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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, 319 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.

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, 146 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!

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.

Home in Owensboro

4.94 out of 5 average rating, 117 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.

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, 174 reviews

4beds3BR/30to HolidayWorld/near Conv Ctr/Fisher Pk

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

4.96 out of 5 average rating, 139 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, 152 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 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

4.94 out of 5 average rating, 145 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, 163 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.

A stylish living area features a light gray sofa and decorative pillows, complemented by a plush area rug. A gold bar cart displays various items, while a ceiling fan adds a functional touch. Distinct wall colors create a cozy atmosphere, and natural light brightens the space.

Home in Owensboro

4.86 out of 5 average rating, 152 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!

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, 113 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, 224 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

4.89 out of 5 average rating, 178 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!

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Stylish accommodations 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, 14 reviews

Eagles Nest Plus/Eagle Adventures LLC

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!

Top guest favorite

Home in Owensboro

5 out of 5 average rating, 54 reviews

Blue Moon Cottage: Music Room, Inground Pool

A spacious kitchen features a large island with seating for six and ample counter space. Wooden cabinetry complements the stainless steel appliances. Natural light streams in through the windows, creating a bright atmosphere, while a decorative rug adds a touch of warmth underfoot.

Home in Huntingburg

5 out of 5 average rating, 3 reviews

The Castle

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, 29 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, 23 reviews

Eagles Nest (Eagle Adventures LLC)

A private pool is surrounded by lush greenery, featuring a smooth concrete deck. Lounge chairs are placed around the pool for relaxation. The clear blue water reflects a bright sky with scattered clouds, enhancing the outdoor space.

Home in Owensboro

4.88 out of 5 average rating, 17 reviews

Bluegrass Getaway

Weekly house rentals

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, 92 reviews

The Bluegrass House

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, 24 reviews

Cowbell Cottage farm stay

A comfortable living area features a plush gray sofa and an accent chair, both positioned to invite relaxation. Natural light filters through a large window, complemented by light curtains. A decorative rug and a small lamp add subtle warmth to the space.

Home in Owensboro

4.79 out of 5 average rating, 19 reviews

Cozy 2bd house next to hospital

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, 20 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, 27 reviews

Heartland Hideaway

Top guest favorite

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

5 out of 5 average rating, 19 reviews

Newly Listed! Secluded 3 BR house in the Woods!

A charming exterior of a one-story home is visible, featuring a neatly landscaped front yard with grass and small shrubs. The light grey siding complements the simple design, while a concrete pathway leads to the front door, framed by two windows. A carport is seen on the side.

Home in Owensboro

4.97 out of 5 average rating, 29 reviews

Cozy Retreat, modern Amenities

A single-story brick home with a brown, shingled roof is set against a clear blue sky. Lush green shrubs frame the entrance, and a manicured lawn leads to a two-car garage. A small decorative figure is positioned near the flowerbed, adding a subtle touch to the exterior.

Home in Owensboro

4.97 out of 5 average rating, 31 reviews

Horse Haven at the Heartlands

Private house rentals

A functional kitchen is observed, featuring wooden cabinetry and essential appliances including a gas stove, microwave, and refrigerator. A round wooden table with two chairs is positioned in the space, while a trash bin and broom are visible for convenience.

Home in Cannelton

4.84 out of 5 average rating, 68 reviews

Small Town

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, 58 reviews

Hill Ave home

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

4.98 out of 5 average rating, 81 reviews

RiverTown Retreat – Cozy 2BR Near River & Downtown

The living room features comfortable seating with two armchairs and a spacious sofa, arranged around a central ottoman. A flat-screen television is positioned on a dark wood console, with large windows dressed in soft curtains allowing natural light to brighten the space.

Home in Owensboro

5 out of 5 average rating, 4 reviews

On Sale! Home Base East Side Hwy 54 with Garage

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

4.91 out of 5 average rating, 11 reviews

Walking The River

Top guest favorite

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

5 out of 5 average rating, 80 reviews

The Storehouse - unique retreat near Holiday World

Top guest favorite

A covered porch features wooden flooring and a railing made of vertical wooden posts. Two blue chairs and a small table are arranged for outdoor seating. Lush greenery is visible in the background, enhancing the serene outdoor atmosphere.

Home in Calhoun

5 out of 5 average rating, 28 reviews

The Nest

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

4.9 out of 5 average rating, 10 reviews

Smith House Back to the country

Quick stats about house rentals in Owensboro

Total rentals
70 properties
Nightly prices starting at
R1,067 ZAR before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
70 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