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

Owensboro Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Owensboro vacation rentals

Exterior

1. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is ￥15,882
￥51,870 total
includes taxes & fees
Nov 14 - Nov 15
Stylish Southern Stay for Music Lovers & Getaways!
A covered porch with a wooden floor, a bench, and a small Christmas tree.

2. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (45 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 ￥16,071
￥27,622 total
includes taxes & fees
Nov 1 - Nov 2
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a grey sofa, a coffee table, and a fireplace.

3. Bluegrass Vintage

Bluegrass Vintage
Owensboro
The price is ￥15,283
￥36,363 total
includes taxes & fees
Dec 1 - Dec 2
Bluegrass Vintage
A living room with a TV, wooden coffee table, potted plant, and a vase of tulips.

4. 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, (25 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 ￥14,070
￥23,464 total
includes taxes & fees
Nov 2 - Nov 3
MILSuite separate entry...close to all things Owensboro and Daviess County.
A bedroom with a wooden ladder, a dresser, a wall-mounted TV, and a window with blinds.

5. 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 ￥17,016
￥52,834 total
includes taxes & fees
Nov 7 - Nov 8
Get ready for a Spellbinding Themed Getaway at Owensboro!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

6. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (26 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is ￥28,758
￥84,939 total
includes taxes & fees
Nov 14 - Nov 15
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.

7. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (5 reviews)
"Cute little cottage! We were in town for my son’s tournament and it worked great for a short stay with me, my husband and our two sons. Host had great communication and hospitality. Will book again if travel brings us back to this area. "
United States
Kristen C.
The price is ￥16,318
￥37,381 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Cottage home
Miscellaneous

8. Bluegrass Loft | Hot Tub & Fenced Patio

Bluegrass Loft | Hot Tub & Fenced Patio
Owensboro
The price is ￥23,792
￥51,351 total
includes taxes & fees
Nov 8 - Nov 9
Bluegrass Loft | Hot Tub & Fenced Patio
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

9. 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, (37 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 ￥17,016
￥31,701 total
includes taxes & fees
Nov 1 - Nov 2
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

10. 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 ￥17,276
￥48,136 total
includes taxes & fees
Nov 2 - Nov 3
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

11. 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 ￥14,039
￥43,953 total
includes taxes & fees
Nov 10 - Nov 11
The Bluegrass Barbie
A modern kitchen with white cabinets, a built-in refrigerator, and a dining area with a marble table and chairs.

12. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time here. The home was easy to check in to and the host was very responsive."
United States
Isaac D.
The price is ￥19,853
￥52,465 total
includes taxes & fees
Dec 1 - Dec 2
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A dining area with a large table, chairs, and a chandelier.

13. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
The price is ￥21,113
￥54,848 total
includes taxes & fees
Dec 1 - Dec 2
Bluegrass Getaway • Swim, Relax & Unwind
A living room with a brown leather sofa set, a matching ottoman, and a striped throw blanket. There are two side tables with lamps, and a window with blinds.

14. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
The price is ￥26,943
￥59,121 total
includes taxes & fees
Nov 1 - Nov 2
Bluegrass Oasis | Pool Home in Owensboro
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

15. 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 ￥22,846
￥50,055 total
includes taxes & fees
Nov 1 - Nov 2
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A modern living room with a flat-screen TV mounted on the wall, a dark wooden dresser with drawers, and a ceiling fan.

16. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
The price is ￥26,313
￥55,077 total
includes taxes & fees
Nov 9 - Nov 10
Bluegrass Cove - Private HOT TUB- Sleeps 6
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

17. Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF

Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
Owensboro
The price is ￥34,269
￥62,861 total
includes taxes & fees
Nov 12 - Nov 13
Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

18. 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 ￥30,177
￥37,734 total
includes taxes & fees
Nov 1 - Nov 2
Welcome to simple comfort a like new family friendly home Full of accommodation
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

19. 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
6.0 out of 10, (2 reviews)
"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 ￥23,319
￥64,515 total
includes taxes & fees
Nov 16 - Nov 17
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Interior

20. Bluegrass Cottage

Bluegrass Cottage
Owensboro
The price is ￥24,422
￥49,903 total
includes taxes & fees
Nov 1 - Nov 2
Bluegrass Cottage
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

Best Western Plus Owensboro

Best Western Plus Owensboro

10/10 Excellent
"Nice and clean. Breakfast was decent as well."
Adam 2-night trip
Posted 3 days ago
Best Western Plus 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 vacation rentals in Owensboro?

Yes, we offer vacation rentals in Owensboro close to International Bluegrass Music Museum, or you can go with a secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals in Owensboro?

Heated Swimming Pool + Hot Tub + Privacy: This Owensboro vacation home rental offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation. 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 vacation rentals will I find in Owensboro?

Expedia has 47 vacation 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 vacation rental in Owensboro like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Owensboro. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.