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

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Check prices for these dates

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

Our top choices for Owensboro vacation homes

Exterior

1. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is AED 370
AED 1,261 total
includes taxes & fees
5 Nov - 6 Nov
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 AED 375
AED 678 total
includes taxes & fees
1 Nov - 2 Nov
Bluegrass Bungalow 2 bedrooms with large porch
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.

3. 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 AED 380
AED 880 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Cottage home
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is AED 430
AED 1,322 total
includes taxes & fees
6 Nov - 7 Nov
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

5. 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 AED 397
AED 774 total
includes taxes & fees
8 Nov - 9 Nov
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.

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 AED 345
AED 1,658 total
includes taxes & fees
3 Nov - 4 Nov
Downtown Dream in Owensboro Ky
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

7. 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 AED 403
AED 1,122 total
includes taxes & fees
2 Nov - 3 Nov
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A dining area with a large table, chairs, and a chandelier.

8. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
Bluegrass Getaway • Swim, Relax & Unwind
A bedroom with a wooden dresser, a bed with a white comforter and a purple blanket, a headboard, and a painting on the wall.

9. Bluegrass Loft | Hot Tub & Fenced Patio

Bluegrass Loft | Hot Tub & Fenced Patio
Owensboro
Bluegrass Loft | Hot Tub & Fenced Patio
A modern kitchen with white cabinets, a built-in refrigerator, and a dining area with a marble table and chairs.

10. 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.
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.

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 AED 327
AED 1,068 total
includes taxes & fees
5 Nov - 6 Nov
The Bluegrass Barbie
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

12. 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 AED 533
AED 1,279 total
includes taxes & fees
1 Nov - 2 Nov
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
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.

13. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
The price is AED 628
AED 1,378 total
includes taxes & fees
1 Nov - 2 Nov
Bluegrass Oasis | Pool Home in Owensboro
A modern living room with a flat-screen TV mounted on the wall, a dark wooden dresser with drawers, and a ceiling fan.

14. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
Bluegrass Cove - Private HOT TUB- Sleeps 6
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 AED 703
AED 944 total
includes taxes & fees
1 Nov - 2 Nov
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.

16. 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 AED 544
AED 1,577 total
includes taxes & fees
16 Nov - 17 Nov
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
A room with a yellow wall, a white door, and a ceiling with visible cracks.

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 AED 397
AED 1,296 total
includes taxes & fees
5 Nov - 6 Nov
Get ready for a Spellbinding Themed Getaway at Owensboro!
A room with purple walls, a fireplace, a television, and a patterned rug.

18. The Regal - Spacious 4-Bedroom Historic Retreat

The Regal - Spacious 4-Bedroom Historic Retreat
Owensboro
10.0 out of 10, Exceptional, (1 review)
"Awesome property and very responsive owner.Great location and very safe and secure..House is very unique and eclectic and nicely decorated..Rooms are spacious and great beds( my favorite was downstairs master)Host has everything you could possibly need for your stay whether it be long or short..We had issue w cooling and was able to contact host and they were there almost immediately to remedy the situation.Only draw back to our stay was there is no washer or dryer...We had a large group and...
United States
D
The price is AED 1,653
AED 3,440 total
includes taxes & fees
30 Nov - 1 Dec
The Regal - Spacious 4-Bedroom Historic Retreat
A modern kitchen with a TV, bar stools, and a trash can.

19. The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
8.4 out of 10, Very good, (5 reviews)
"Very clean, they had everything you could possibly need to start, the complementary items was a nice gesture, love my cup of coffee looking at the lake, my kids love it they didn't want to leave, very beautiful home for a weekend getaway recommended 100% we enjoyed our stay."
United States
Stephanie A.
The price is AED 658
AED 959 total
includes taxes & fees
31 Oct - 1 Nov
The Blue Herron of Carpenters Lake
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

20. Barn in the Burgh — Barndominium Sleeps 12 · Game Room

Barn in the Burgh — Barndominium Sleeps 12 · Game Room
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Great Stay!"
United States
Julia F.
The price is AED 358
AED 1,549 total
includes taxes & fees
2 Nov - 3 Nov
Barn in the Burgh — Barndominium Sleeps 12 · Game Room
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

Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

10/10 Excellent
"I always stay here when I’m in Owensboro. Very clean and comfortable, great upkeep on the property. Excellent breakfast especially for a value price hotel. Very friendly and helpful staff. Conveniently located to all parts of Owensboro. Highly recommend it."
Jim 1-night trip
Posted 15 hours ago
Greenfield Inn & Suites Owensboro, KY Airport