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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, 331 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.

The exterior of a single-story home features light gray vinyl siding and a dark gray roof. White window shutters complement the windows, and a covered porch is positioned at the entrance. A grassy lawn surrounds the house, with a clear sky and scattered clouds above.

Home in Owensboro

4.84 out of 5 average rating, 231 reviews

Emma B's Place Close to Town and the Riverfront

Emma B's Place is newly renovated and ready for guests! Here you'll find a cozy atmosphere, comfortable beds, fully equipped kitchen, and brand new washer & dryer. The location is convenient to an award winning Riverwalk, shopping, great dining, and our central location offers a short commute to the entire city. If you prefer to stay in and relax, a 42-inch smart tv and wireless high-speed internet are available for your enjoyment. Lockbox self-entry. Your hosts live nearby if you need anything!

A modern living area features a brown leather sectional sofa complemented by a patterned area rug. A wooden coffee table sits at the center, surrounded by decorative pillows. Large windows allow natural light to fill the space, while artwork adorns the walls.

Home in Newburgh

4.92 out of 5 average rating, 112 reviews

Bourbon Escape

Bourbon Escape is located in the hospital district with-in minutes of everything Evansville and Newburgh has to offer. Centrally located between Newburgh and Evansville makes this property a great option regardless if you are visiting for work or play. We are 15 min from Deaconees Sports Park, Goebel Soccer Complex, and Ford Center. The Warrick Wellness Walking Trail is only 400ft away. This beautifully decorated home invites you to relax and enjoy a glass of bourbon or any beverage you choose.

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, 178 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.

Home in Owensboro

4.94 out of 5 average rating, 160 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 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, 162 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

A charming cottage exterior features a light gray façade with white trim and a bold pink front door. Flanking the entrance, white rocking chairs are positioned on the porch. Lush greenery and blooming blue hydrangeas enhance the inviting front yard, with a stone wall and steps leading to the entrance.

Home in Owensboro

4.95 out of 5 average rating, 149 reviews

Cottage by the River & Convention Center

Great little cottage located in the bustling newly renovated Riverfront. 3 Blocks from Convention Center & very near Bluegrass Music Hall of Fame & Museum, RiverPark Center Performing Arts, Owensboro Historical Museum, Owensboro Art Museum, Smother's Park, restaurants, shopping, churches & the Antique Mall. All in walking distance or get on the free trolley 2 blocks over. Free WIFI, Smart TVs, Free Street Parking.

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, 171 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.

Home in Owensboro

4.85 out of 5 average rating, 159 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!

Top guest favorite

The two-story home, identified as River Trails Inn, features a welcoming facade with a front porch and American flag. Lush green grass surrounds the property, and a clear blue sky provides a serene backdrop. Well-maintained landscaping enhances the inviting appearance of the entrance.

Home in Livermore

4.97 out of 5 average rating, 116 reviews

River Trails Inn

Historic two story home with three bedrooms and 3 1/2 baths, circa 1900, located in the old downtown district of the quaint river town of Livermore, Kentucky, just two blocks from the confluence of the Green and Rough Rivers and our expansive riverfront recreation complex. River kayaking and canoeing and biking trails on marked low-use county roads are right in your back yard!!

Top guest favorite

The front exterior of the cottage features a welcoming entrance highlighted by a decorative wreath on the door. Two symmetrical windows are positioned on each side of the entrance, surrounded by well-maintained landscaping, including colorful flower beds and neat shrubs. A stone pathway leads to the door.

Home in Owensboro

4.95 out of 5 average rating, 237 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.

Top guest favorite

A living room features hardwood floors and blue accent walls. Comfortable seating is provided by a sofa and two chairs, with a patterned area rug at the center. Natural light enters through a large window, and a fan hangs from the ceiling, enhancing the space's openness.

Home in Owensboro

4.9 out of 5 average rating, 181 reviews

The Cabin in Town

The Cabin in Town is recently remodeled home from the 1950s with hardwood floors and original trim work. The house is centrally located in town on a nice quiet street and ready to receive guests. ****** We do allow pets for an ADDITIONAL one-time fee (per visit) of $45 paid through Airbnb. No more than two dogs and we ask that animals not sleep or be on the beds. Thank you!

Vacation rentals for every style

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Apartments

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Cabins

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Stylish accommodations with great services and amenities

Popular amenities for Owensboro house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The spacious brick exterior of the home is complemented by a manicured lawn and mature trees. The house features a gabled roof and a welcoming front porch, lined with seating and plants, under a clear blue sky with scattered clouds.

Home in Ferdinand

5 out of 5 average rating, 21 reviews

Eagles Nest Plus/Eagle Adventures LLC

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.

Home in Owensboro

5 out of 5 average rating, 5 reviews

The Pink Limozeen

A spacious outdoor area features a rectangular pool covered for maintenance, surrounded by tall, lush greenery providing privacy. A concrete patio area is included with a standing umbrella, and steps leading to the pool area can be seen in the background.

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.

