A large, rusted steel bridge over a river, surrounded by a park with trees and a playground.

Owensboro Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Owensboro holiday rentals

A covered porch with a wooden floor, a bench, and a small Christmas tree.

1. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (44 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
The price is HK$800
HK$1,449 total
includes taxes & fees
28 Sept - 29 Sept
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

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

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (36 reviews)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
The price is HK$777
HK$1,560 total
includes taxes & fees
28 Sept - 29 Sept
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

3. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is HK$737
HK$3,328 total
includes taxes & fees
29 Sept - 30 Sept
Downtown Dream in Owensboro Ky
A neatly made bed with a 'WELCOME' pillow, a bedside table with a lamp, a ceiling fan, and a 'STAY awhile' sign on the wall.

4. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (4 reviews)
"Was very nice clean and host was great"
United States
falesha p.
The price is HK$812
HK$1,832 total
includes taxes & fees
29 Sept - 30 Sept
Cozy Cottage home
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

5. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (24 reviews)
"We were in town for my daughter’s graduation, it was a 10 out of 10. We couldn’t have asked for a better place to stay. "
United States
Johnny J.
The price is HK$867
HK$2,312 total
includes taxes & fees
28 Sept - 29 Sept
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

6. MILSuite separate entry...close to all things Owensboro and Daviess County.

MILSuite separate entry...close to all things Owensboro and Daviess County.
Owensboro
9.8 out of 10, Exceptional, (23 reviews)
"Second time staying at this location, both times have been exactly what I needed while in Owensboro. Attentive host and clean and tidy location equals a great and reasonably priced stay. Highly recommend for single travelers or couples looking for a place in Owensboro!"
United States
Randy W.
The price is HK$737
HK$1,281 total
includes taxes & fees
7 Oct - 8 Oct
MILSuite separate entry...close to all things Owensboro and Daviess County.
A modern living room with a sofa, coffee table, and a dining table.

7. Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is HK$918
HK$2,686 total
includes taxes & fees
3 Oct - 4 Oct
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A bedroom with a bed, two bedside tables, a ceiling fan, a neon sign, and a floral painting on the wall.

8. Cozy 2-bedroom house in Owensboro KY

Cozy 2-bedroom house in Owensboro KY
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"Great stay great host"
United States
BPCAT 0.
The price is HK$1,020
HK$1,557 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 2-bedroom house in Owensboro KY
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

9. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (43 reviews)
"Extremely well-maintained property stocked with everything you could need. Host was accessible and very helpful."
United States
John
The price is HK$1,137
HK$2,584 total
includes taxes & fees
28 Sept - 29 Sept
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. Charming 3-bedroom house with king bed , pet friendly

Charming 3-bedroom house with king bed , pet friendly
Owensboro
9.8 out of 10, Exceptional, (11 reviews)
"Great location near food and groceries. Only 15 minutes from the convention center which was really nice for us. "
United States
Tyler R.
The price is HK$953
HK$2,690 total
includes taxes & fees
28 Sept - 29 Sept
Charming 3-bedroom house with king bed , pet friendly
A bedroom with a bed, nightstands, a ceiling fan, and a view into the dining area.

11. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
The price is HK$882
HK$2,377 total
includes taxes & fees
4 Oct - 5 Oct
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

12. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
10.0 out of 10, Exceptional, (1 review)
"After staying for several weeks, we can say with confidence that our host, Kelsey, and the Bluegrass Barbie house exceeded our expectations! Kelsey was so friendly and made our experience an easy one. She was accessible to us, very responsive, and accommodating throughout our stay. She made the process seamless. The home has great curb appeal and is located in a nice neighborhood where we felt very safe. We felt welcomed when we walked in the door. Inside, the home was very clean throughout...
United States
Jessica S.
The price is HK$734
HK$2,248 total
includes taxes & fees
26 Oct - 27 Oct
The Bluegrass Barbie
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

13. Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!

Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Owensboro
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and the host was quick to answer any questions I had. My daughter had a volleyball tournament in Owensboro and the house was cheaper than a hotel! I will forever be thankful that the Lord placed this home on my options. It was beautiful and a great place to stay! 1000/10 recommend."
United States
Tyler C.
The price is HK$1,059
HK$3,046 total
includes taxes & fees
4 Oct - 5 Oct
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
A kitchen with a stainless steel microwave, double sink, granite countertop, and a black oven.

14. Cozy Stylish 2 BR Home w / Relax & Enjoy

Cozy Stylish 2 BR Home w / Relax & Enjoy
Owensboro
9.4 out of 10, Exceptional, (3 reviews)
"The host was easy to communicate with. The house was very clean, new appliances, spacious and comfortable. I highly recommend this property when staying in the Owensboro area"
United States
Carly J.
The price is HK$953
HK$2,727 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Stylish 2 BR Home w / Relax & Enjoy
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

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

Welcome to simple comfort a like new family friendly home Full of accommodation
Owensboro
10.0 out of 10, Exceptional, (22 reviews)
"Great location and the host was easy to communicate with."
United States
Jonathan M.
The price is HK$1,502
HK$1,952 total
includes taxes & fees
28 Sept - 29 Sept
Welcome to simple comfort a like new family friendly home Full of accommodation

16. Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB

Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Owensboro
The price is HK$2,439
HK$5,223 total
includes taxes & fees
4 Oct - 5 Oct
Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
A bedroom with a wooden ladder, a dresser, a wall-mounted TV, and a window with blinds.

17. Get ready for a Spellbinding Themed Getaway at Owensboro!

Get ready for a Spellbinding Themed Getaway at Owensboro!
Owensboro
2.0 out of 10, (1 review)
"About 10 minutes after our 3 pm check in time I used the provide codes to enter the property. Once inside I found a man who had been staying there a couple of days saying there was a mistake. We both tried calling the host and got an answering machine. I made the reservation over a month ago. I left and checked my email. I had an email a little before 1 saying my reservation was canceled and a refund issued. After seeing the place and the area I would not have felt comfortable staying there. It...
United States
Barbara B.
The price is HK$847
HK$2,603 total
includes taxes & fees
3 Oct - 4 Oct
Get ready for a Spellbinding Themed Getaway at Owensboro!
A wooden observation tower with a small deck and stairs, surrounded by trees.

18. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (119 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is HK$777
HK$1,192 total
includes taxes & fees
28 Sept - 29 Sept
Charming Treehouse with Lake View and Access
A rustic cabin with a stone foundation, wooden siding, and a covered porch.

19. Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Utica
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is HK$847
HK$1,933 total
includes taxes & fees
27 Oct - 28 Oct
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
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

Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

10/10 Excellent
"Everything about the property was good and the manger guy he was amazing and veryyy nice ...He helped us with getting the pool warm when we ask and any other questions we had he was veryyy accommodation to all our needs ..we will definitely stay there again"
Nicole 2-night trip
Posted 17 hours ago
Wingate by Wyndham Owensboro

Find out more about Owensboro

Search for holiday rentals in Owensboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Owensboro using one of the methods below:

  • View our selection of featured holiday rentals in Owensboro
  • Use the map to find apartments and other holiday homes in the Owensboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Owensboro while they last

Look no further and take a look at our great range of rental properties in Owensboro!

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?

Heated Swimming Pool + Hot Tub + Privacy: This highly rated holiday home rental in Owensboro offers an outdoor pool, a fireplace 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. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday. Some other homes for rent in Owensboro include Welcome to simple comfort a like new family friendly home Full of accommodation and Bluegrass Bungalow 2 bedrooms with large porch.

How many holiday rentals will I find in Owensboro?

Expedia has 49 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 Panther 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.