Vacation rentals in Owensboro, KY

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Owensboro, KY vacation rentals
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Best Vacation rentals and Airbnb offers in Owensboro, KY

Top Vacation Rentals for Families in Owensboro, KY

Ideal for family vacations, these Owensboro, KY rentals or Airbnbs offer spacious layouts near top city attractions.

Blue Moon Cottage: Historic Owensboro Home W/ Pool, Music Room, Location - Owensboro, KY
10 35 reviews
Owensboro, KY
09/21 – 09/25
$271/nighttotal: $1084 (4 )

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

3 2
apartment , Owensboro
This Owensboro vacation home, located within one mile of the Owensboro Museum of Fine Art, Theatre Workshop of Owensboro, and Owensboro Health Regional Hospital, offers easy access to local attractions.
This 2,250-square-foot house features six bedrooms, two bathrooms, and accommodates up to nine guests, boasting a private pool, on-site water park, fully equipped kitchen, and free WiFi.
Blue Moon Cottage - Music Room, Inground Pool - Owensboro, KY
9.9 16 reviews
Owensboro, KY
09/21 – 09/25
$291/nighttotal: $1164 (4 )

Blue Moon Cottage - Music Room, Inground Pool

3 2
house , Owensboro
Blue Moon Cottage - Music Room, Inground Pool is a recently renovated vacation home located in Owensboro, Kentucky, just 3.7 miles from Owensboro-Daviess County Airport and 27 miles from Angel Mounds State Historic Site. This property has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 2-bathroom home can comfortably accommodate up to 8 guests in its 2,250 square feet of space. The home offers a range of amenities and features, including a private in-ground pool, a spacious terrace, a fully equipped kitchen, and a barbecue area.
Spacious Home With Heated Swimming Pool + Hot Tub + Event Room + Sleeps 23 - Owensboro, KY
10 4 reviews
Owensboro, KY
09/21 – 09/25
$605/nighttotal: $2420 (4 )

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

6 2
apartment , Owensboro
This 4-bedroom, 4-bathroom apartment in Owensboro offers proximity to the Ohio River Valley, just a short walk away, and is a 5-minute drive from Beautiful You.
This family-friendly vacation rental accommodates up to 8 guests and features a heated swimming pool, hot tub, private garden, and a fully equipped kitchen, with Wi-Fi and an in-unit washer and dryer for convenience.
Center Of City Private Town Home W/fire Pit &Bbq - Owensboro, KY
10 4 reviews
Owensboro, KY
09/21 – 09/25
$241/nighttotal: $964 (4 )

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

2 2
apartment , Owensboro
This Owensboro townhome offers a central location, minutes from downtown, Owensboro Regional Airport, and attractions like the Bluegrass Music Hall of Fame and Museum, Towne Square Mall, and the Ohio River.
The two-bedroom, one-bathroom rental accommodates four guests and features a modern design, open living area, full kitchen with dishwasher, in-unit laundry, a swimming pool, Jacuzzi, and parking; enjoy nearby concerts, festivals, and the Western Kentucky Botanical Garden.

Best Owensboro, KY vacation rentals with parking

Family Retreat 2 Kings Fenced Yard Gazebo Fire Pit - Owensboro, KY
Owensboro, KY
09/21 – 09/25
$165/nighttotal: $660 (4 )

Family Retreat 2 Kings Fenced Yard Gazebo Fire Pit

4 2
house , Owensboro
This 4-bedroom, 2-bathroom house in Owensboro is conveniently located just 1.2 miles from the Owensboro-Daviess County Airport.
This spacious 1910 sq ft residence accommodates up to 13 guests with a fully equipped kitchen, air conditioning, free WiFi, and a private terrace, offering complimentary private parking.
Bluegrass Maple Manor-sleeps 20/game Room/hot Tub - Owensboro, KY
9.2 12 reviews
Owensboro, KY
07/04 – 07/06
$548/nighttotal: $1096 (2 )

