House vacation rentals in Owensboro

4.95 out of 5 average rating, 337 reviews

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

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.

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.

4.9 out of 5 average rating, 100 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).

4.84 out of 5 average rating, 431 reviews

A charming restored 1938 home features a light green exterior and a welcoming front porch. A white picket fence outlines the property, providing a quaint boundary. Two large windows adorn the upper level, and a simple decorative wreath accents the front door.

Home in Newburgh

Historic Downtown Newburgh

Restored 1938 home with original oak floors. You will have this sunny and homey house all to yourself. We have WiFi. It is in a very quiet neighborhood and only 3 blocks from the Ohio River and the River Walk. There are a couple of restaurants that overlook the river and within walking distance. We have plenty of grocery stores, pharmacies, gas, a theatre and only 10 minutes from the east side of Evansville. Newburgh is a great walking town with historical houses and civil war history.

A single-story home with a brick facade is presented. The driveway leads to a garage, while a well-maintained lawn features neatly trimmed grass and colorful flowerbeds. Large front windows allow for natural light, framed by light-colored siding underneath a gabled roof.

4.93 out of 5 average rating, 123 reviews

Bluegrass Commons

You will be close to everything when you stay at this centrally-located three bedroom two bath home right off the bypass that is a short drive to anywhere in Owensboro, KY for any business travelers. This is a brand new construction home in Bluegrass Commons neighborhood! New furnishings and the home sleeps 6 comfortably. Split bedroom with an open concept perfect for families. Fully stocked kitchen with a keurig coffee station. Large backyard perfect for entertaining or just grilling.

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.

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.

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.

4.94 out of 5 average rating, 169 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.

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.

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.

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.

4.98 out of 5 average rating, 173 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.

4.85 out of 5 average rating, 160 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!

4.95 out of 5 average rating, 246 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.

A light-filled living area features a soft gray sofa adorned with textured cushions. A coffee table sits nearby on a patterned area rug, while a plush bean bag offers additional seating. Windows allow natural light to brighten the space, enhancing its inviting feel.

4.99 out of 5 average rating, 137 reviews

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.

4.82 out of 5 average rating, 114 reviews

The little big cozy house 2

this house is located only at few minutes from owensboro down town soccer fields on 2th st baseball fields on 5th st you also can enjoy a delicious Mexican food and margaritas of MI ranchito that is only a cross street to use tv press "all" botón on the remoto if the tv don't showanythingmake sure the satélite 🛰box is on on the back of tv and hdmi 1

Popular amenities for Owensboro house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The outdoor pool area features a spacious blue swimming pool surrounded by lounge chairs and an umbrella. A vibrant pink mural decorates the surrounding wall, with lush greenery providing a natural backdrop. A pool float is visible in the water, enhancing the inviting atmosphere.

5 out of 5 average rating, 7 reviews

The Pink Limozeen

The exterior of a brick home is presented, featuring a pitched roof and multiple windows with white shutters. Neatly trimmed hedges and trees are arranged in the front yard, accompanied by a well-maintained lawn and a subtle walkway leading to the entrance.

Home in Henderson

Golf Course and Pool!

A welcoming brick home is set against a backdrop of lush greenery, featuring a spacious driveway leading to a two-car garage. Large windows provide natural light, and the front yard is landscaped with well-maintained grass and mature trees.

4.83 out of 5 average rating, 18 reviews

Pool Is Open! Waterslide!Fun!Home Away From Home!

An aerial view of the inground pool, showcasing its vibrant blue water surrounded by a spacious patio. The area includes landscaped greenery, a wooden bench, and a shaded umbrella, inviting relaxation in a serene outdoor environment.

4.98 out of 5 average rating, 65 reviews

Blue Moon Cottage: Music Room, Inground Pool

A stone monument sign is prominently displayed, marking the entrance to Victoria National Golf Club. The sign, featuring the word 'Victoria' in large lettering, is surrounded by lush greenery and open space under a partly cloudy sky.

Home in Newburgh

Victoria National Golf Course Bungalow 4BR/3Bath!

New place to stay

Perfect for relaxation and work+100% cotton sheets

A spacious living area is highlighted by a decorative fireplace with a round mirror above it. A modern ceiling fan hangs overhead, while a glass coffee table sits on an area rug. A compact desk and television unit are also visible, contributing to a warm atmosphere.

4.81 out of 5 average rating, 36 reviews

Bluegrass Getaway • Swim, Relax & Unwind

The image displays various areas of a spacious vacation home. A bright kitchen is seen with modern appliances and ample counter space. A cozy dining area accommodates multiple guests. Outside, a hot tub offers relaxation, and an outdoor patio with seating is visible, surrounded by greenery.

