Best Vacation Homes in Owensboro
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£239/Night
For 7 Nights £1,676
2249.66 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
£132/Night
For 7 Nights £927
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
£150/Night
For 7 Nights £1,049
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£200/Night
For 7 Nights £1,403
293.32 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
£121/Night
For 7 Nights £849
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£104/Night
For 7 Nights £728
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£152/Night
For 7 Nights £1,066
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
£100/Night
For 7 Nights £699
Owensboro Luxury Rentals
18 Guests
6 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
£442/Night
For 7 Nights £3,095
1800 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
£435/Night
For 7 Nights £3,048
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
£370/Night
For 7 Nights £2,589
1797.57 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Parking
£359/Night
For 7 Nights £2,513
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
£317/Night
For 7 Nights £2,218
23 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
£309/Night
For 7 Nights £2,163
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
£287/Night
For 7 Nights £2,011
6 Guests
2 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£283/Night
For 7 Nights £1,983
Owensboro Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£128/Night
For 7 Nights £894
3003.13 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Villa
- Balcony/Terrace
- Pet Friendly
- Kitchen
£161/Night
For 7 Nights £1,124
£78/Night
For 7 Nights £544
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£123/Night
For 7 Nights £863
355.21 ft²
2 Bathrooms
Family Friendly
Hotel
- Private Pool
- Spa
- Fireplace/Heating
£84/Night
For 7 Nights £590
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£130/Night
For 7 Nights £907
8 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
House
- Pet Friendly
- Air Conditioner
- Internet
£157/Night
For 7 Nights £1,102
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£222/Night
For 7 Nights £1,554
Owensboro Large Vacation Homes
2285 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
£191/Night
For 7 Nights £1,340
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£210/Night
For 7 Nights £1,467
10 Guests
5 Bedrooms
3 Bathrooms
Group Friendly
House
£196/Night
For 7 Nights £1,371
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
£193/Night
For 7 Nights £1,349
14 Guests
4 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
£225/Night
For 7 Nights £1,574
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Spa
- Kitchen
- Air Conditioner
£184/Night
For 7 Nights £1,289
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Child Friendly
- Bedding/Linens
£129/Night
For 7 Nights £906
350 ft²
100 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Air Conditioner
- Internet
£92/Night
For 7 Nights £647
Why Choose Rent By Owner for your Owensboro Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Owensboro
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, as the region offers distinct seasonal charms that cater to different interests throughout the year.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll enjoy warm weather perfect for exploring outdoor activities and local events in this vibrant destination.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
Fall (September to November)
The fall offers pleasant temperatures and a scenic atmosphere, making it an ideal time to experience the region's natural beauty and local festivals.
Average Temperature Daytime: 75°F to 80°F - Nighttime: 55°F to 60°F
Off-Season Highlights
Winter (December to February)
In winter, the area experiences cooler temperatures, providing a quieter and more relaxed environment for those seeking tranquility.
Average Temperature Daytime: 45°F to 50°F - Nighttime: 30°F to 35°F
Spring (March to May)
Springtime brings mild weather and blooming landscapes, making it a peaceful period to enjoy the region without the crowds.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 45°F
Weekly Weather Forecast for Owensboro
How to Book Your Owensboro Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Owensboro
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas with picnic tables or grilling stations for meal preparation amidst scenic surroundings.
- Relax in spacious yards or gardens that provide ample space for outdoor activities and leisure time.
- Take advantage of private or shared patios and decks to unwind while soaking in the views of the region’s natural beauty.
- Benefit from access to swimming pools or nearby waterfronts to cool off during warm weather days.
- Explore outdoor sports amenities such as tennis courts, basketball hoops, or volleyball setups available on-site or nearby.
- Make use of fire pits or outdoor fireplaces perfect for evening gatherings under the stars.
- Utilize shaded verandas or covered porches designed for relaxing outside regardless of the weather conditions.
Top Attractions Around Owensboro
What attractions are nearby?
In this vibrant area, you can enjoy a variety of outdoor activities, explore local cultural sites, or relax by the scenic riverbanks, making it an ideal destination for memorable adventures during your stay.
Family Activities
- Owensboro Museum of Fine Art: Explore engaging art exhibits and family-friendly activities that highlight the creative spirit of this destination.
- Daviess County Public Library: Participate in interactive storytimes and educational programs designed for children to enjoy here in the area.
- Bluegrass Music Hall of Fame & Museum: Discover the rich musical heritage through exhibits and live performances that entertain visitors of all ages.
- Yellow Creek Park: Spend quality time outdoors with playgrounds, walking trails, and picnic areas perfect for family outings in this region.
Adult Activities
- Owensboro Museum of Fine Art: Explore a diverse collection of contemporary and classical artworks in this cultural hub nestled in the heart of the city.
