Owensboro holiday lettings

We found 57 holiday rentals — enter your dates for availability

Discover a selection of 41 homes and other holiday rentals in Owensboro that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why visit Owensboro

  • Charming parks: Owensboro boasts lovely urban parks, ideal for leisurely strolls and family picnics amidst scenic beauty.
  • Cultural experiences: Visit the Owensboro Museum for a taste of local history and vibrant art.
  • Historic sites: Explore the rich heritage of the area through its historic colleges and landmarks.
  • Welcoming neighbourhoods: Enjoy the friendly atmosphere along Frederica Street, perfect for relaxation and local dining.
  • Diverse accommodation options: Choose from modern apartments, cosy cabins, and spacious homes to suit every traveller's needs.

Popular types of accommodation in Owensboro

Planning a getaway to Owensboro? The next step is selecting the perfect accommodation. Whether you’re searching for rental apartments, houses, or charming cabins, Owensboro has something to suit every traveller's needs. From modern apartments in Owensboro to spacious house rentals, you’ll find a range of options that provide comfort and convenience during your stay. Explore the best places to stay and make your trip memorable!

  • Houses: The top choice for visitors in Owensboro, offering spacious and comfortable accommodations ideal for families, friends, or couples seeking a home-away-from-home experience.
  • Cabins: A popular option for those wishing to enjoy a rustic atmosphere, these charming lodgings provide a serene retreat amidst nature.
  • Apartments: Perfect for independent travellers, these self-contained units offer convenience and flexibility in the heart of Owensboro.
  • Cottages: Quaint and cosy, cottages provide a delightful stay, often set in picturesque surroundings.**

Top attractions in Owensboro

Owensboro, Kentucky, offers a delightful vacation for families and outdoor enthusiasts alike. With attractions such as urban parks, event venues, and historic colleges, there's something for everyone. Explore the Owensboro Museum and enjoy the scenic beauty and city experiences that make this destination unique. Whether you're travelling with family or friends, you’re sure to find enjoyable activities to fill your itinerary.

  • Kentucky Wesleyan College: A historic institution with rich cultural vibes, this college offers a glimpse into the academic life and history of Owensboro. Its charming campus is perfect for a leisurely stroll.
  • International Bluegrass Music Museum: Celebrating the roots of bluegrass music, this museum showcases the genre’s history through engaging exhibits and interactive displays, making it a must-visit for music enthusiasts.
  • Smothers Park: An urban oasis, this park features family-friendly amenities, beautiful landscapes, and outdoor spaces perfect for picnics and relaxation in the heart of the city.

Things to do recommended for couples

For a romantic getaway in Owensboro, enjoy a leisurely stroll along the scenic riverfront, or indulge in a candlelit dinner at a local restaurant. Don't miss a sunset cruise on the Ohio River, offering stunning views and a memorable experience for you and your partner.

Things to do recommended for families

Your family will delight in the natural beauty of Panther Creek Park, a lovely recreational area in Owensboro. Enjoy wellness activities and relaxation amidst the stunning scenery, perfect for a memorable day out with the children.

Things to do recommended for groups

Groups visiting Owensboro can enjoy shopping at Towne Square Mall, experience the outdoors at Ben Hawes State Park for a round of golf, and explore local finds at Beautiful You. It's a perfect blend of leisure, sports, and shopping for an unforgettable group getaway.

What do I need to keep in mind when booking a vacation in 'Owensboro

When travelling with a group, family, or pets, or if you're seeking longer stays, it’s important to apply the right filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Owensboro with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options, and much more, on Vrbo.
  • Traveling to Owensboro with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Owensboro: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Owensboro: If you’re in search of holiday rentals with offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Owensboro

Owensboro, Kentucky, offers a delightful blend of outdoor activities and family-friendly attractions, perfect for a memorable holiday. Explore the scenic landscapes and historical sites, or unwind by a cozy firepit in one of the nearby neighbourhoods. With a vibrant atmosphere and friendly locals, you'll find plenty of excursions and flexible stays to suit your needs. Don't miss the charming experiences along Frederica Street, making Owensboro a splendid destination for your getaway.

