Discover Your Perfect Owensboro Vacation Homes

Best Vacation Homes in Owensboro

House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $181/Night 7 Nights - US $1,268
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 8 Guests 2249.66 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $179/Night 7 Nights - US $1,253
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $203/Night 7 Nights - US $1,418
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $271/Night 7 Nights - US $1,896
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 4 Baths 16 Guests 293.32 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $164/Night 7 Nights - US $1,148
Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $141/Night 7 Nights - US $984
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $201/Night 7 Nights - US $1,407
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $135/Night 7 Nights - US $945

Owensboro Luxury Rentals

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House
Map-icon
4 Bedrooms 2 Baths 14 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $650/Night 7 Nights - US $4,551
House
Map-icon
6 Bedrooms 3 Baths 18 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $598/Night 7 Nights - US $4,184
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
6 Bedrooms 4 Baths 23 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $518/Night 7 Nights - US $3,624
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $502/Night 7 Nights - US $3,514
House
Map-icon
4 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $457/Night 7 Nights - US $3,199
House
Map-icon
like-icon4.0
Average
(1 Review)
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $388/Night 7 Nights - US $2,718
New
House
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2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $383/Night 7 Nights - US $2,681
House
Map-icon
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $320/Night 7 Nights - US $2,241

Owensboro Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $173/Night 7 Nights - US $1,209
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Villa
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Bedrooms 3 Baths 12 Guests 3003.13 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $217/Night 7 Nights - US $1,519
Hotel
Map-icon
like-icon9.0
Exceptional
(458 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $105/Night 7 Nights - US $736
House
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $163/Night 7 Nights - US $1,144
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(323 Reviews)
2 Baths 355.21 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $114/Night 7 Nights - US $798
House
Map-icon
like-icon10.0
Exceptional
(52 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $175/Night 7 Nights - US $1,226
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $213/Night 7 Nights - US $1,489
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $298/Night 7 Nights - US $2,088

Owensboro Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
5 Bedrooms 2 Baths 10 Guests 2285 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $259/Night 7 Nights - US $1,812
House
Map-icon
like-icon9.6
Exceptional
(21 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $283/Night 7 Nights - US $1,983
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $261/Night 7 Nights - US $1,824
House
Map-icon
like-icon9.2
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $304/Night 7 Nights - US $2,127
House
Map-icon
like-icon4.0
Average
(2 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Spa
    Spa
  • Kitchen
    Kitchen
More amenities
US $249/Night 7 Nights - US $1,743
House
Map-icon
2 Bedrooms 1 Bath 10 Guests
  • Child Friendly
    Child Friendly
  • Bedding/Linens
    Bedding/Linens
US $175/Night 7 Nights - US $1,225
Apartment
Map-icon
1 Bedroom 1 Bath 100 Guests 350 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $125/Night 7 Nights - US $875
House
Map-icon
5 Bedrooms 3 Baths 10 Guests
US $265/Night 7 Nights - US $1,853

Why Choose Rent By Owner for your Owensboro Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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
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
autumn
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

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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
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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

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.

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.
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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.
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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.

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?

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 155 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

House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
3 Bedrooms 2 Baths 9 Guests 2250 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $274/Night 7 Nights - US $1,915
Apartment
Map-icon
like-icon9.8
Exceptional
(21 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $115/Night 7 Nights - US $802
Hotel
Map-icon
like-icon9.6
Exceptional
(1002 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $139/Night 7 Nights - US $973
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Hotel
Map-icon
like-icon9.6
Exceptional
(56 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $134/Night 7 Nights - US $939
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(773 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $139/Night 7 Nights - US $972
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Hotel
Map-icon
like-icon9.4
Exceptional
(174 Reviews)
15 Baths 315.03 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $190/Night 7 Nights - US $1,332
Hotel
Map-icon
like-icon9.2
Exceptional
(376 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $121/Night 7 Nights - US $849
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(668 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $137/Night 7 Nights - US $956