Owensboro holiday rentals

We found 67 holiday rentals — enter your dates for availability
Discover a selection of 48 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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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:

  • Blue Angel Gifts & More (18.4 mi / 29.6 km)
  • Tipsaw Lake Recreation Area (22.5 mi / 36.2 km)
  • Fendrich Golf Course (27.8 mi / 44.7 km)
  • Young's Creek (22.4 mi / 36.1 km)
  • John James Audubon Golf Course (25 mi / 40.2 km)
  • Gattitown Evansville Indiana Pizza & Family Entertainment Center (25.1 mi / 40.4 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:

  • Smothers Park (0.1 mi / 0.2 km)
  • Riverfront Park (12.2 mi / 19.6 km)
  • Western Kentucky Botanical Garden (1.9 mi / 3.1 km)
  • Ben Hawes State Park (4 mi / 6.5 km)
  • Yellow Creek Park (4.7 mi / 7.5 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Owensboro holiday homes prices shown on Stayz?
Stayz 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.
Are there any Owensboro holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Owensboro holiday homes?
You can find great discounts on holiday homes in Owensboro on Stayz, 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.
Can I change or cancel my Owensboro holiday home booking on Stayz?
To find Owensboro holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Owensboro?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Owensboro holiday home?
Book your Owensboro holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Owensboro?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Owensboro to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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