Vacation Rentals in Owensboro, KY

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

Select Top Kid-Friendly Holiday Rentals in Owensboro, KY, United States

Give everyone their own room to relax after a long day of sightseeing at spacious family holiday rentals in Owensboro, KY, United States.

Cozy Lake House Feel In Town & Close To Everything - Owensboro, KY
10 5 reviews

Cozy Lake House Feel In Town & Close To Everything

apartment, Owensboro
This apartment offers a tranquil lakeside setting within Owensboro city limits, providing convenient access to local amenities.
This three-bedroom, two-bathroom flat accommodates up to eight guests, featuring a kitchen, air conditioning, and internet, with peaceful lake views and proximity to local attractions.
Bluegrass Commons - Owensboro, KY
9.9 141 reviews

Bluegrass Commons

apartment, Owensboro
This modern apartment is located in the Bluegrass Commons neighbourhood, just off the bypass, making it easy to reach Owensboro's centre, the riverfront and the airport, all within a 5km radius. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The apartment has a split-bedroom design, perfect for families or groups of up to 6 guests. It offers a fully equipped kitchen with a dishwasher and a Keurig coffee machine, a large backyard for relaxing and a convenient keyless entry system.
Downtown - Home In The Heart Of Owensboro - Owensboro, KY
9.8 333 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).
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.

Best Owensboro, KY holiday rentals with parking

Updated Historic Charm In Downtown Owensboro, Ky - Owensboro, KY
9.9 26 reviews

Updated Historic Charm In Downtown Owensboro, Ky

apartment, Owensboro
This two-bedroom, two-bathroom flat in Owensboro offers a prime central location, placing you within walking distance of shops, restaurants, and entertainment, and a short drive to the Owensboro Museum of Science and History and the Owensboro Convention Centre.
This apartment accommodates up to six guests and includes air conditioning, internet, a kitchen, and parking, with easy access to the Owensboro Riverfront and local parks for outdoor activities.
Private 1 Bdrm Apartment In The Heart Of The City - Owensboro, KY
10 50 reviews

Private 1 Bdrm Apartment In The Heart Of The City

apartment, Owensboro
This Owensboro apartment is conveniently located less than 0.8 kilometres from Owensboro's amenities and main roads, offering easy access to the city's attractions.
The self-catering flat, sleeping up to four guests, boasts a fully equipped kitchen, in-unit laundry, keypad entry, and pet-friendly accommodation at no extra cost.
Hot Tub/pool/firepit/ 3 Bedroom Home Center Of Town 2 Livingroom's Sleeps 12 - Owensboro, KY
10 2 reviews

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

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).
Emma B's Place Close To Town And The Riverfront - Owensboro, KY
9.7 250 reviews

Emma B's Place Close To Town And The Riverfront

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.

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.

Popular destinations

Find Holiday Rentals with Balconies in Owensboro, KY, United States

Browse holiday rentals with balconies in Owensboro, KY, United States and enjoy sweeping city views from your own space.

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 holiday rentals with air conditioning

Historic 1895 House: A Blue Bridge Homes Stay - Owensboro, KY
9.8 90 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.
Bluegrass Cove - Private Hot Tub- Sleeps 6 - Owensboro, KY
9.8 34 reviews

Bluegrass Cove - Private Hot Tub- Sleeps 6

apartment, Owensboro
This two-bedroom flat is located on a quiet cul-de-sac in central Owensboro, offering convenient access to local restaurants and shops, approximately 2 kilometres away.
Guests can enjoy a private hot tub, a fully equipped kitchen with a dishwasher and microwave, air conditioning, and free parking, with accommodation for up to six people.
Downtown - Large Apartment A In Heart Of Owensboro - Owensboro, KY
9.8 178 reviews

Downtown - Large Apartment A In Heart Of Owensboro

apartment, Owensboro
This two-bedroom apartment is situated in the heart of downtown Owensboro, just a short walk from the Riverpark Centre, the Convention Centre, the Bluegrass Museum, and Brescia University.
The property sleeps up to seven guests and offers a fully equipped kitchen, a washer/dryer, Wi-Fi, and TVs with Fire TV, as well as a front porch for relaxing.
Bluegrass Springdale | Air Hockey & Darts - Owensboro, KY
10 6 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.

Your Curated List of Premium Holiday Rentals in Owensboro, KY, United States

Treat yourself to smart-home features, high-end interiors, and curated artwork at luxury holiday rentals in Owensboro, KY, United States.

The Greenhill Getaway - Owensboro, KY
9.0 27 reviews

The Greenhill Getaway

house, Owensboro

Find Holiday Rentals in the CBD of Owensboro, KY, United States

Spend less time navigating public transport and more time exploring attractions from central holiday rentals in Owensboro, KY, United States.

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
Downtown Owensboro Stay Cozy 2br Next To Brescia - Owensboro, KY
9.8 9 reviews

Downtown Owensboro Stay Cozy 2br Next To Brescia

apartment, Owensboro
River City Studio - Owensboro, KY
9.3 46 reviews

River City Studio

apartment, Owensboro
Updated Historic Charm In Downtown Owensboro, Ky - Owensboro, KY
9.9 26 reviews

Updated Historic Charm In Downtown Owensboro, Ky

apartment, Owensboro
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