Compare Vacation Rentals & Airbnb in Owensboro, KY

165 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Owensboro, KY vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

165 Rentals and Airbnb in Owensboro, KY

Best family friendly Owensboro, KY vacation rentals

Among the 165 accommodations in Owensboro, KY, here are the 4 best family friendly rentals

Bluegrass Place - Owensboro, KY
8.7 11 reviews

Bluegrass Place

apartment, Owensboro
This family-friendly three-bedroom, two-bathroom flat in Owensboro's Bluegrass Place area offers a comfortable "home away from home" for up to eight guests, situated just a 10-minute drive from downtown Owensboro's dining, shopping, and attractions.
This spacious property boasts air conditioning, internet, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with a garden and a pullout sofa for additional sleeping arrangements, making it ideal for families or groups seeking a convenient base for relaxation and exploration.
Bluegrass Springdale | Air Hockey & Darts - Owensboro, KY
10 10 reviews

Bluegrass Springdale | Air Hockey & Darts

apartment, Owensboro
This spacious 4-bedroom, 2-bathroom flat in Owensboro's Springdale district offers convenient access to local attractions, situated a short 3.5-kilometre drive from the Owensboro Museum of Fine Art.
This family-friendly residence accommodates up to 10 guests with a pull-out sofa, featuring a dedicated game room with air hockey and darts, a garden, and a back patio for outdoor relaxation.
The Cabin In Town - Owensboro, KY
9.7 238 reviews

The Cabin In Town

apartment, Owensboro
The Cabin in Town is a charming 3-bedroom home situated on a quiet street in central Owensboro, just a short walk from the city centre and its attractions. This property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is ideal for families or groups of up to 5 guests, offering a comfortable and welcoming space to relax and explore the city. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, making it a convenient and enjoyable choice for your trip.
The Gathering Place - Owensboro, KY
9.9 142 reviews

The Gathering Place

apartment, Owensboro
The Gathering Place is conveniently located in the centre of Owensboro, just a short walk from the city's main attractions and restaurants. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house is a spacious five-bedroom home with two bathrooms, covering 212 square metres and comfortably accommodating up to 10 guests. Enjoy the convenience of modern amenities such as air conditioning, a fully equipped kitchen, and a private garden, perfect for relaxing after a day of exploring Owensboro.

Best Owensboro, KY vacation rentals with parking

Wildwood Lodge 39 Minutes From Holiday World - Owensboro, KY
9.8 28 reviews

Wildwood Lodge 39 Minutes From Holiday World

apartment, Owensboro
This Owensboro flat is situated in a quiet district, offering easy access to essential amenities with a Dollar General just 100 metres away, and popular dining and shopping destinations including Starbucks, Canes, Longhorn, Panda, Burger King, and Meijer within a 5-minute drive.
This family-friendly accommodation can host up to 8 guests, featuring air conditioning, Wi-Fi, a full kitchen with a dishwasher, and convenient access to the Owensboro Convention Centre (7 minutes), Blue Grass Museum (6 minutes), and the Sports Centre (8 minutes).
The Bluegrass Barbie - Owensboro, KY
9.7 173 reviews

The Bluegrass Barbie

apartment, Owensboro
This two-bedroom flat is situated in Owensboro, Kentucky, just a short distance from the Owensboro Convention Center, sporting venues, and a range of restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat comfortably accommodates up to seven guests, offering a spacious and relaxing home away from home. Guests can enjoy amenities such as air conditioning, a garden, parking, and internet access, as well as explore nearby attractions like the Bluegrass Museum Hall of Fame and The Green River Distillery.
Charming 2-bedroom. Close To Everything - Owensboro, KY
9.4 25 reviews

Charming 2-bedroom. Close To Everything

apartment, Owensboro
This Owensboro home, conveniently located near Legion Park, offers easy access to its walking trails and playgrounds.
The two-bedroom, two-bathroom property sleeps four, features a fully equipped kitchen, gas fireplace, and front porch swing, plus a pull-out sofa bed and is hosted by experienced Superhosts.
Cozy Red Door. 2br. 3 Beds. 1.5 Baths. Sleeps 5. - Owensboro, KY
10 16 reviews

Cozy Red Door. 2br. 3 Beds. 1.5 Baths. Sleeps 5.

apartment, Owensboro
This Owensboro flat is centrally located in a quiet neighbourhood, offering a peaceful stay with attractions such as Smothers Park (1.9 km) and Holiday World (56.3 km) within easy reach.
This two-bedroom flat accommodates up to five guests and features a fully equipped kitchen, a relaxing back porch, a dedicated workspace, and free parking, making it ideal for families and business travellers alike.