  • West Louisville: Nestled in the Owensboro area, West Louisville is a charming village that offers a diverse range of activities for the adventurous traveller. Known for its vibrant sports scene, visitors can enjoy thrilling motor racing events at the local racetrack. The community is also home to several sports venues, providing ample opportunity for sports enthusiasts to catch a game or participate in friendly competitions. With its engaging atmosphere and exciting recreational options, West Louisville is a great spot for those seeking an adrenaline-fuelled getaway.
  • Africa: Located a mere 3.1km from Owensboro, Africa is a quaint village that beckons families and nature lovers alike. With its eco-friendly ethos, this destination is perfect for outdoor adventures. Visitors can explore the local urban park, ideal for picnics and leisurely strolls, or visit historic sites that offer a glimpse into the area's past. Families will appreciate the tranquil beach, providing a serene backdrop for relaxation and fun. The welcoming environment and emphasis on outdoor activities make Africa a delightful stop for those looking to reconnect with nature.
  • Rockport: Situated 5.0km away from Owensboro, Rockport is a lively city known for its family-friendly attractions and entertainment options. Thrill-seekers will find plenty to enjoy at the local water park and recreational area, while golf enthusiasts can tee off at nearby courses. The city’s theme park guarantees a day filled with adventure and excitement for visitors of all ages. With its picturesque lake and scenic views, Rockport is a fantastic destination for families seeking a fun-filled holiday.

Best time to go to Owensboro

If you're planning a trip to Owensboro, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.2°F (1.2°C)Light RainMostly CloudyModerately LowSlightly Low
February37.8°F (3.2°C)Light RainMostly CloudyModerately LowSlightly Low
March47.7°F (8.7°C)Light RainMostly SunnyAverageSlightly Low
April56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
May66.4°F (19.1°C)Light RainMostly SunnyModerately HighAverage
June74.8°F (23.8°C)Light RainMostly SunnyModerately HighSlightly High
July77.7°F (25.4°C)Light RainMostly SunnyModerately HighSlightly High
August76.1°F (24.5°C)Light RainMostly SunnyAverageSlightly High
September70.5°F (21.4°C)Light RainMostly SunnyAverageAverage
October59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
November46.9°F (8.3°C)Light RainMostly SunnyModerately LowAverage
December39.9°F (4.4°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? It’s worth considering some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a dedicated area for you to plan new journeys, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Historical Owensboro will entice you

Come and experience Owensboro and its history, architecture and entertainment. This city's riverfront, sporting events and opera houses draw many visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Owensboro

Are you hoping to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Owensboro a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Gattitown Evansville Indiana Pizza & Family Entertainment Center (25.1 mi / 40.4 km)
  • Beautiful You (1.3 mi / 2.1 km)
  • Tipsaw Lake Recreation Area (22.5 mi / 36.2 km)
  • Blue Angel Gifts & More (18.4 mi / 29.6 km)
  • Young's Creek (22.4 mi / 36.1 km)
  • John James Audubon Golf Course (25 mi / 40.2 km)

Exploring the natural landscape of Owensboro

Whether you're looking for adventure or just want to spend some time taking in the scenery, Owensboro is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Yellow Creek Park (4.7 mi / 7.5 km)
  • Riverfront Park (12.2 mi / 19.6 km)
  • Smothers Park (0.1 mi / 0.2 km)
  • Western Kentucky Botanical Garden (1.9 mi / 3.1 km)
  • Ben Hawes State Park (4 mi / 6.5 km)
  • Panther Creek Park (6.8 mi / 11 km)

How to get to and around Owensboro

Fly into Owensboro, KY (OWB-Owensboro-Daviess County Regional), the closest airport, located 3.3 mi (5.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Evansville, IN (EVV-Evansville Regional), which is 29.4 mi (47.3 km) away.

Frequently asked questions

What is the best area to stay in Owensboro when booking a holiday rental?
When considering a holiday rental in Owensboro, Kentucky, a popular area to stay in is the downtown district. This vibrant area is not only home to a variety of charming properties but also offers a number of attractions and activities to enjoy. The downtown area features a lovely riverside park, superb for leisurely strolls and picnics, along with access to the Ohio River, which provides opportunities for scenic views and water-based activities.

Another appealing neighbourhood is the area near the Western Kentucky Botanical Garden. Staying here allows you to immerse yourself in nature, with beautiful gardens and walking trails to explore. Additionally, it's a short drive to the local museum, where you can delve into the region's rich history and culture.
How much does it cost to rent a holiday home in Owensboro?
Prices for holiday rentals in Owensboro vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Owensboro to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Owensboro holiday house rentals?
You can find great discounts on house rentals in Owensboro on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Owensboro?
In Owensboro, holiday houses are the most popular type of holiday rental, with approximately 148 available throughout the area. These homes often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing or entertaining. Many are situated in residential neighbourhoods, providing a comfortable home-like atmosphere for families or groups. Additionally, there are about 12 apartments, alongside several condos, cottages, and cabins, which cater to different preferences.
Are there any family house rentals in Owensboro?
In Owensboro, Kentucky, there are some family-friendly house rentals available, with around 27 properties scattered throughout the area. This charming city offers a variety of suitable accommodations for families, featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces for children to enjoy. Many homes come with amenities like Wi-Fi and air conditioning, ensuring a comfortable stay for all guests.

