Vacation Rentals in Owensboro, KY

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Owensboro, KY holiday rentals
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99 Holiday rentals and Airbnb in Owensboro, KY

Best family friendly Owensboro, KY holiday rentals

Among the 99 accommodations in Owensboro, KY, here are the 4 best family friendly rentals

The Green Garden Cottage Is +1200 Square Feet House, Centrally Located - Owensboro, KY
9.8 282 reviews
Owensboro, KY
21/09 – 25/09
A$183/nighttotal: A$732 (4 )

The Green Garden Cottage Is +1200 Square Feet House, Centrally Located

3 5
apartment , Owensboro
The Cottage House is conveniently located near the library, just 2.4 kilometres from the Owensboro Riverfront, offering easy access to both cultural attractions and the Ohio River. This bungalow has received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms and one bathroom, comfortably accommodating up to six guests. This charming house offers a modern kitchen, a spacious attic bedroom, a garden, and parking, making it a perfect choice for families or groups of friends visiting Owensboro.
Bluegrass Meadow Sleeps 12 -Wheelchair Accessible - Owensboro, KY
9.9 23 reviews
Owensboro, KY
21/09 – 25/09
A$257/nighttotal: A$1028 (4 )

Bluegrass Meadow Sleeps 12 -Wheelchair Accessible

1 5
apartment , Owensboro
This Owensboro apartment, ideally located in [Insert District Name here – needs further clarification], offers comfortable accommodation for up to 12 guests, with its proximity to local attractions needing further specification to clarify distances in kilometres.
Sleeping 12 comfortably in four bedrooms with two bathrooms, this family-friendly dwelling boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and wheelchair accessibility.
The Cabin In Town - With A Rustic Flare - Owensboro, KY
9.8 228 reviews
Owensboro, KY
21/09 – 25/09
A$179/nighttotal: A$716 (4 )

The Cabin In Town - With A Rustic Flare

1 5
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.
Newly Renovated- 2.5 Mi To Downtown Riverfront - Owensboro, KY
9.9 159 reviews
Owensboro, KY
21/09 – 25/09
A$361/nighttotal: A$1444 (4 )

Newly Renovated- 2.5 Mi To Downtown Riverfront

1 5
apartment , Owensboro
The City House is situated in a central district of Owensboro, within a 10-kilometre drive of restaurants, shops, parks, the city centre and sporting events. The property has received excellent ratings for location, cleanliness and overall experience.
The house has four bedrooms and two bathrooms, comfortably accommodating up to 12 guests. It is equipped with a kitchen, including a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, parking, and internet access.

Best Owensboro, KY holiday rentals with parking

Hot Tub/pool/firepit/ 3 Bedroom Home Center Of Town 2 Livingroom's Sleeps 12 - Owensboro, KY
10 2 reviews
Owensboro, KY
21/09 – 25/09
A$814/nighttotal: A$3256 (4 )

Hot Tub/pool/firepit/ 3 Bedroom Home Center Of Town 2 Livingroom's Sleeps 12

3 5
apartment , Owensboro
This three-bedroom, two-bathroom Owensboro apartment, ideal for large families, enjoys a central location minutes from Owensboro's downtown area, the Owensboro Daviess County Regional Airport, and the Ohio River.
The 3-bedroom property offers two separate living areas, sleeps up to 12 guests, and includes a kitchen with dishwasher, swimming pool, jacuzzi, parking, and is close to the Western Kentucky Botanical Garden and Holiday World & Splashin' Safari (approximately 64km away).
Historic 1895 House: A Blue Bridge Homes Stay - Owensboro, KY
9.8 87 reviews
Owensboro, KY
01/07 – 31/07
A$165/nighttotal: A$4950 (30 )

Historic 1895 House: A Blue Bridge Homes Stay

3 2
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.
Spacious Home With Heated Swimming Pool + Hot Tub + Event Room + Sleeps 23 - Owensboro, KY
10 4 reviews
Owensboro, KY
21/09 – 25/09
A$852/nighttotal: A$3408 (4 )

