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

Holiday Homes in Owensboro

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Owensboro holiday homes

Smart TV, table football, ping pong

1. 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, (35 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 NZ$336
includes taxes & fees
1 Sept - 2 Sept
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Living area

2. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
The price is NZ$493
includes taxes & fees
7 Sept - 8 Sept
The Bluegrass Barbie
Terrace/patio

3. 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 NZ$312
includes taxes & fees
3 Sept - 4 Sept
Bluegrass Bungalow 2 bedrooms with large porch
2 bedrooms, iron/ironing board, WiFi, bed sheets

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 NZ$399
includes taxes & fees
1 Sept - 2 Sept
Cozy Cottage home
Interior

5. 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 NZ$785
includes taxes & fees
8 Sept - 9 Sept
Downtown Dream in Owensboro Ky
Smart TV, fireplace

6. 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, (42 reviews)
"Was exactly what we were looking for! Very clean and they provided everything we could’ve possibly needed. Great communication as well! Would definitely stay here in the future. "
United States
Joshua M.
The price is NZ$561
includes taxes & fees
1 Sept - 2 Sept
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
WiFi, bed sheets

7. 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 NZ$320
includes taxes & fees
1 Sept - 2 Sept
Cozy 2-bedroom house in Owensboro KY
Living area

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is NZ$597
includes taxes & fees
7 Sept - 8 Sept
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Coffee/tea maker, fridge, microwave, oven

9. 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, (23 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 NZ$561
includes taxes & fees
7 Sept - 8 Sept
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Microwave, oven, stovetop, dishwasher

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

Charming 3-bedroom house with king bed , pet friendly
Owensboro
9.6 out of 10, Exceptional, (10 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 NZ$629
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom house with king bed , pet friendly
Dining

11. 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
The price is NZ$693
includes taxes & fees
7 Sept - 8 Sept
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Private kitchen

12. 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 NZ$628
includes taxes & fees
1 Sept - 2 Sept
Cozy Stylish 2 BR Home w / Relax & Enjoy
Interior

13. THE PINK LIMOZEEN - Charming 3-bedroom house with pool in Owensboro

THE PINK LIMOZEEN - Charming 3-bedroom house with pool in Owensboro
Owensboro
The price is NZ$889
includes taxes & fees
11 Sept - 12 Sept
THE PINK LIMOZEEN - Charming 3-bedroom house with pool in Owensboro
Dining

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

Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Owensboro
The price is NZ$1,181
includes taxes & fees
13 Sept - 14 Sept
Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Interior

15. The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
8.0 out of 10, Very good, (4 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 NZ$443
includes taxes & fees
1 Sept - 2 Sept
The Blue Herron of Carpenters Lake
Smart TV, books

16. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.6 out of 10, Exceptional, (43 reviews)
"We have absolutely loved it here the wildlife the owners are amazing. I hope that next time we’re in town will be able to stay here again."
United States
Kristen J.
The price is NZ$465
includes taxes & fees
1 Sept - 2 Sept
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Coffee/tea maker, fridge, microwave, oven

17. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is NZ$693
includes taxes & fees
8 Sept - 9 Sept
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Smart TV

18. Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.0 out of 10, Wonderful, (11 reviews)
"Everything was as expected and very welcoming "
United States
Clifton K.
Trendy Two bedroom home centrally located near UE
Exterior

19. 1520 Howard St B "HCB"

1520 Howard St B "HCB"
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, except for the traffic noise all night and the next door tenants that don't leave room for everyone to park."
United States
scott c.
1520 Howard St B "HCB"
Microwave, oven, stovetop, dishwasher

20. Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.

Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
Evanston
10.0 out of 10, Exceptional, (26 reviews)
"Awesome quiet place highly recommend!!!"
United States
Bradley D.
The price is NZ$545
includes taxes & fees
2 Sept - 3 Sept
Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
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

Home2 Suites By Hilton Owensboro

Home2 Suites By Hilton Owensboro

8/10 Good
"Front desk was left unmanned for 20 minutes when I checked in."
Robert 2-night trip
Posted 1 hour ago
Home2 Suites By Hilton Owensboro

Find out more about Owensboro

Owensboro Holiday Homes information

Number of reviews
9,615
Accommodation
127 Holiday Homes
Lowest Price
NZ$98
Highest Price
NZ$249