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

5 2
apartment , Owensboro
The Bluegrass Maple Manor is a premier luxury apartment in Owensboro designed for celebrations and connection.
This family-friendly residence offers 5 bedrooms, 2 bathrooms, and can accommodate up to 16 guests, featuring a Jacuzzi, garden, and parking, alongside a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and air conditioning for comfort.
Luxe Retreat Home @ Griffith Ave  Prime Location!  524w - Owensboro, KY
Owensboro, KY
09/21 – 09/25
$359/nighttotal: $1436 (4 )

Luxe Retreat Home @ Griffith Ave Prime Location! 524w

4 2
apartment , Owensboro
This pet-friendly vacation rental is located in downtown Owensboro, a short walk from the Ohio River Valley and a 10-minute walk from the Owensboro Museum of Fine Art.
This 1800 square foot house offers 4 bedrooms and 2 bathrooms accommodating up to 14 guests, featuring a full kitchen with a dishwasher, air conditioning, a terrace, and covered parking.
315 West 14th Street - Owensboro, KY
9.9 73 reviews
Owensboro, KY
07/04 – 07/06
$479/nighttotal: $958 (2 )

315 West 14th Street

3 2
apartment , Owensboro
This Owensboro house is located in the city center, just a short walk from the Owensboro Museum of Fine Art and Theatre Workshop of Owensboro. The area is known for its cultural offerings and proximity to healthcare facilities. The house has consistently received excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom home can accommodate up to 8 guests and offers a spacious 2,500 square feet of living space. The house features a fully equipped kitchen, a garden, a terrace, and free Wi-Fi, making it a great choice for families or groups of friends looking for a comfortable and convenient stay.

Frequently Asked Questions about vacation rentals in Owensboro, KY

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

    For families, the Owensboro Museum of Science & History is a must-see. It's got interactive exhibits for kids of all ages. And the Kentucky Wesleyan College campus is a great place to take a walk and enjoy the outdoors.
  • 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.

  • 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 fall, when the weather is pleasant and the crowds are smaller. You'll get the best deals and have a more enjoyable experience.
  • 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 events or festivals should visitors check out in and around Owensboro, KY?

    The International Bar-B-Q Festival in May is a huge event, with live music, food vendors, and lots of barbecue. And in September, the Owensboro Oktoberfest is a fun celebration of German culture with music, food, and beer.
  • What are the best vacation rentals with a pool in Owensboro, KY?

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

    You can enjoy a free concert at the Riverfront Amphitheater during the summer. Or take a walk along the Greenbelt, a scenic trail that runs along the Ohio River. And don't forget to visit the beautiful Japanese Garden at the Owensboro Arboretum.
  • What are the best rentals for families and kids in Owensboro, KY?

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

    For a taste of Owensboro, try the famous Owensboro-style barbecue at Moonlite Bar-B-Q. Or head to the Old Town area for a delicious meal at The Yellow Hammer, known for its Southern comfort food.
  • 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 walking or cycling routes in Owensboro, KY?

    The Greenbelt is a great option for a walk or bike ride, with scenic views of the Ohio River. It's about 10 miles long and has multiple access points. Or you can try the Riverfront Trail, which runs along the riverfront and offers great views of the city.
  • Are there pet-friendly attractions in Owensboro, KY?

    Smothers Park is a great place to take your furry friend for a walk or play. It's a large park with plenty of space for dogs to run around. And many of the restaurants in the Old Town area have outdoor seating, so you can enjoy a meal with your pet.
  • What are the benefits of choosing a vacation rental in Owensboro, KY?

    Vacation rentals offer more space and privacy than a hotel room. You can cook your own meals and enjoy the comforts of home while on vacation. And many vacation rentals are located in convenient locations, close to attractions and amenities.
  • What are the top sports attractions and facilities in Owensboro, KY?

    Owensboro is home to the Owensboro Sportscenter, a multi-purpose facility that hosts a variety of sporting events. And the city also has several parks with athletic fields and courts, including the beautiful Yellow Creek Park.

Destinations nearby

Best Vacation Rentals with Balconies in Owensboro, KY

Enjoy your own private terrace with city skyline views at these vacation rentals in Owensboro, KY.