Spacious Home With Heated Swimming Pool + Hot Tub + Event Room + Sleeps 23

6 5
apartment , Owensboro
This Owensboro flat is located a short walk from the Ohio River Valley, offering scenic natural beauty and a 5-minute drive to Beautiful You.
This family-friendly holiday home accommodates up to 8 guests with 4 bedrooms and 4 bathrooms, featuring a heated swimming pool, hot tub, garden, and a well-equipped kitchen with an ice dispenser, plus free Wi-Fi and on-site parking.
Centrally Located 3 Bdrm 2 Bath Quaint House With A Yard. Pet Friendly. - Owensboro, KY
9.9 140 reviews
Owensboro, KY
04/07 – 06/07
A$305/nighttotal: A$610 (2 )

Centrally Located 3 Bdrm 2 Bath Quaint House With A Yard. Pet Friendly.

3 2
apartment , Owensboro
This apartment is located in Owensboro, just 0.8 kilometres from Legion Park and 4.7 kilometres from the Owensboro Riverfront, offering easy access to both green spaces and cultural attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The home provides spacious accommodation with three bedrooms and two bathrooms, comfortably sleeping six guests. Enjoy a private yard with a dining area, barbecue, and fire pit, perfect for relaxing evenings and family gatherings.

Frequently asked questions about holiday rentals 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. The weather is mild, and there are plenty of events and activities going on. You can enjoy a pleasant stay without the crowds of summer.
  • What are the best Airbnb and holiday rentals in Owensboro, KY?

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

    You should definitely check out the International Bar-B-Q Festival. It's held every May and is a massive celebration of barbecue. And if you're in town in September, be sure to check out the Owensboro Riverfront Live concert series. It's a great way to enjoy some live music outdoors.
  • What are the most popular Airbnbs in Owensboro, KY?

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

    The Owensboro Riverfront is a great place to spend a day for free. You can walk or bike along the river, enjoy the views, and even have a picnic. You can also visit the Smothers Park, which is a beautiful green space with a playground and a splash pad.
  • What are the best holiday rentals with a pool in Owensboro, KY?

  • What are the best restaurants with local dishes in Owensboro, KY?

    For authentic local dishes, you should try Moonlite Bar-B-Q Inn. They're known for their delicious barbecue and have been serving Owensboro since 1947. Another popular choice is the Owensboro Seafood Company, which serves fresh seafood with a Southern twist.
  • What are the best rentals for families and kids in Owensboro, KY?

  • What are the best walking or cycling routes in Owensboro, KY?

    The Greenbelt is a popular walking and cycling route that runs along the Ohio River. It's a great way to enjoy the scenery and get some exercise. The route is about 10km long and goes through different parts of the city.
  • What are the best rentals or Airbnbs with a jacuzzi in Owensboro, KY?

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

  • Are there pet-friendly attractions in Owensboro, KY?

    Yes, many attractions in Owensboro are pet-friendly. The Smothers Park is a great place to take your dog for a walk, and many restaurants have outdoor seating where you can enjoy a meal with your furry friend. You can also find a dog park at the Yellow Creek Park.

Destinations nearby

Best Owensboro, KY holiday rentals with a balcony

Blue Moon Cottage: Historic Owensboro Home W/ Pool, Music Room, Location - Owensboro, KY
10 35 reviews
Owensboro, KY
21/09 – 25/09
A$399/nighttotal: A$1596 (4 )

Blue Moon Cottage: Historic Owensboro Home W/ Pool, Music Room, Location

3 5
apartment , Owensboro
This Owensboro holiday home is situated less than 1.6km from the Owensboro Museum of Fine Art, the Theatre Workshop of Owensboro, and Beautiful You, with Owensboro Medical Health System and the Owensboro Museum of Science and History also within a similar radius.
The 209 square metre property boasts six bedrooms, two bathrooms, sleeps nine guests, and includes a private pool, jacuzzi, spa, and fully equipped kitchen; nearby attractions offer family-friendly entertainment and cultural experiences.
209 M² House ∙ 3 Bedrooms ∙ 9 Guests - Owensboro, KY
Owensboro, KY
21/09 – 25/09
A$362/nighttotal: A$1448 (4 )

