Compare Vacation Rentals & Airbnb in Owensboro, KY

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Owensboro, KY vacation rentals
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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

Downtown - Home In The Heart Of Owensboro - Owensboro, KY
9.8 336 reviews

Downtown - Home In The Heart Of Owensboro

apartment, Owensboro
This Owensboro home, a two-bedroom house, is centrally located downtown, within walking distance of the Riverpark Center, the Convention Center, the Bluegrass Museum, and Brescia University.
The pet-friendly property sleeps five, offering a fully equipped kitchen, Wi-Fi, two TVs with Roku, a washer/dryer, and access to a garden; two well-behaved dogs are welcome (additional fee applies).
Blue Moon Cottage - Music Room, Inground Pool - Owensboro, KY
9.8 16 reviews

Blue Moon Cottage - Music Room, Inground Pool

house, Owensboro
Blue Moon Cottage - Music Room, Inground Pool is situated in Owensboro, just 6 kilometres from Owensboro-Daviess County Airport and 43 kilometres from Angel Mounds State Historic Site. The property has received excellent reviews for its location, cleanliness, and overall user experience.
This 209 square metre house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The property offers a range of amenities, including a private pool, outdoor dining area, fireplace, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Center Of City Private Town Home W/fire Pit &Bbq - Owensboro, KY
10 4 reviews

Center Of City Private Town Home W/fire Pit &Bbq

apartment, Owensboro
This Owensboro townhome offers a central location, minutes from the city centre, Owensboro Regional Airport, and attractions such as the Bluegrass Music Hall of Fame and Museum.
The two-bedroom, one-bathroom property sleeps four guests and boasts amenities including a swimming pool, jacuzzi, and parking, alongside a fully equipped kitchen and modern open-plan living space.
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

The Cozy Cottage - Owensboro, KY
9.9 225 reviews

The Cozy Cottage

apartment, Owensboro
The Cozy Cottage is situated in Owensboro, just 0.3 kilometres from the Ohio River and a 5-minute walk from the city centre and attractions such as the Owensboro Convention Center, the Bluegrass Music Museum, and the Botanical Gardens.
This one-bedroom apartment is ideal for a family or group of four, featuring a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a garden and parking.
Bluegrass Bliss - Owensboro, KY
9.9 122 reviews

Bluegrass Bliss

apartment, Owensboro
This home is conveniently located in the centre of Owensboro, just a short distance from the city's main attractions and amenities. The surrounding area is peaceful and offers a welcome escape from the hustle and bustle of city life.
This 3-bedroom house comfortably sleeps 7 guests. The house is equipped with a fully fitted kitchen, including a fridge, freezer, microwave oven, and dishwasher, and features a garden, air conditioning, parking, and Wi-Fi.
Hill Ave Home - Owensboro, KY
9.8 117 reviews

Hill Ave Home

apartment, Owensboro
This Owensboro property, ideally situated near Owensboro Health Park, offers easy access to restaurants, shops, and attractions within a short driving distance (less than 5 km).
The three-bedroom, two-bathroom house sleeps seven guests and boasts a fully equipped kitchen, jacuzzi, large deck with gas grill, and indoor games including a ping-pong table; nearby activities include swimming, basketball, and fitness facilities at the health park.
Riverview Escape - Owensboro, KY
9.8 240 reviews

Riverview Escape

apartment, Owensboro
This two-bedroom bungalow is located just 5 kilometres from Owensboro's redeveloped downtown area, which includes the Convention Center, International Bluegrass Museum, and Smothers Park. The property has received excellent ratings for location, cleanliness, and user experience.
The bungalow comfortably sleeps six guests and is equipped with a fully fitted kitchen, a washing machine and dryer, and free Wi-Fi and cable TV. Enjoy breathtaking views of the Ohio River from the garden, or take advantage of the bungalow's proximity to local flea markets and the downtown area.

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

Luxury 1920's  6-bedroom Home Centrally Located In Owensboro - Owensboro, KY
10 1 review

Luxury 1920's 6-bedroom Home Centrally Located In Owensboro

apartment, Owensboro
This six-bedroom, three-bathroom flat in Owensboro offers convenient access to the Ohio River Valley, just a 5-minute walk away, and is also a short 2-kilometre drive from the Ohio River itself.
This spacious property accommodates up to 18 guests and features essential amenities including Wi-Fi and air conditioning, with easy access to local attractions such as the Owensboro Museum of Fine Art and Ben Hawes State Park.
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.
209 M² House ∙ 3 Bedrooms ∙ 9 Guests - Owensboro, KY
No reviews

209 M² House ∙ 3 Bedrooms ∙ 9 Guests

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.
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.

Best Owensboro, KY vacation rentals with air conditioning

Village Cottage - 1 King+1 Queen | 2 Baths | Patio - Owensboro, KY
10 72 reviews

Village Cottage - 1 King+1 Queen | 2 Baths | Patio

apartment, Owensboro
The Village Cottage is situated in a peaceful Owensboro neighbourhood, minutes from local amenities including grocery stores, cafes, restaurants, and a theatre.
This two-bedroom, two-bathroom holiday home sleeps four guests and offers a fully equipped kitchen, laundry facilities, a garden, parking, and high-speed Wi-Fi; nearby attractions include fishing ponds and a paved walking trail.
The Cottage On St. Ann (Apt. 1) - Owensboro, KY
10 4 reviews

The Cottage On St. Ann (Apt. 1)

apartment, Owensboro
This 'Cozy Cottage Apartment' offers a prime location within Owensboro's historic district, situated a mere 500 meters from downtown amenities including restaurants, boutique shops, coffee shops, entertainment venues, and Smothers Park along the riverfront. This one-bedroom, one-bathroom flat accommodates two guests and provides essential amenities such as internet, a kitchen, and air conditioning for a comfortable stay.
House With King / 10am Check-in Available For Fee - Owensboro, KY
9.9 60 reviews

House With King / 10am Check-in Available For Fee

house, Owensboro
This property is located in a quiet neighbourhood in Owensboro, just a short distance from the Greenbelt and 30km from Holiday World. It has consistently received excellent ratings for location, cleanliness and user experience.
The house is ideal for families with three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, parking and internet access, making it perfect for a relaxing and enjoyable stay.
Downtown Condo Cozy 2-bedroom With Plenty Of Space. - Owensboro, KY
9.4 22 reviews

Downtown Condo Cozy 2-bedroom With Plenty Of Space.

apartment, Owensboro
This spacious Owensboro second-floor apartment, situated in a historic downtown building, offers convenient access to the Towne Square Mall and Gateway Commons, within a short driving distance.
The 270 sq m (2700 sq ft) condo features two bedrooms, two bathrooms, two sofa beds accommodating eight guests, a dedicated games area, and a newly renovated interior, lacking only a stove in its large kitchen.
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