Families can take advantage of nearby attractions, such as the beautiful Smothers Park, which boasts playgrounds, splash pads, and scenic river views, making it an excellent spot for outdoor fun. Additionally, the city is known for its vibrant arts scene, with venues like the Owensboro Museum of Fine Art and the Bluegrass Music Hall of Fame and Museum providing cultural experiences for visitors of all ages.
Can I rent a holiday home with a pool or hot tub in Owensboro?
In Owensboro, there are several holiday homes available for rent that feature pools and hot tubs. This charming city, located along the Ohio River, provides a variety of neighbourhoods where these properties can be found, offering a blend of comfort and convenience. Many rentals come equipped with private pools, relaxing hot tubs, and spacious outdoor areas, great for family gatherings or unwinding after a day of exploring. Inside, travellers can expect well-appointed kitchens and comfortable living spaces, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Owensboro?
A long-stay holiday rental in Owensboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Owensboro?
In Owensboro, there are numerous pet-friendly house rentals available, with around 20 options to choose from. These properties vary in size and style, suiting different group sizes and preferences. Many of the holiday rentals come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air.

The neighbourhoods in Owensboro often feature quaint residential streets and parks, offering a pleasant environment for both travellers and their furry companions. For those seeking outdoor activities, nearby parks provide walking trails and green spaces that are superb for leisurely strolls with pets.
Are there any remote work holiday rentals in Owensboro?
In Owensboro, Kentucky, there are numerous remote work holiday rentals available, with around 148 options to choose from. Many of these properties are equipped with essential amenities for remote work, including dedicated workspaces featuring desks and chairs, as well as complimentary Wi-Fi to ensure seamless connectivity.

Visitors can expect comfortable accommodations that often include fully furnished living areas, kitchen facilities for self-catering, and sometimes outdoor spaces for relaxation during breaks. The city itself offers a vibrant setting, with local attractions such as the Owensboro Museum of Fine Art and the Riverfront area, where one can enjoy scenic views and recreational activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Owensboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Owensboro with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Owensboro?
In Owensboro, popular rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many properties also feature coffee and tea makers, providing a comforting start to the day. Additionally, rentals often come with decks or patios, superb for enjoying the pleasant Kentucky weather and relaxing outdoors.
When is the best time to visit Owensboro for a holiday rental?
The best time to book a holiday rental in Owensboro is during the summer months, particularly from July to September, when the city comes alive with vibrant festivals and outdoor activities. July stands out as the most popular month, attracting visitors eager to experience the famous Barbecue Festival, which celebrates the region's rich culinary heritage and offers a lively option filled with music, food, and family-friendly activities.

During this peak season, expect warm temperatures, typically ranging from the mid-20s to low 30s Celsius, superb for enjoying leisurely strolls along the Ohio River or taking part in various outdoor events. The city's parks and waterfront areas provide ample opportunities for sightseeing, picnicking, and soaking up the sunshine, making it an ideal time for those who appreciate a lively option and a wealth of activities.

If you're looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with holiday decorations and local festivities. You can enjoy the warmth of Owensboro's hospitality while exploring its dining scene and cultural attractions without the crowds.

Ultimately, your choice of when to visit Owensboro will hinge on whether you prefer the bustling energy of summer festivities or a more peaceful experience during the off-peak season.
How early should I book a Owensboro holiday rental?
Book your Owensboro holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Owensboro?
In Owensboro, visitors can explore several popular attractions that showcase the city's cultural and historical significance. The Riverfront Park offers a scenic view of the Ohio River and features walking trails, picnic areas, and the popular Owensboro Convention Centre, which hosts various events and exhibitions. Nearby, the International Bluegrass Music Museum celebrates the region's musical heritage and hosts live performances, making it a must-see for music enthusiasts.

For those interested in history, the Owensboro Museum of Science and History provides engaging exhibits that highlight the area's past, including local artefacts and interactive displays. The nearby Western Kentucky Botanical Garden is a lovely spot to enjoy nature, featuring themed gardens and walking paths.

In addition, the Daviess County Courthouse, with its stunning architecture, is a noteworthy landmark in the downtown area.
Can I change or cancel my Owensboro home rental booking on Vrbo?
To find Owensboro holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Owensboro holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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