
Vacation rentals in Daviess County
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Top-rated vacation rentals in Daviess County
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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).
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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.
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4bed3BR 35 to HolidayWorld/Near Conv Ctr/Fisher Pk
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!
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The Woodford Retreat Cottage
Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.
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Hill Ave home
Make some memories at this uniquely remodeled home with 3bdrms and 1 bath with 1 bath outside thats seasonal We have a high chair! Ping pong table and multi game table upstairs! Kitchen, dining rm, and living room are open concept. There is a den with a tv as well as living room tv. 1bdrm has office desk. It has a large deck with a gas stove and grill as well as patio table! Its fenced in for privacy! Basketball, swimming, and fitness center across the street! You will enjoy!
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The Guest House at Kate & Waverly
Welcome to the Guesthouse at Kate & Waverly! This beautiful historic building, built in 1902, is located in downtown Owensboro. We are walking distance to many downtown restaurants and bars, as well as the Convention Center, Bluegrass Music Hall of Fame, Bluegrass Fieldhouse, and the beautiful Ohio riverfront and park. The AirBnB is located on the second floor above Kate & Waverly—a gift shop with unique vintage and antique finds, as well as an interior design center.
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The Cozy Cottage
Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.
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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.
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Nature Lovers Retreat
This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.
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The Villa 38 minutes from Holiday world
Need a place to unwind and just relax and enjoy the city perfect place. Located in the Dogwood Azalea neighborhood. Perfect location 6 minute drive to downtown. Just a 1 minute drive to the sports center. Conveniently 6 minute drive for the Bluegrass Music hall of fame. It’s the unique home to accommodate your needs for your stay. Sleeps 7 guest Bedroom 1 king bed Bedroom 2 queen bed Bedroom 3 queen bed Living room sofa bed
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River House Suite
This special place is close to everything, making it easy to plan your visit. Walking distance to Downtown Owensboro’s Bluegrass Hall of Fame, Riverpark Center and the Convention Center. Peaceful culdesac with a nice view of the Ohio River from the spacious deck where you can barbeque or just relax and watch the river roll by. Walk a few steps to the rivers edge for a look at the Blue bridge and Owensboro's Riverfront.
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Granny Smith's
Granny Smith's is an endearing home in the heart of Owensboro, located in a historic neighborhood. The house features one sizable bedroom, tidy living room, full kitchen, cozy dining area, and a tub/shower bathroom. There is also relaxed outdoor living areas either on the front porch or back screened in patio. Property also has a small detached carport with a driveway. There is also parking on the street.
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Popular amenities for Daviess County vacation rentals
Other great vacation rentals in Daviess County

Updated Historic Charm in Downtown Owensboro, KY
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Bluegrass Cove - Private HOT TUB- Sleeps 6
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Peaceful Stay | Relax & Unwind
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Parkview
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Lakeside Cottage
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Rustic Log Cabin Old Farm
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The Blue Heron of Carpenters Lake
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Bluegrass Bungalow 2 Bdrm/1 Bath with Large Porch
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