfront Cabin with Loft

Escape to our secluded waterfront cabin, nestled amidst natural surroundings, our cabin offers a serene retreat away from the hustle and bustle of everyday life. Wake up to the soothing sounds of nature and breathtaking views of the waterfront. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation and rejuvenation. Experience the magic of nature at its finest in this special haven. Limited cell service at cabin

Peaceful Stay | Relax & Unwind

This beautifully updated home offers a warm, inviting atmosphere with an uplifting vibe throughout. With 3 bedrooms and 1.5 baths, it comfortably sleeps up to 6 guests. The fully equipped kitchen makes meal prep a breeze, while a built-in doggie door and spacious fenced backyard—complete with a chain link divider—make it just as convenient for your four-legged friends. Ideal for a relaxing, pet-friendly stay . Jack C Fisher,, Waymond Morris Park, Green River Distillery, Holiday World

Rustic Log Cabin Old Farm

Step back in time at this 1800s log cabin on historic DeLacey Farm. Surrounded by barns, wildlife, and wide-open fields, this rustic getaway sits on a nearly 100-year-old working farm—just minutes from Owensboro’s BBQ, bourbon, and small-town charm. Relax on the back deck with views of the original farm buildings, or head into town to explore the Green River Distillery and local eats. It’s the perfect blend of peaceful retreat and convenient access to everything Owensboro has to offer.

Tranquil & Modern Sanctuary

I rent my home part time while travelling for work. It’s fully renovated with a minimalist design. The master bedroom has a king-size memory foam mattress and attached bath. Down the hall is a guest bedroom with queen-size bed, small TV, and bathroom across the hall. The L-shaped living room has a large TV, sectional seating, and dining area. The kitchen is fully equipped for cooking. The house has a great central location with quick access to downtown, Legion Park, and the bypass.

The Green Garden Cottage

The Cottage House is centrally located to library and 1 1/2 miles from Riverfront. This 1930s home has hardwood floors, glass door knobs, and rounded entry ways. The kitchen has been remodeled with new appliances, cabinets and countertops. The upstairs bedroom is a large finished attic with its own heating and cooling system. We do allow pets for an additional one-time fee of $45 paid through Airbnb. No more than two dogs and we ask that animals not sleep or be on the beds.

The little big cozy house

The little big cozy house offers you a place where you can relax and feel at home. a spacious kitchen with all the necessary elements such as The 3 bedrooms ,that invite you to rest with very suitable beds For you to spend a magnificent and comfortable night. The patio is a space where you can enjoy a grill surrounded by family or friends. This house is an excellent location that gives you quick access to any part of owensboro.

Swiftie’s Babe Cave

Welcome to Swiftie's Babe Cave, a one-of-a-kind Taylor Swift-themed Airbnb in Owensboro, KY! Centrally located, you're minutes from downtown dining, shopping, and Green River Distillery, plus a short drive to Holiday World and Evansville, IN. This 3-bedroom, 2-bath retreat features unique decor, a washer/dryer, bracelet-making stations, and plenty of photo ops. Perfect for Swifties—book now for a magical stay!

house with king bed

Our Village gate is cozy and quaint yet strategically positioned in close proximity to community amenities, restaurants,shopping,and downtown area . A short distance to hop on the Greenbelt to enjoy a walk with your family .Also about 30 miles to Holiday World! Have fun with the whole family at this stylish place! Guest access Guest access the home with a code using the touch screen on the front door

2 bedroom w/free on-site parking. Near downtown

When you stay at this centrally located accommodation, your family will be close to everything. The backyard is fenced in and has a fire pit. The sofa has one pullout bed. The master suite has one queen bed. The second bedroom has two XL twin beds. Complete kitchen with dishwasher, plates, utensils, and washer and dryer. No more than two pets. Pets must be under 30 pounds each.

Newly renovated- 2.5 mi to Downtown Riverfront

The City House is a renovated 4 bed / 2.5 bath home in the heart of Owensboro. The convenient location makes it easy to get to restaurants, shopping, parks, downtown or sporting events. In less than 10 minutes, you can enjoy just about everything Owensboro has to offer whether it’s barbecue, bourbon or Bluegrass! We are also 40 minutes from Holiday World.