Home in Evansville

4.83 out of 5 average rating, 18 reviews

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

Home in Owensboro

4.98 out of 5 average rating, 64 reviews

Blue Moon Cottage: Music Room, Inground Pool

A private saltwater sport pool is featured, surrounded by a spacious concrete area. A basketball hoop is positioned at one end of the pool, while lounge chairs are placed nearby for relaxation. Lush greenery can be seen in the background, providing a natural setting.

Home in Falls of Rough

4.97 out of 5 average rating, 31 reviews

ROUGH RIVER LAKE Hot Tub, Pool, Party Garage

Top guest favorite

A spacious brick house is set amidst lush greenery, featuring a well-maintained lawn and a covered porch adorned with comfortable seating. The property is surrounded by trees, providing a serene and private atmosphere under a clear blue sky with scattered clouds.

Home in Ferdinand

5 out of 5 average rating, 26 reviews

Eagles Nest (Eagle Adventures LLC)

Top guest favorite

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.

Home in Owensboro

5 out of 5 average rating, 36 reviews

Hot Tub /Pool/Fire Pit & BBQ

Weekly house rentals

Top guest favorite

A charming exterior of a gray house is framed by neatly trimmed hedges and a manicured lawn. A short concrete path leads to the front door, which features decorative details. A small orange awning adds a pop of color above the front window, set against a bright blue sky.

Home in Owensboro

4.93 out of 5 average rating, 74 reviews

Hill Ave home

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, 99 reviews

The Bluegrass House

A single-level home is featured with a welcoming front porch swing, framed by greenery. The entrance includes a ramp, allowing for easy access. The yard includes a pathway that leads to the front door, enhancing the welcoming atmosphere of the residence.

Home in Sacramento

4.71 out of 5 average rating, 14 reviews

CROSSROADS COTTAGE

Top guest favorite

An inviting living room features soft furnishings, a light rug, and a ceiling fan. Large windows allow natural light to fill the space, highlighting the cozy design. A decorative wall piece adds a touch of charm to the ambiance.

Home in Owensboro

4.95 out of 5 average rating, 43 reviews

house with king bed

Top guest favorite

The exterior of the Green River Getaway features a two-story house surrounded by lush trees. A spacious lawn provides a serene setting, with a private dock extending towards the river, and a cozy fire pit area is set among natural stone landscaping.

Home in Owensboro

5 out of 5 average rating, 28 reviews

Green River Getaway

Top guest favorite

A spacious living area is highlighted by light wood flooring and neutral wall colors. A sectional couch is positioned around a coffee table on a patterned area rug. A dining set for six is visible in the background, with a ceiling fan illuminating the room.

Home in Owensboro

5 out of 5 average rating, 29 reviews

Heartland Hideaway

A dining area is presented with a round wooden table and two upholstered chairs. A large wall-mounted television is positioned near a dark wooden console that holds decorative items. Natural light filters through sheer curtains, illuminating the warm-toned flooring.

Home in Newburgh

4.92 out of 5 average rating, 24 reviews

Walking The River

Home in Evansville

5 out of 5 average rating, 4 reviews

Fire Pit + BBQ + Private Yard 1BR Retreat

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.

Home in Evansville

4.97 out of 5 average rating, 79 reviews

House Near U of Evansville and Ford Center

Top guest favorite

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.

5 out of 5 average rating, 29 reviews

Cowbell Cottage farm stay

A cozy living area is furnished with a light gray sofa adorned with checkered pillows. A white coffee table sits on a patterned rug, with a television mounted on the wall above a decorative fireplace. Natural light filters in through window treatments.

Home in Owensboro

5 out of 5 average rating, 24 reviews

The Farmhouse- 3 bedroom, 2 bath

Home in Newburgh

5 out of 5 average rating, 7 reviews

Travelers Dream B - Evansville & Rivertown Trail

The exterior of a single-story home is illuminated at night, showcasing a brick facade and a two-car garage. Soft lighting highlights the front porch and surrounding landscaping. A well-maintained lawn is visible, creating a welcoming atmosphere in the quiet neighborhood.

Home in Owensboro

4.93 out of 5 average rating, 67 reviews

Quite and Cozy

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

4.84 out of 5 average rating, 70 reviews

Back Roads Indiana

The exterior of a charming light blue house is shown, featuring white shutters and a welcoming front porch. A decorative wreath adorns the door, while pink ornamental grasses frame the yard, adding a pop of color to the peaceful setting.

Home in Rockport

4.94 out of 5 average rating, 47 reviews

Near Holiday World & Owensboro, The Little House

A charming farmhouse is displayed surrounded by trees, providing a tranquil outdoor setting. The exterior features a light-colored façade with dark shutters and two entrance staircases. A patio table and chairs are visible on the gravel area, enhancing the inviting outdoor space.

4.88 out of 5 average rating, 32 reviews

The Tumbling K

Quick stats about house rentals in Owensboro

Total rentals
70 properties
Nightly prices starting at
G$12,568 GYD before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore