Owensboro, KY Vacation Homes from ￥29,200

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

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Our top choices for Owensboro vacation homes

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

1. Bluegrass Bungalow 2 bedrooms with large porch

Owensboro

Jennifer A.

￥29,200 total

includes taxes & fees

Oct 18 - Oct 19

A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

2. Downtown Dream in Owensboro Ky

Owensboro

James K.

￥73,228 total

includes taxes & fees

Oct 18 - Oct 19

A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

3. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

Owensboro

Johnny J.

￥48,666 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a fireplace, a ceiling fan, and a flat-screen TV.

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

Owensboro

Brad H.

￥33,480 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a bed, nightstands, a ceiling fan, and a view into the dining area.

5. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

Owensboro

Isaac D.

￥49,013 total

includes taxes & fees

Oct 25 - Oct 26

A modern living room with a sofa, coffee table, and a dining table.

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

Owensboro

￥54,498 total

includes taxes & fees

Oct 22 - Oct 23

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

Owensboro

falesha p.

￥39,989 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

8. The Bluegrass Barbie

Owensboro

"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...

Jessica S.

￥46,892 total

includes taxes & fees

Oct 28 - Oct 29

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

Owensboro

John

￥54,683 total

includes taxes & fees

Oct 26 - Oct 27

A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

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

Owensboro

Jonathan M.

￥40,462 total

includes taxes & fees

Oct 20 - Oct 21

A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

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

Owensboro

Tyler C.

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a door.

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

Owensboro

￥104,918 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a wooden ladder, a dresser, a wall-mounted TV, and a window with blinds.

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

Owensboro

"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...

Barbara B.

￥55,799 total

includes taxes & fees

Oct 22 - Oct 23

A room with purple walls, a fireplace, a television, and a patterned rug.

14. The Regal - Spacious 4-Bedroom Historic Retreat

Owensboro

"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...

￥138,566 total

includes taxes & fees

Oct 16 - Oct 17

A modern kitchen with a TV, bar stools, and a trash can.

15. The Blue Herron of Carpenters Lake

Maceo

Stephanie A.

￥41,613 total

includes taxes & fees

Oct 22 - Oct 23

A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

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

Newburgh

Julia F.

￥65,189 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

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

Newburgh

chris g.

￥45,289 total

includes taxes & fees

Oct 16 - Oct 17

A stone fireplace with a Christmas tree and decorations, a white sofa, and a window with a view.

18. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Lewisport

Favour R.

￥49,841 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a sectional sofa, a coffee table, and decorative plants.

19. Trendy Two bedroom home centrally located near UE

Evansville

Scott D.

￥30,751 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

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

Evanston

Bradley D.

￥52,406 total

includes taxes & fees

Oct 19 - Oct 20

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Top Owensboro Hotel Reviews

Hampton Inn & Suites Downtown Owensboro/Waterfront

10/10 Excellent

"Very clean property. Location is great."

Hampton Inn Owensboro South

10/10 Excellent

"I can not say enough about the kindness of the staff! Wow! Not just check in but throughout our staff and 90% that we passed in the hallways! Incredible people! Hotel a little noisy first thing but nothing that would make me think twice - just different schedules. I would definitely recommend! Pool was closed for the season so that was the only downside but we have come to realize that was some with all the pools on our trip and it mentions right on website if you read! Thank you !!!"

Prime Downtown Owensboro Stay • 2BR Steps to Riverfront & Brescia

8/10 Good

"The house was as advertised in the listing. Very clean. Close to town, 15 minutes if you walked. It's an older home and that has been renovated, has a little of a musty smell because of it's age. Communication with the host was great."

Find out more about Owensboro

Owensboro Vacation Homes information

Number of reviews	302
Accommodation	128 Vacation Homes
Lowest Price	￥29,200
Highest Price	￥104,918

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Owensboro vacation homes

1. Bluegrass Bungalow 2 bedrooms with large porch

2. Downtown Dream in Owensboro Ky

3. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

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

5. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

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

7. Cozy Cottage home

8. The Bluegrass Barbie

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

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

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

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

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

14. The Regal - Spacious 4-Bedroom Historic Retreat

15. The Blue Herron of Carpenters Lake

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

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

18. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

19. Trendy Two bedroom home centrally located near UE

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

Find vacation rentals that suit your style

Top Owensboro Hotel Reviews

Hampton Inn & Suites Downtown Owensboro/Waterfront

Wingate by Wyndham Owensboro

Courtyard by Marriott Owensboro

Super 8 by Wyndham Owensboro

Hampton Inn Owensboro South

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

Home2 Suites By Hilton Owensboro

Greenfield Inn & Suites Owensboro, KY Airport

Prime Downtown Owensboro Stay • 2BR Steps to Riverfront & Brescia

Find out more about Owensboro

Owensboro Vacation Homes information

Search Vacation Homes in Owensboro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Owensboro vacation homes

1. Bluegrass Bungalow 2 bedrooms with large porch

2. Downtown Dream in Owensboro Ky

3. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

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

5. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

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

7. Cozy Cottage home

8. The Bluegrass Barbie

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

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

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

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

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

14. The Regal - Spacious 4-Bedroom Historic Retreat

15. The Blue Herron of Carpenters Lake

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

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

18. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

19. Trendy Two bedroom home centrally located near UE

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

Find vacation rentals that suit your style

Top Owensboro Hotel Reviews

Hampton Inn & Suites Downtown Owensboro/Waterfront

Find out more about Owensboro

Owensboro Vacation Homes information