Owensboro Holiday Rentals

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Holiday Rentals in Owensboro

Bluegrass Bungalow 2 bedrooms with large porch

Owensboro
10.0 out of 10, Exceptional, (22)
"Everything was just right! "
United States
Marcia B.
The price is AU$281
includes taxes & fees
14 Dec - 15 Dec
Bluegrass Bungalow 2 bedrooms with large porch

Blue Moon Cottage: Music Room, Inground Pool

Owensboro
10.0 out of 10, Exceptional, (31)
"The house was very clean and comfortable. It was in a very charming neighborhood and a great location for local excursions. The pool was wonderful and the fire pit was a bonus. We enjoyed our stay and hope to visit again."
United States
Doug & Nancy F.
Blue Moon Cottage: Music Room, Inground Pool

Centrally Located Mid Century Traditional Home

4.0 star property
Owensboro
10.0 out of 10, Exceptional, (15)
"Great place would definitely recommend for anyone to stay if your in area and owner was great and helpful "
United States
Fred A.
Centrally Located Mid Century Traditional Home

Downtown Dream in Owensboro Ky

Owensboro
9.8 out of 10, Exceptional, (18)
"We had a great stay. Would absolutely stay here again."
United States
Anonymous traveller
The price is AU$670
includes taxes & fees
21 Dec - 22 Dec
Downtown Dream in Owensboro Ky

Private 1 bdrm apartment in the heart of the city. Pet friendly.

Owensboro
10.0 out of 10, Exceptional, (11)
"The apartment was perfect for what I needed. It was clean and comfortable, and the owners were very nice and helpful! "
United States
Jennifer M.
Private 1 bdrm apartment in the heart of the city. Pet friendly.

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

2.0 star property
Owensboro
9.8 out of 10, Exceptional, (24)
"My nephew and I really enjoyed our one night stay in this lovely little house. Randy was here to meet us when we checked in and showed us around when we come down again next year we will be sure to contact him."
United States
Sharon P.
The price is AU$302
includes taxes & fees
9 Dec - 10 Dec
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Downtown condo Cozy 2-bedroom with plenty of space

Owensboro
9.4 out of 10, Exceptional, (13)
"Easy access to riverfront and ROMP."
United States
Linden S.
Downtown condo Cozy 2-bedroom with plenty of space

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

Owensboro
9.6 out of 10, Exceptional, (25)
"The home we stayed in was 6 miles from our family in Owensboro and it was so nice and welcoming. Would recommend!"
United States
Linda H.
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

Owensboro
10.0 out of 10, Exceptional, (49)
"Great place"
United States
Kelly D.
Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

Owensboro
10.0 out of 10, Exceptional, (2)
"Was a wonderful place to stay and will stay again "
United States
Crystal P.
Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

Owensboro
10.0 out of 10, Exceptional, (11)
"Everything was great. "
United States
Merideth K.
The price is AU$412
includes taxes & fees
9 Dec - 10 Dec
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

Welcome to simple comfort a like new family friendly home Full of accommodation

Owensboro
10.0 out of 10, Exceptional, (15)
"The house was perfect, clean and had all the appliances needed for our stay. Definitely will book a stay there next time I’m in town! "
United States
Wendy
The price is AU$412
includes taxes & fees
2 Jan - 3 Jan 2026
Welcome to simple comfort a like new family friendly home Full of accommodation

Log Cabin Retreat in Kentucky: Fire Pit & Grill!

3.0 star property
Owensboro
Log Cabin Retreat in Kentucky: Fire Pit & Grill!

Charming Treehouse with Lake View and Access

Utica
9.8 out of 10, Exceptional, (86)
"One of the most peaceful places we've ever stayed. The fishing was great. Enjoyed our stay and had everything we needed. "
United States
Aaron F.
The price is AU$232
includes taxes & fees
9 Dec - 10 Dec
Charming Treehouse with Lake View and Access

Guest House with acreage to explore.

Tennyson
9.6 out of 10, Exceptional, (60)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is AU$242
includes taxes & fees
9 Dec - 10 Dec
Guest House with acreage to explore.

Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.

richland
9.6 out of 10, Exceptional, (9)
"Great place - situated in the middle of a soy bean field. Very quiet and perfect for what we needed "
United States
Lynne H.
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.

Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Evansville
9.6 out of 10, Exceptional, (68)
"Great week in a great neighborhood "
United States
BRENDA B.
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Cozy Cottage, 3 mins from EVV, fenced yard

Evansville
10.0 out of 10, Exceptional, (17)
"The cottage was the perfect place for us to stay and visit with our daughter. Kathleen was very quick to return any messages or phone calls for all of our needs. We will definitely be using this property again!"
United States
Tracy B.
Cozy Cottage, 3 mins from EVV, fenced yard

Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room

Evansville
9.8 out of 10, Exceptional, (18)
"This house is absolutely beautiful! It was very clean and we had so much fun here. The host was so sweet and very attentive. Would love to stay here again."
United States
Jessica B.
Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room

Comfort and Charm Highly Recommended

Newburgh
9.0 out of 10, Wonderful, (24)
"Very nice size home with plenty of room. Easy access to town and places to eat."
United States
Anna M.
Comfort and Charm Highly Recommended
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Owensboro Hotel Reviews

Find out more about Owensboro

Everything you need to know about Owensboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Owensboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Owensboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Owensboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Owensboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Owensboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Owensboro holiday rentals we have selected for you start as low as AU$232 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Owensboro rentals

At Expedia, we put the best Owensboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Owensboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Owensboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Owensboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Owensboro?

Yes, there are holiday rentals in Owensboro close to International Bluegrass Music Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and riverfront in Owensboro. You can also check out the entertainment venues while you're visiting.

What are some of the best holiday rentals that Owensboro has to offer?

Blue Moon Cottage: Music Room, Inground Pool: This highly rated holiday home rental in Owensboro offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Some other homes for rent in Owensboro include Downtown Dream in Owensboro Ky and Bluegrass Bungalow 2 bedrooms with large porch.

How many holiday rentals will I find in Owensboro?

Expedia has 36 holiday rentals for your stay in Owensboro.

What’s there to see and do in Owensboro?

Family-friendly attractions include International Bluegrass Music Museum and Owensboro Museum of Science and History, whereas Smothers Park and Yellow Creek Park are a couple of great spots to enjoy the outdoors. While here, Riverfront Park and Green River are other places worth a visit.

What’s a holiday rental in Owensboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Owensboro. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip.