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Quiet and Cozy by Convention Center

The whole family will love this peaceful place to stay in Owensboro, Kentucky. Close to the Bluegrass Museum, the Owensboro Convention Center, Jack C Fisher Park, and Ben Hawes State Park, this home is perfectly located with access to where you need to go. Minutes from Kentucky Wesleyan College and Brescia University, this home has easy access to the bypass and the Owensboro Hospital and Airport. The property is walking distance to Thompson Berry Soccer fields and The Botanical Gardens. Enjoy!!

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).

4bed3BR Near Conv Ctr/Fisher Pk/30to HolidayWorld

METICULOUSLY CLEAN, updated 3 bedroom home, 4 beds each with tv! Home is 3 miles from Convention Ctr, Bluegrass Museum, Science Museum, Botanical Garden. It’s also 4 minutes from baseball fields (Fischer), Thompson Berry( soccer), 30 min to Holiday world, private and fenced backyard with lighted patio. Home is well stocked with ALL you may need! If the home is empty previous night, early check in, no charge! - Wifi - Roku TV in all bedrooms - Washer and Dryer - Stocked kitchen, book now!

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.

The vintage willow

The vintage willow -Bedroom 1 king bedroom small desk for designated work space. -Bedroom 2 queen bedroom - Living room sofa bed -Kitchen keurig coffee maker and an electric kettle.Toaster and plenty kitchen utensils. -Sun Porch enclosed includes patio and a treadmill. Enjoy those astonishing views see the lovely sun set. -1 minute local food trucks -3 minutes moon lite -5 minutes Green river distillery -6 minutes Bluegrass music Hall -10 minutes from Sports Center

Charming 2-Bedroom. Close to everything

Welcome to your peaceful getaway in Owensboro, KY! This centrally located 2-bedroom, 2-bathroom home is the perfect blend of charm and modern comfort. Fully remodeled and thoughtfully stocked with everything you need, it’s ideal for a relaxing stay. Unwind on the front porch swing in warmer months or cozy up by the gas fireplace when it’s cooler. The living room features a pull-out couch for extra sleeping space, and the fully stocked kitchen makes meal prep a breeze.

Midtown Cottage- Self Check-In & Centrally Located

Enjoy your stay in Owensboro, KY in this cozy, warmly decorated home! This home is centrally located to everything Owensboro has to offer, a short drive from downtown and the award winning riverfront. Wifi and parking are included. Enjoy a stylish experience at this centrally-located home. You will enjoy relaxing either in the home or the lovely backyard space. Whether you are in town for work or play indulge in the comfort and tranquility of this modern house.

Blue Moon Cottage: Music Room, Inground Pool

Welcome to Blue Moon Cottage, a charming home nestled in the heart of Owensboro, that offers a lovely blend of vintage allure and modern comfort. Built in 1935 and recently remodeled, this historic home exudes both character and contemporary elegance. Relax by the pool or cozy outdoor seating area, or indulge in the beautifully decorated interiors which includes a room dedicated to bluegrass music, a musical genre that originated in this area.

Simple Comfort – Top 1% for a Reason – Book Now!

Rare opening! ⭐ 4.99 rating – we’re usually booked solid! Hi, this is Simple Comfort – fresh, modern, spotless home with high-end amenities & minimal clutter. Minutes from Holiday World, shopping, dining – great for families, work, or visits. Stocked kitchen w/ free snacks/coffee/spices, memory foam beds, glow-light recliners, fast Wi-Fi, Xbox, desk & spa-like bath. Sleeps 6. Reviews say it all! No pets/parties. Book fast – dates go quick!

The Farmhouse- 3 bedroom, 2 bath

Relax with the whole family at this peaceful place to stay. This cute one story, 3 bedroom, 2 bath house is located in south Daviess County, KY, just outside of Owensboro, KY. It is minutes from ball parks, Windy Hollow race tracks, and parks. Truck and trailer parking is available upon request. This house is furnished with a whole house generator so losing power is never an issue.

Downtown Owensboro Stay Cozy 2BR Next to Brescia

Cozy 2BR home in the heart of downtown Owensboro, just a short walk to the riverfront, restaurants, bars, and local events. Enjoy a comfortable living space, full kitchen, fast Wi‑Fi, and a private fenced‑in backyard for relaxing outdoors. Perfect for festivals, weekend trips, or business stays. Brescia University sits directly across the street for easy campus access.

Bluegrass Breeze

Spacious 3BR/2BA home with pull-out couch, perfect for families or friends. Bright living spaces, fully equipped kitchen, private outdoor area, and a dedicated workspace with high-speed internet. Just 10–12 mins from downtown and close to shopping centers, grocery stores, and local conveniences. Relax, work, and explore the city from this modern, comfortable retreat!