Frequently Asked Questions about vacation rentals in Owensboro, KY

  • What should a first-time visitor not miss in Owensboro, KY?

    You've got to see the iconic Owensboro Riverfront, with its beautiful views of the Ohio River. It's a great spot for a stroll and to catch a glimpse of the iconic Bluegrass Music Hall of Fame and Museum.
  • What are the best Airbnb and vacation rentals in Owensboro, KY?

    Quiet & Quaint Escape, Downtown - Large Apartment In Heart Of Owensboro and The Little Big Cozy House are the most popular Airbnb and vacation rentals in Owensboro, KY among travelers.

  • Which neighborhood in Owensboro, KY should you consider for a vacation rental?

    The Old Town neighbourhood is a great choice for a vacation rental. It's close to the riverfront, restaurants, and shops, and has a nice, historic feel.
  • What are the most popular Airbnbs in Owensboro, KY?

    Among the Airbnbs in Owensboro, KY, Quiet & Quaint Escape, Downtown - Large Apartment In Heart Of Owensboro and The Little Big Cozy House are the most popular ones.

  • What are the top family-friendly attractions in Owensboro, KY?

    The Owensboro Museum of Science and History is a great place for kids, and the Yellow Banks Riverfront Park is perfect for a picnic or a game of frisbee. The Bluegrass Music Hall of Fame and Museum is also a fun and educational experience for the whole family.
  • What are the best vacation rentals with a pool in Owensboro, KY?

  • When is the best time to book a vacation rental in Owensboro, KY?

    The best time to book a vacation rental in Owensboro is during the spring or autumn, when the weather is mild and there are fewer crowds. The summer months can be hot and humid.
  • What are the best rentals for families and kids in Owensboro, KY?

  • What events or festivals should visitors check out in and around Owensboro, KY?

    The Owensboro International Bluegrass Music Festival in September is a must-see, and the annual International Bar-B-Q Festival in May is another popular event.
  • What are the best rentals or Airbnbs with a jacuzzi in Owensboro, KY?

    The Bluegrass House and The Bluegrass House are the best vacation rentals or Airbnb with a jacuzzi in Owensboro, KY.

  • What are the best budget-friendly activities in Owensboro, KY?

    Take a stroll along the Ohio River on the Riverfront Trail, visit the free exhibits at the Owensboro Museum of Science and History, or have a picnic at Yellow Banks Riverfront Park. You can also enjoy live music at one of the many free concerts held in the city throughout the year.
  • What are the best restaurants with local dishes in Owensboro, KY?

    For a taste of local cuisine, head to Moonlite Bar-B-Q Inn, known for its barbecue, or The Owensboro Riverfront Restaurant for a more upscale dining experience with a view of the Ohio River. If you're looking for something casual, try The Yellow Banks Grill.
  • What are the best walking or cycling routes in Owensboro, KY?

    The Riverfront Trail is a great option for a walk or bike ride, offering scenic views of the Ohio River. The Greenbelt Trail is another popular choice, with a paved path that winds through parks and wooded areas.
  • Are there pet-friendly attractions in Owensboro, KY?

    Yes, many of the parks in Owensboro are pet-friendly, including Yellow Banks Riverfront Park and Smothers Park. Some restaurants also have outdoor seating where you can bring your dog.
  • What are the benefits of choosing a vacation rental in Owensboro, KY?

    Vacation rentals offer more space and privacy than a hotel room. They can also be more affordable, especially for families or groups. You can also find rentals with unique amenities like a hot tub or a fireplace, which are not always available in hotels.
  • What are the top sports attractions and facilities in Owensboro, KY?

    Owensboro is home to the Owensboro RiverPark Center, which hosts a variety of sporting events, including basketball, volleyball, and wrestling. The city also has several parks with baseball fields, tennis courts, and playgrounds.

