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Check prices for these dates

Our top choices for Owensboro holiday homes

1. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is £245
includes taxes & fees
22 Nov - 23 Nov
Stylish Southern Stay for Music Lovers & Getaways!

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 £134
includes taxes & fees
19 Nov - 20 Nov
Bluegrass Bungalow 2 bedrooms with large porch

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is £257
includes taxes & fees
22 Nov - 23 Nov
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

4. Bluegrass Bliss | Backyard Grill & Garage

Bluegrass Bliss | Backyard Grill & Garage
Owensboro
The price is £237
includes taxes & fees
30 Nov - 1 Dec
Bluegrass Bliss | Backyard Grill & Garage

5. 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 £166
includes taxes & fees
16 Nov - 17 Nov
Cozy Cottage home

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 £336
includes taxes & fees
1 Dec - 2 Dec
Downtown Dream in Owensboro Ky

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, (25 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 £244
includes taxes & fees
27 Nov - 28 Nov
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

8. 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)
"House was clean and friendly host."
United States
Danielle B.
The price is £153
includes taxes & fees
18 Nov - 19 Nov
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

9. 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 £214
includes taxes & fees
29 Nov - 30 Nov
The Bluegrass Barbie

10. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
The price is £247
includes taxes & fees
1 Dec - 2 Dec
Bluegrass Getaway • Swim, Relax & Unwind

11. Bluegrass Commons | Sleeps 6

Bluegrass Commons | Sleeps 6
Owensboro
The price is £237
includes taxes & fees
30 Nov - 1 Dec
Bluegrass Commons | Sleeps 6

12. Bluegrass Bungalow | Sunroom & Fenced Yard

Bluegrass Bungalow | Sunroom & Fenced Yard
Owensboro
The price is £242
includes taxes & fees
1 Dec - 2 Dec
Bluegrass Bungalow | Sunroom & Fenced Yard

13. 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 £242
includes taxes & fees
16 Nov - 17 Nov
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

14. Bluegrass Loft | Hot Tub & Fenced Patio

Bluegrass Loft | Hot Tub & Fenced Patio
Owensboro
The price is £234
includes taxes & fees
16 Nov - 17 Nov
Bluegrass Loft | Hot Tub & Fenced Patio

15. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
The price is £252
includes taxes & fees
16 Nov - 17 Nov
Bluegrass Cove - Private HOT TUB- Sleeps 6

16. 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 £241
includes taxes & fees
30 Nov - 1 Dec
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

17. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
The price is £281
includes taxes & fees
20 Nov - 21 Nov
Bluegrass Oasis | Pool Home in Owensboro

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 £187
includes taxes & fees
18 Nov - 19 Nov
Welcome to simple comfort a like new family friendly home Full of accommodation

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 £313
includes taxes & fees
22 Nov - 23 Nov
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown 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.

Owensboro and related destinations

Barbecue lovers flock to this Ohio River city for its famous mutton and burgoo at the International Bar-B-Q Festival. Stroll the riverfront, catch a show at the Bluegrass Music Hall of Fame, or visit during ROMP Fest for foot-stomping tunes.

A blue steel bridge spanning a river with a forested hillside in the background.

Top reviews in Owensboro