5 out of 5 average rating, 37 reviews

Hot Tub /Pool/Fire Pit & BBQ

Weekly house rentals

5 out of 5 average rating, 30 reviews

A peaceful countryside scene features rolling hills and a clear pond surrounded by trees. Bare branches indicate the changing seasons, while a vibrant blue sky is dotted with soft clouds, creating a serene backdrop of nature.

Home in Olaton

Cowbell Cottage farm stay

A spacious living area features a combination of elegant furnishings, including a vintage sofa and armchairs. A crystal chandelier hangs from the ceiling, casting light over decorative elements. Large windows allow natural light to fill the room, enhancing the intricate woodwork and design.

4.87 out of 5 average rating, 38 reviews

TheeHeirloom+Historic Venue&Home

4.85 out of 5 average rating, 71 reviews

A one-story house is presented with a red exterior and white trim. Steps lead up to the entrance, which is flanked by large windows. The surrounding lawn is well-maintained, with trees and greenery enhancing the serene rural setting.

Home in Cannelton

Back Roads Indiana

4.97 out of 5 average rating, 74 reviews

A charming brick home sits on a gentle hillside, framed by well-maintained landscaping and evergreen trees. The front door, painted in bright red, features a decorative wreath, while the house showcases traditional architectural elements, including multiple gabled windows and a pitched roof under a clear blue sky.

Home in Newburgh

Red door house on hill. Sleeps 11

4.94 out of 5 average rating, 16 reviews

The charming farmhouse showcases a red metal roof and a welcoming front porch supported by elegant white columns. Seasonal plants and decorative accents are placed along the entrance, complemented by a well-maintained lawn under the shade of surrounding trees.

Home in Calhoun

Smith House Back to the country

A two-story home is showcased against a clear blue sky, featuring large windows that allow natural light to fill the space. A spacious balcony is situated above the covered porch, supported by stone columns, offering outdoor areas for relaxation.

5 out of 5 average rating, 13 reviews

Modern Tiny Home off Oakhill

A charming two-story house is nestled among trees, featuring a white exterior with multiple windows. A gravel driveway winds around the property, which is surrounded by lush greenery, creating a serene and inviting setting.

4.96 out of 5 average rating, 69 reviews

Comfy house on outskirts of town.

5 out of 5 average rating, 7 reviews

The exterior of the home features a welcoming front porch with steps leading up to the entrance, framed by white railing. The facade is adorned with large windows and traditional shutters, complemented by a red roof that adds a pop of color.

Home in Calhoun

Calhoun Riverview House

Private house rentals

A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.

4.97 out of 5 average rating, 89 reviews

House Near U of Evansville and Ford Center

The single-story brick residence features a well-maintained lawn and a paved driveway. A large tree provides shade in the front yard, while vibrant shrubs and landscaping enhance the home's exterior appeal. The garage is visibly attached to the house.

4.94 out of 5 average rating, 17 reviews

The Big O in Owensboro!

5 out of 5 average rating, 29 reviews

A charming house stands amidst tall trees, softly illuminated by outdoor lighting in the evening. The two-story structure features a spacious deck and large glass doors, blending seamlessly with the surrounding woodland. A gravel path leads up to the entrance, enhancing the tranquil setting.

Home in Webster County

Newly Listed! Secluded 3 BR house in the Woods!

The exterior of the Hobbit House features unique architectural elements, including curved rooflines and a distinctive round window. A manicured pathway leads to the front door, with greenery surrounding the entrance and decorative outdoor lighting providing subtle illumination.

4.98 out of 5 average rating, 92 reviews

Hobbit House 2 bedroom.

4.99 out of 5 average rating, 71 reviews

Historic Haynie's Corner Hideout

4.97 out of 5 average rating, 59 reviews

A charming blue cottage is depicted, featuring a covered entryway and multiple awnings. Lush greenery surrounds the home, while a concrete pathway leads toward the entrance. A neighboring white building is visible in the background, set against a clear blue sky.

Home in Beaver Dam

The Bluegrass Cottage, Downtown Beaver Dam, KY

5 out of 5 average rating, 94 reviews

An outdoor fire pit area is surrounded by six wooden Adirondack chairs, creating a cozy gathering spot on a grassy lawn. The former church building is visible in the background, framed by trees and bathed in natural light.

Home in Grandview

The Storehouse - unique retreat near Holiday World

A cozy living room features a tan sofa facing a white fireplace, surrounded by natural light from multiple windows. A patterned area rug adds warmth to the space, while a small side table complements the seating. An open passage leads to the kitchen area.