Downtown Dream In Owensboro Ky - Owensboro, KY
9.6 23 reviews
Owensboro, KY
09/21 – 09/25
$306/nighttotal: $1224 (4 )

Downtown Dream In Owensboro Ky

4 2
apartment , Owensboro
This Owensboro vacation rental is conveniently located within a 10-minute walk of the Ohio River, the Theatre Workshop of Owensboro, and the Owensboro Convention Center, offering easy access to Owensboro's cultural attractions.
This four-bedroom, three-bathroom house sleeps nine guests and features a fully equipped kitchen, free Wi-Fi, a fenced yard with a grill, and ample parking; enjoy nearby outdoor recreation at the Ohio River.
209 M² House ∙ 3 Bedrooms ∙ 9 Guests - Owensboro, KY
Owensboro, KY
09/21 – 09/25
$267/nighttotal: $1068 (4 )

209 M² House ∙ 3 Bedrooms ∙ 9 Guests

3 2
house , Owensboro
Blue Moon Cottage, a three-bedroom house in Owensboro's Dogwood-Azalea neighborhood, is located one block from Frederica Street.
This 2,250-square-foot vacation rental boasts a private pool (open May 15th-October 1st, weather permitting), a dedicated music room with a bluegrass collection, and sleeps up to nine guests, featuring a fully equipped kitchen and high-speed internet.
Private 1 Bdrm Apartment In The Heart Of The City. Pet Friendly. - Owensboro, KY
9.6 15 reviews
Owensboro, KY
07/01 – 07/31
$126/nighttotal: $3780 (30 )

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

1 2
apartment , Owensboro
This Owensboro apartment is conveniently located in the city center, within a half-mile of all amenities and less than a mile from Legion Park and Smothers Park. The apartment is highly rated, earning an excellent user rating.
The apartment is attached to another unit, making it ideal for group travel or a unique experience. It comfortably accommodates up to 4 guests and offers a fully stocked kitchen, washer and dryer, free parking, and a pet-friendly environment.

Best Owensboro, KY vacation rentals with air conditioning

Bluegrass Den | Entertainment Shop + Cozy Stay - Owensboro, KY
9.1 13 reviews
Owensboro, KY
07/01 – 07/31
$216/nighttotal: $6480 (30 )

Bluegrass Den | Entertainment Shop + Cozy Stay

1 2
apartment , Owensboro
The Bluegrass Den, a three-bedroom Owensboro rental home, offers a spacious backyard and private shop complete with a golf simulator, basketball goal, and darts, located in a suburban setting outside of downtown Owensboro—exact proximity to attractions requires further inquiry.
This 3-bedroom, 1-bathroom dwelling sleeps up to 10 guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, internet access, and ample parking.
Bluegrass Nook - Owensboro, KY
9.8 11 reviews
Owensboro, KY
07/01 – 07/31
$138/nighttotal: $4140 (30 )

Bluegrass Nook

1 2
apartment , Owensboro
This family-friendly apartment is located in Owensboro's Audubon Acres neighborhood on a quiet cul-de-sac, just a 7-minute drive from downtown Owensboro.
This home accommodates up to 6 guests with 2 bedrooms, 1 bathroom, a full kitchen with a dishwasher, air conditioning, WiFi, and private backyard access.
Bluegrass Bungalow 2 Bdrm/1 Bath 
With Large Porch - Owensboro, KY
9.7 6 reviews
Owensboro, KY
07/04 – 07/06
$152/nighttotal: $304 (2 )

Bluegrass Bungalow 2 Bdrm/1 Bath With Large Porch

1 2
apartment , Owensboro
This 2-bedroom, 1-bathroom apartment in Owensboro offers a central location, placing guests within easy reach of the city's attractions and amenities.
This centrally located dwelling accommodates up to 6 guests and features a full kitchen, air conditioning, internet, and parking, with a large front porch for relaxation.
Owensboro Get Away - Owensboro, KY
10 1 review
Owensboro, KY
07/04 – 07/06
$183/nighttotal: $366 (2 )

Owensboro Get Away

1 2
apartment , Owensboro
This downtown Owensboro condo offers immediate walkability to attractions like the Owensboro Museum of Art, Riverfront Park, and the Convention Center, placing you within a 5-minute walk of numerous dining and entertainment venues. This 2-bedroom, 1-bathroom unit accommodates up to 6 guests and includes internet and air conditioning, serving as a convenient base for exploring the city's shops and nightlife.
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