House vacation rentals in Owensboro

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Top-rated house rentals in Owensboro

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Top guest favorite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam
4.95 out of 5 average rating, 340 reviews

Country Charm

This House is located in a quiet neighborhood one block off Main street here in Beaver Dam, KY. Enjoy a nice cozy country home while you visit. It is fully finished so you will feel right home. The property sits on a corner lot with access from both streets. The house has a front porch for lazy evening to catch some fresh air. You can pull right up underneath the carport for easy access to the back door for entry. The home offers a nice yard and fire pit. You are minutes from stores/ food.

Guest favorite
A spacious living area is furnished with a large sectional sofa, complemented by decorative pillows. A ceiling fan provides airflow, while natural light filters through the window blinds. A guitar hangs on the wall, and a wall-mounted artwork adds a pop of color.
Home in Owensboro
4.9 out of 5 average rating, 102 reviews

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).

Top guest favorite
A charming one-story house with a light yellow exterior is highlighted by white trim and a gabled roof. The front porch, supported by two columns, features a brick pathway leading to the door. Black shutters flank the windows, set against a backdrop of lush greenery.
Home in Newburgh
4.97 out of 5 average rating, 154 reviews

The Cottage on W Main

Family friendly 2 bed 2 bath! Charming and convenient space in downtown historic Newburgh. Easy walk to the scenic riverfront and downtown area which includes ice cream shops, restaurants, shopping and hair salon. Short walk to beautiful Rivertown Trail! Come explore downtown Newburgh and with easy access to multiple sites in Evansville the location is fantastic! So many family amenities with no stairs inside house, stroller, pack-n-play, outlet covers, kids books, and highchair provided!

Top guest favorite
A cozy living area is showcased, featuring a gray sofa adorned with patterned cushions. A wooden coffee table sits on a decorative rug, with a potted plant nearby. In the background, a partially visible kitchen area and art pieces add a touch of warmth to the space.
Home in Newburgh
4.97 out of 5 average rating, 103 reviews

RiverTown Retreat – Cozy 2BR Near River & Downtown

This is our personal home we use when lucky enough to be in the area. Our daughter married a sweet young man from here & we fell in love with this beautiful, friendly community and its adorable waterfront and downtown areas. We designed everything about this cottage to be exactly what we want & need, & we hope you appreciate all our thoughtful touches. Relax at this peaceful place to stay & enjoy Newburgh! Our location is also a great base for exploring Evansville, Owensboro, & Henderson.

Top guest favorite
An open concept living area features a plush gray sofa with accent pillows, complemented by a modern coffee table on a textured area rug. The kitchen area includes wooden cabinets and bar seating, while natural light brightens the space through a nearby window.
Home in Owensboro
5 out of 5 average rating, 180 reviews

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.

Guest favorite
The exterior of the Cozy Cottage is presented, showcasing a two-story structure with blue shutters and flower boxes. A set of wooden stairs leads to the entrance, which is framed by a tree that provides shade. The surrounding yard features green grass and a pathway.
Home in Owensboro
4.94 out of 5 average rating, 171 reviews

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.

Top guest favorite
A charming single-story home features a light-colored exterior with stone accents. The front porch is framed by two columns, and a small tree is planted in the well-maintained yard. A driveway leads to a garage, with neighboring homes visible in the background.
Home in Owensboro
4.96 out of 5 average rating, 101 reviews

Bluegrass Bliss

Welcome to your Owensboro retreat, a haven of tranquility and comfort in the heart of Kentucky's bluegrass country. Our centrally located home offers guests the perfect blend of convenience and charm, ensuring an unforgettable stay in one of Kentucky's most vibrant communities. * **There is currently window damage from a recent severe hail storm, we are working closely with contractors to have it repaired as quickly as possible, and we want our guest to be aware****

Top guest favorite
A spacious living area features a large flat-screen television mounted on a dark wall. Two light gray sofas are arranged around a round coffee table on a textured rug. Soft lighting from two side tables complements the warm wooden flooring.
Home in Owensboro
4.99 out of 5 average rating, 166 reviews

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.

Top guest favorite
An open living area showcases original exposed brick walls and modern amenities. A spacious kitchen island is paired with stainless steel appliances. The living space features a sectional couch facing a large projector screen, with ambient lighting provided by pendant fixtures.
Home in Downtown Evansville
4.96 out of 5 average rating, 226 reviews

Rooftop Views in the Heart of Downtown!

Welcome to the Dr. J.R. Mitchell House! Built in 1909 as what is believed to be the first animal clinic in Evansville, this century-old home has been renovated and modernized. Dr. Mitchell's owners' quarters above the original animal clinic now features two bedrooms, an open bunk room for kids, and three full bathrooms. You'll find the original exposed brick throughout the home which adds the perfect vibe to this modern industrial home.

Top guest favorite
A tidy living room showcases a plush, purple sofa and a cozy armchair, accompanied by a decorative lamp and coffee table. A white fireplace serves as a focal point, while natural light filters through the window coverings, creating a welcoming ambiance.
Home in Owensboro
4.98 out of 5 average rating, 175 reviews

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.

Guest favorite
Home in Owensboro
4.85 out of 5 average rating, 161 reviews

The Bluegrass Barbie

Welcome to Owensboro, KY home to the ONLY Bluegrass Museum Hall of Fame on PLANET EARTH! Minutes away from Owensboro Convention Center, ALL sports facilities, world class dining, & one of the MOST UNIQUE stays in Owensboro, KY! Great home to stay at for sports tournaments, visiting family, visiting Holiday World, or just a weekend away! And don't forget to check out The Green River Distillery!

Guest favorite
Home in Owensboro
4.95 out of 5 average rating, 249 reviews

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.

Popular amenities for Owensboro house rentals

When is the best time to visit Owensboro?

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Avg. priceG$23,817 GYDG$26,115 GYDG$26,115 GYDG$26,742 GYDG$27,160 GYDG$27,786 GYDG$28,413 GYDG$27,160 GYDG$26,742 GYDG$25,906 GYDG$26,115 GYDG$26,115 GYD
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Quick stats about house rentals in Owensboro

  • Total vacation rentals

    Explore 80 vacation rentals in Owensboro

  • Nightly prices starting at

    Owensboro vacation rentals start at G$14,624 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Owensboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Owensboro rentals

  • 4.9 Average rating

    Owensboro stays are highly rated by guests—averaging 4.9 out of 5!

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