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Quite 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).

Center of city private Town Home W/fire pit &BBQ

Welcome to Owensboro . Enjoy a stylish experience at this Touch of Grey Town Home nestled in the center of town . Stylish modern design and open living room concept is close to downtown regional airport and all major attractions the city has to offer. Unbeatable location that puts you minutes away from boutique shopping, fine dining, wine tasting , concerts on the river, festivals , nightlife and of coarse the Bluegrass Hall of Fame & Museum . Modern luxury design meets casual elegance.

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

METICULOUSLY CLEAN, updated 3 bedroom home, 4 beds each with tv, private Home is 3 miles from Convention center, River Park Center, Bluegrass Museum, Science Museum, Botanical Garden. It’s also minutes from baseball fields (Fischer) 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.

Smith House Back to the country

Take it easy at this unique and tranquil getaway. Come back to the country and travel back in time. The house was built in 1906 and has been painstakingly restored. Come get away from it all! Chickens provide eggs for breakfast. Friendly farm animals surround a pond stocked with fish. Bring your pole or use ones we will provide. Almost all of the furniture in the house is original to the house. New beauty rest mattresses on all beds. You can soak in the tub with views of the farm.

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.

Hattie's Hill Farm & Vineyard Annex

Quiet country retreat. Charming annex to main house - although attached to main house, annex is completely private. Large upstairs & downstairs family rooms with SMART TVs. Gas logs in downstairs bedroom. Two bedrooms upstairs - one king and one with two twin beds. Toys and books upstairs and outside play area for children. Unheated pool available to guests only (sorry but no unregistered guests ) roughly open from June 1 - Labor Day. (Pack and Play available).

“Parkside” Modern Comfort Meets Charm 2bd, 1ba

Overlooking Cap Gardner Park, this home offers both comfort and inspiration — perfect for a peaceful getaway or creative retreat. * Master bedroom with a plush queen bed and blackout curtains for restful sleep. * Second bedroom with a relaxed beach vibe, twin bed, and a serene yoga/meditation space ideal for sunrise sessions. * A bright, art-filled living area complete with spacious comfy sectional sofa and a fully equipped kitchen for easy dining and entertaining.

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.