- Riverside Walkway: Enjoy a scenic stroll along the Ohio River, where picturesque views and a relaxing atmosphere make for perfect outdoor leisure.
- International Bluegrass Music Museum: Dive into the rich bluegrass heritage of the region with engaging exhibits and live performances that celebrate this iconic genre.
- Daviess County Historical Society & Museum: Discover the area's history through well-curated exhibits and artifacts that tell the story of Owensboro and its surroundings.
Other Places to Stay in Owensboro, KY
Henderson Community College
Rockport
West Louisville
Owensboro Museum of Fine Art
Beautiful You
Owensboro Medical Health System
Legion Park
Kentucky Wesleyan College
Daviess County
Lewisport
Henderson County
Henderson
Owensboro Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Explore local events and attractions to tailor your stay around the region's highlights, ensuring you make the most of your time here.
- Choose a Central Location: Opt for vacation rentals situated near key points of interest to maximize convenience and reduce travel time during your visit.
- Experience Local Cuisine: Take advantage of nearby dining options to enjoy regional flavors that showcase the area's culinary heritage.
- Engage with the Community: Participate in local festivals or markets to connect with residents and gain authentic insights into this destination.
Transportation Options
- Owensboro Transit System: This local bus network offers convenient routes throughout the area, making it easy to explore your surroundings without a car.
- Rental Car Services: Numerous rental agencies are available nearby, providing flexible transportation options to discover all that this destination has to offer.
- Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps serve the region, offering quick and reliable transit for short or long trips around here.
- Bike Rentals and Trails: Biking is a great way to see the region at a leisurely pace, with bike rentals and dedicated trails accessible for outdoor enthusiasts.
Local Customs Options
- Davis County Fair: Experiencing the local county fair gives you a glimpse into the region's community spirit and traditions.
- Bluegrass Music Heritage: Celebrating bluegrass music is a cherished custom, often heard during festivals and live performances throughout this destination.
- Riverfront Festivals: Participating in riverfront events highlights the area's connection to its scenic waterways and local culture.
- Southern Hospitality: Embracing the warm and welcoming attitude of residents is a defining aspect of your stay here, reflecting the region’s friendly customs.
Frequently Asked Questions About Owensboro?
1. What are the top vacation rentals in Owensboro?
There are a lot of options in Owensboro. If you plan on staying in the Owensboro area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Owensboro:
- Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.
- The Haven on Hill Ave
- 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
- Blue Moon Cottage: Historic Owensboro Home w/Pool, Music Room, Location
- The Gathering Place
- Centrally Located Mid Century Traditional Home
- 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
- Newly renovated- 2.5 mi to Downtown Riverfront
- 315 West 14th Street
- Welcome to simple comfort a like new family friendly home Full of accommodation
2. How many vacation rentals have private pools in Owensboro?
There are 6 vacation rentals with private pools near Owensboro. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Owensboro are best for families?
If you are looking for a family-friendly vacation home in Owensboro, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Owensboro:
4. How many Rentbyowner vacation rentals are available in Owensboro?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 151 in the Owensboro area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Owensboro.
5. What is the cancellation policy for vacation rentals in Owensboro, Kentucky?
The cancellation policy varies depending on the specific property listed here. You should review the individual listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.
6. How do I secure my booking for a vacation rental in this area?
Booking steps are outlined within each listing. To secure your stay, you'll typically need to follow the reservation process, which may include providing payment details and confirming your dates. If you need assistance, reaching out to the property owner can ensure a smooth reservation experience.
7. Are there any house rules or restrictions I should be aware of during my stay?
Each vacation rental in the region may have its own set of house rules or restrictions, such as pet policies or check-in procedures. These details are provided in the listing, so it’s recommended to review them carefully or contact the host for clarification.
8. What amenities are generally available in Owensboro vacation rentals?
The amenities vary by property, but many vacation rentals here offer features like Wi-Fi, parking, full kitchens, and outdoor spaces. For specific amenities, please refer to the listing description or reach out to the owner directly.
9. Is there a minimum stay requirement for booking a vacation rental in this destination?
Minimum stay requirements differ among properties. You can find this information on each listing page or by contacting the property owner to confirm availability for your preferred travel dates.
Owensboro Top Rated Vacation Rentals
2250 ft²
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
£160/Night
For 7 Nights £1,119
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
£83/Night
For 7 Nights £583
£99/Night
For 7 Nights £695
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
£99/Night
For 7 Nights £695
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
£103/Night
For 7 Nights £719
315.03 ft²
15 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
£141/Night
For 7 Nights £985
£100/Night
For 7 Nights £700
£101/Night
For 7 Nights £707