Popular destinations

Best Owensboro, KY vacation rentals with a balcony

Bluegrass Maple Manor-sleeps 20 Game Room Hot Tub - Owensboro, KY
No reviews

Bluegrass Maple Manor-sleeps 20 Game Room Hot Tub

house, Owensboro
This five-bedroom detached house in Owensboro is located 1.8 kilometres from the World's Largest Sassafras Tree and 5 kilometres from Owensboro-Daviess County Airport, with nearby access to Legion Park and the Western Kentucky Botanical Garden.
Offering 178 square metres of living space, this property accommodates up to 31 guests with a fully equipped kitchen, air conditioning, a hot tub, balcony, and garden, ideal for families or groups seeking a comfortable stay with private host management.
Bluegrass Maple Manor-sleeps 20/game Room/hot Tub - Owensboro, KY
No reviews

Bluegrass Maple Manor-sleeps 20/game Room/hot Tub

apartment, Owensboro
This spacious 5-bedroom house is located in Owensboro, Kentucky, offering easy access to Ben Hawes State Park, the Ohio River Valley, the Owensboro Museum of Fine Art, and the Theatre Workshop of Owensboro.
This accommodation provides a dedicated gameroom, Wi-Fi, air conditioning, and parking, with a capacity for 16 guests, ensuring a comfortable stay for families or groups exploring the area.
Downtown Dream In Owensboro Ky - Owensboro, KY
9.4 24 reviews

Downtown Dream In Owensboro Ky

apartment, Owensboro
This Owensboro holiday home is conveniently located within 1.6km of the Ohio River, the Theatre Workshop of Owensboro, and the Owensboro Convention Centre.
The four-bedroom property, sleeping up to nine guests, boasts a fully equipped kitchen, private fenced garden with barbecue, free Wi-Fi, and is within easy walking distance of the Owensboro Museum of Fine Art and Owensboro Museum of Science and History.
Private 1 Bdrm Apartment In The Heart Of The City. Pet Friendly. - Owensboro, KY
9.8 16 reviews

Private 1 Bdrm Apartment In The Heart Of The City. Pet Friendly.

apartment, Owensboro
This Owensboro apartment is conveniently located in the city centre, within 0.8km of Legion Park and Smothers Park, offering easy access to shops, restaurants, and attractions. It has received excellent reviews from previous guests.
The apartment is attached to a larger unit, making it ideal for families or groups of up to 4 people. This self-catering property offers a fully equipped kitchen, a washer and dryer, air conditioning, a balcony, a garden, and free parking, making it a comfortable and convenient choice for your Owensboro stay.

Best Owensboro, KY vacation rentals with air conditioning

Historic 1895 House: A Blue Bridge Homes Stay - Owensboro, KY
9.8 91 reviews

Historic 1895 House: A Blue Bridge Homes Stay

apartment, Owensboro
The 1895 House is located in a central district of Owensboro, within walking distance of the city's best restaurants and entertainment venues. It has received excellent ratings for location, cleanliness and overall user experience.
This three-bedroom, two-bathroom house can comfortably accommodate six guests. The property features a modern kitchen, a 65-inch smart TV, a front porch swing, off-street parking, a garden and air conditioning.
4bed3br 35 To Holidayworld/near Conv Ctr/fisher Pk - Owensboro, KY
10 238 reviews

4bed3br 35 To Holidayworld/near Conv Ctr/fisher Pk

apartment, Owensboro
This three-bedroom property is situated in a residential area just 5km from Owensboro's city centre, close to Smothers Park and Playground on the riverfront. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is ideal for families, with a layout that can accommodate up to six guests. The spacious property includes a well-equipped kitchen, a private garden with outdoor games, and a covered porch for relaxing.
The Bluegrass House - Owensboro, KY
9.8 45 reviews

The Bluegrass House

apartment, Owensboro
This three-bedroom flat, located near Frederica Street, offers proximity to the Bluegrass Music Hall of Fame, Owensboro Symphony Orchestra, and 4.8 kilometres of riverfront entertainment, with Ben Hawes State Park and the Edge Ice/Sports Arena approximately 4.8 kilometres away.
This 90-square-metre holiday home accommodates up to six guests and features a private, fenced garden with a hot tub and firepit, a fully equipped kitchen including a dishwasher, air conditioning, and a terrace, with an airport shuttle service available for an additional fee.
Bluegrass Nest- Sleeps 8 - Owensboro, KY
9.9 37 reviews

Bluegrass Nest- Sleeps 8

apartment, Owensboro
This Owensboro flat offers a central location, situated within a 1.6 kilometre radius of downtown Owensboro, local dining, shopping, and attractions.
This family-friendly property features three bedrooms, two bathrooms, and accommodates up to eight guests with a fully equipped kitchen, air conditioning, garden, and parking.
©2026 cozycozy.com