209 M² House ∙ 3 Bedrooms ∙ 9 Guests

3 5
house , Owensboro
Blue Moon Cottage, a three-bedroom house in Owensboro's Dogwood-Azalea neighbourhood, is located one block from Frederica Street, offering easy access to Owensboro's attractions.
This 209 square metre (2248 square feet) property sleeps nine guests and boasts a dedicated music room, private pool (open 15 May to 1 October, weather permitting), fully equipped kitchen with high-end appliances, and high-speed fibre optic internet.
315 West 14th Street - Owensboro, KY
9.9 73 reviews
Owensboro, KY
04/07 – 06/07
A$681/nighttotal: A$1362 (2 )

315 West 14th Street

3 2
apartment , Owensboro
This house is located in central Owensboro, within a 1.5 kilometre walk of the Owensboro Museum of Fine Art and Theatre Workshop of Owensboro, and less than 1.6 kilometres from the Owensboro Medical Health System and Owensboro Museum of Science and History. The property has excellent user, location and cleanliness ratings.
This self-catering accommodation offers 232 square metres of space, with three bedrooms and a capacity for eight guests. The property has a kitchen with a fridge, a washing machine, a terrace, a garden, parking, internet access, air conditioning and a smoke-free environment.
Downtown Dream In Owensboro Ky - Owensboro, KY
9.6 23 reviews
Owensboro, KY
21/09 – 25/09
A$433/nighttotal: A$1732 (4 )

Downtown Dream In Owensboro Ky

4 5
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.

Best Owensboro, KY holiday rentals with air conditioning

Emma B's Place Close To Town And The Riverfront - Owensboro, KY
9.7 244 reviews
Owensboro, KY
04/07 – 06/07
A$206/nighttotal: A$412 (2 )

Emma B's Place Close To Town And The Riverfront

1 2
apartment , Owensboro
Emma B's Place is located just a short distance from Owensboro's Riverwalk, offering easy access to the city's attractions, shops, and restaurants. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment can comfortably accommodate up to five guests and features a fully equipped kitchen, laundry facilities, a 42-inch smart TV, and high-speed internet. Guests can enjoy the convenience of self-entry and the support of local hosts who are available to answer any questions.
Vintage Charm Retreat | 3br/2ba | Walk To Wesleyan - Owensboro, KY
9.8 20 reviews
Owensboro, KY
01/07 – 31/07
A$243/nighttotal: A$7290 (30 )

Vintage Charm Retreat | 3br/2ba | Walk To Wesleyan

1 2
apartment , Owensboro
This three-bedroom, two-bathroom Owensboro apartment is conveniently located near Kentucky Wesleyan College, within walking distance of the YMCA and local shops, offering easy access to the city's restaurants, parks, and riverfront.
The 3-bedroom flat sleeps six, features a dishwasher, air conditioning, parking, and a fully equipped kitchen; enjoy relaxing in the spacious living and dining areas after exploring Owensboro's attractions.
The Vintage Willow - Owensboro, KY
10 4 reviews
Owensboro, KY
04/07 – 06/07
A$251/nighttotal: A$502 (2 )

The Vintage Willow

2 2
apartment , Owensboro
This apartment occupies the entire top floor of 'The Vintage Willow' and is situated a mere 1 minute from local food trucks, 3 minutes from Moon Lite, 5 minutes from Green River Distillery, and 6 minutes from the Bluegrass Music Hall, placing it conveniently close to downtown Owensboro attractions.
This accommodation offers two bedrooms (one king with a workspace and one queen) and a sofa bed, comfortably sleeping up to five guests, with amenities including air conditioning, internet, a full kitchen, and a sun porch featuring a treadmill and sunset views, all within a property boasting unique vintage character.
Horse Haven At The Heartlands - Owensboro, KY
10 48 reviews
Owensboro, KY
01/07 – 31/07
A$243/nighttotal: A$7290 (30 )

Horse Haven At The Heartlands

1 2
apartment , Owensboro
This three-bedroom flat is conveniently located just off Highway 54 in Owensboro, within easy reach of shops, restaurants and grocery stores. The surrounding area is peaceful and family-friendly, with a quaint neighbourhood park just a short walk away.
The property can comfortably accommodate up to seven guests and includes a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher. Amenities include air conditioning, a garden, parking and internet access, making it ideal for families or groups of friends visiting Owensboro.
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