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.

Welcome To Simple Comfort A Like New Family Friendly Home Full Of Accommodation - Owensboro, KY
10 20 reviews

Welcome To Simple Comfort A Like New Family Friendly Home Full Of Accommodation

apartment, Owensboro
This Owensboro holiday home is conveniently located within 1.6km of both the Beautiful You spa and Owensboro Medical Health System, and within 4.8km of the Owensboro Museum of Fine Art and Adkisson Greenbelt Park.
This two-bedroom, one-bathroom property sleeps six guests and boasts a fully equipped kitchen, patio, garden, parking, and Wi-Fi; nearby attractions include the Adkisson Greenbelt Park for outdoor recreation.
The Little Big Cozy House 2 - Owensboro, KY
9.6 118 reviews

The Little Big Cozy House 2

apartment, Owensboro
This three-bedroom apartment is located just a short walk from the centre of Owensboro, with soccer and baseball fields within a kilometre of the property. The apartment has received excellent ratings for location, cleanliness and overall user experience.
The property can accommodate up to six guests and features a well-equipped kitchen with a fridge, freezer and microwave. Amenities include air conditioning, parking, internet access, satellite television and a pet-friendly policy.

Best Owensboro, KY holiday rentals with parking

Bluegrass Point - Owensboro, KY
9.3 12 reviews

Bluegrass Point

apartment, Owensboro
This Bluegrass Point flat offers convenient access to Route 54, placing you near Owensboro's local shops and restaurants.
This residence accommodates up to eight guests across three bedrooms and a pull-out sofa, featuring a kitchen with essential appliances, air conditioning, and an electric fireplace with optional fan, perfect for short or long stays.
The Greenhill Getaway - Owensboro, KY
9.0 27 reviews

The Greenhill Getaway

house, Owensboro
This Owensboro Airbnb, situated on Greenhill Drive, offers a secluded yet convenient location behind a main residence, providing easy access to the city's attractions, though specific distances are not provided.
The self-contained property features one bedroom, one bathroom, and sleeps two guests, boasting a fully equipped kitchen including a fridge, freezer, and microwave, plus Wi-Fi and air conditioning.
Downtown Owensboro Stay Cozy 2br Next To Brescia - Owensboro, KY
10 5 reviews

Downtown Owensboro Stay Cozy 2br Next To Brescia

apartment, Owensboro
This downtown Owensboro flat is situated moments from the riverfront, restaurants, bars, and local events, with Brescia University directly across the street.
This accommodation offers space for four guests, featuring a fully equipped kitchen, air conditioning, fast Wi-Fi, and a private, fenced-in backyard, ideal for festival attendees or business travellers.
Village Cottage - 1 King+1 Queen | 2 Baths | Patio - Owensboro, KY
10 66 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.

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 44 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

Vintage Charm Retreat | 3br/2ba | Walk To Wesleyan - Owensboro, KY
9.8 25 reviews

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

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.
Heated Swimming Pool+ Hot Tub+sleeps 10 - Owensboro, KY
9.6 32 reviews

Heated Swimming Pool+ Hot Tub+sleeps 10

apartment, Owensboro
This Owensboro holiday home is conveniently located near Hillcrest Golf Course, a short 3.2km drive away, and within 64km of Holiday World.
Sleeping up to 10 guests, this three-bedroom property boasts two bathrooms, a fully equipped kitchen including a dishwasher, a swimming pool, hot tub, garden, parking and is close to various Owensboro attractions such as the Green River Distillery and the Bluegrass Music Hall of Fame & Museum.

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.

Keith's Eastside Getaway - Owensboro, KY
9.6 40 reviews

Keith's Eastside Getaway

apartment, 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.

Granny Smith's - Owensboro, KY
10 195 reviews

Granny Smith's

apartment, Owensboro
Owensboro Get Away - Owensboro, KY
9.0 2 reviews

Owensboro Get Away

apartment, Owensboro
Downtown - Large Apartment A In Heart Of Owensboro - Owensboro, KY
9.8 172 reviews

Downtown - Large Apartment A In Heart Of Owensboro

apartment, Owensboro
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