Are there pet-friendly vacation rentals in Owensboro?

Four-legged friends are welcome in Owensboro. Choose from more than 50 vacation rentals for guests traveling with pets.

Do apartment rentals in Owensboro have a kitchen?

Absolutely! We offer over 20 apartment rentals with a kitchen in Owensboro. Enjoy a tailored experience with all the comforts you desire.

Are there vacation rentals with a dedicated workspace in Owensboro?

Yes! Work meets play with ease at over 50 vacation rentals in Owensboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

Do apartment rentals in Owensboro have wifi?

Absolutely! We offer over 20 apartment rentals with wifi in Owensboro. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for Apartment Rentals in Owensboro?

Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Do apartment rentals in Owensboro have air conditioning?

Absolutely! We offer over 20 apartment rentals with air conditioning in Owensboro. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Owensboro have free parking?

Absolutely! We offer over 20 apartment rentals with free parking in Owensboro. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly vacation rentals in Owensboro?

Owensboro has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Owensboro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Owensboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

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, 230 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!

Top guest favorite

The exterior of a renovated two-story home is featured, showcasing a distinct architectural design with exposed beams. Large windows allow natural light to enter, while a welcoming front door is framed by decorative lighting fixtures. A concrete pathway leads to the entrance.

Cottage in Owensboro

4.97 out of 5 average rating, 145 reviews

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.

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, 159 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, 160 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.

Guest favorite

The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.

Cabin in Dixon

4.9 out of 5 average rating, 510 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favorite

Cottage in Owensboro

4.97 out of 5 average rating, 397 reviews

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.

Superhost

A spacious kitchen features wooden cabinets and a granite countertop island. Four wooden dining chairs surround a rectangular table. A door leads outside, and natural light enters through two windows dressed with light curtains.

Vacation home in Owensboro

4.91 out of 5 average rating, 141 reviews

The little big cozy house

The little big cozy house offers you a place where you can relax and feel at home. a spacious kitchen with all the necessary elements such as The 3 bedrooms ,that invite you to rest with very suitable beds For you to spend a magnificent and comfortable night. The patio is a space where you can enjoy a grill surrounded by family or friends. This house is an excellent location that gives you quick access to any part of owensboro.

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, 170 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.

Superhost

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 exterior of a two-story building is showcased, featuring a red metal roof and a balcony with black chairs. A sign hangs above the entrance, while the river and sunset are visible in the background. A pathway runs alongside the building, with parked cars lining the street.

Loft in Newburgh

4.98 out of 5 average rating, 317 reviews

Riverfront Loft Above Honey Moon Coffee Shop

Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. 2 complimentary drip coffees are included with your stay.

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, 235 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 cozy green sofa is positioned across from a window, adorned with decorative pillows. A small side table rests nearby on a patterned rug, enhancing the comfortable ambiance. Natural light streams in, illuminating the room's wooden ceiling and giving a sense of openness.

Cottage in Newburgh

4.97 out of 5 average rating, 359 reviews

Boho Burgh Cottage with full kitchen/clawfoot tub

The Original Cozy Cottage is located in the heart of downtown Newburgh, this wonderfully decorated cottage offers a full kitchen, claw foot tub, walk in closet, deck, and partial river views. Shops and restaurants within steps and only 15 minutes from downtown Evansville. *Please read all info before booking*

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Owensboro vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Owensboro

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, 99 reviews

The Bluegrass House

Top guest favorite

A single-story home is shown with a well-maintained front yard and driveway. Surrounding trees provide green foliage against a blue sky with fluffy clouds. The spacious fenced backyard is visible in the distance, adding to the property's pet-friendly appeal.

Home in Owensboro

4.98 out of 5 average rating, 55 reviews

Peaceful Stay | Relax & Unwind

A spacious living area features a sleek fireplace with decorative accents, complemented by a ceiling fan. A flat-screen TV is mounted above the mantel, and artwork adorns the walls. Light wood flooring contributes to the inviting ambiance, with comfortable seating arranged for relaxation.

Apartment in Owensboro

4.84 out of 5 average rating, 113 reviews

My Old Kentucky Home: Downtown Stylish 1 Bedroom

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

Guest favorite

A charming tiny home is set against a backdrop of lush greenery. The exterior features a welcoming front porch with two rocking chairs positioned on either side of the entrance, inviting moments of relaxation. A large tree provides shade and adds to the overall serene ambiance.

Tiny home in Beaver Dam

4.89 out of 5 average rating, 28 reviews

A Cozy Kentucky Retreat w/ Fishing and boating

Top guest favorite

The exterior of a single-story brick house is featured, showcasing a neatly manicured lawn and a concrete driveway. The front door is highlighted by a decorative glass insert, flanked by two large windows. The garage door has multiple panels and offers additional storage space.

Home in Owensboro

5 out of 5 average rating, 17 reviews

Bluegrass Homestead

Top guest favorite

A serene bedroom features a spacious bed dressed in white linens, positioned against a dark accent wall. Two pendant lights hang from the ceiling, and a full-length mirror reflects the room's layout, which includes natural light filtering through window blinds.

Home in Owensboro

4.97 out of 5 average rating, 61 reviews

Tranquil & Modern Sanctuary

Guest favorite

The sleeping area contains a spacious bed with a light-colored quilt and decorative pillows. Natural light enters through a nearby window, and a piece of wall art adds a touch of color. A ceiling fan provides ventilation, enhancing the comfortable ambiance.

Guesthouse in Henderson

4.9 out of 5 average rating, 82 reviews

Downtown 1 bed & 1 bath studio guest house

Quick stats about vacation rentals in Owensboro

Total rentals
110 properties
Nightly prices starting at
R695 ZAR before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Owensboro?
Four-legged friends are welcome in Owensboro. Choose from more than 50 vacation rentals for guests traveling with pets.
Do apartment rentals in Owensboro have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Owensboro. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Owensboro?
Yes! Work meets play with ease at over 50 vacation rentals in Owensboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Owensboro have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Owensboro. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Owensboro?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Owensboro have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Owensboro. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Owensboro have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Owensboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Owensboro?
Owensboro has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Owensboro

Top-rated vacation rentals in Owensboro

Vacation rentals for every style

Popular amenities for Owensboro vacation rentals

Other great vacation rentals in Owensboro

Quick stats about vacation rentals in Owensboro

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

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