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
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Owensboro holiday homes

Terrace/patio

Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (43 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 AU$267
includes taxes & fees
26 July - 27 July
Bluegrass Bungalow 2 bedrooms with large porch
Smart TV, table football, ping pong

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, (32 reviews)
"Area was great and house checked all our boxes. Randy the host greeted us and showed us the home. We really eenjoy"
United States
Anne S.
The price is AU$289
includes taxes & fees
21 July - 22 July
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Smart TV, fireplace

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, (41 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 AU$472
includes taxes & fees
26 July - 27 July
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (3 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 AU$348
includes taxes & fees
26 July - 27 July
Cozy Cottage home
Coffee/tea maker, fridge, microwave, oven

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)
"This was a great rental. Very clean. Helpful and friendly host. Would definitely stay again. "
United States
Ann B.
The price is AU$478
includes taxes & fees
27 July - 28 July
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Smart TV, fireplace, video games

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, (20 reviews)
"The house was perfect, clean and had all the appliances needed for our stay. Definitely will book a stay there next time I’m in town! "
United States
Wendy
The price is AU$372
includes taxes & fees
27 July - 28 July
Welcome to simple comfort a like new family friendly home Full of accommodation
Interior

Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.6 out of 10, Exceptional, (23 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is AU$642
includes taxes & fees
26 July - 27 July
Downtown Dream in Owensboro Ky
Microwave, oven, stovetop, dishwasher

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, (8 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 AU$580
includes taxes & fees
26 July - 27 July
Charming 3-bedroom house with king bed , pet friendly
Property grounds

Cozy Stylish 2 BR Home w / Relax & Enjoy

Cozy Stylish 2 BR Home w / Relax & Enjoy
Owensboro
10.0 out of 10, Exceptional, (2 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 AU$562
includes taxes & fees
26 July - 27 July
Cozy Stylish 2 BR Home w / Relax & Enjoy
Interior

Heated Swimming Pool + Hot Tub + Privacy

Heated Swimming Pool + Hot Tub + Privacy
Owensboro
4.0 out of 10, (1 review)
"We paid premium money over what other similar houses within proximity for the added features of a heated pool & hot tub. We were attending my daughter’s softball tournament, and thought the added features would be a good way to unwind. The house itself was clean. The pool had so much debris, trash, & liner was clearly damaged, there was no heat to the pool at all. I was skeptical about letting my 3 y/o swim. I turned into a pool boy cleaning out the pool vacuum skimming the pool in an attempt to...
United States
Andrew T.
The price is AU$997
includes taxes & fees
6 Aug - 7 Aug
Heated Swimming Pool + Hot Tub + Privacy
Coffee/tea maker, fridge, microwave, oven

💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W

💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
Owensboro
2.0 out of 10, (1 review)
"Misleading Listing, Dirty Property & Poor ManagementI’ve sent the management company pictures and messages with no resolution or a real response. Do not stay here. After many VRBO experiences in the Owensboro area, this was by far the worst rental I've ever had.1. DECEPTIVE LISTING: The property is advertised as being on Griffith Ave…it is not! It's located on 15th Street, and the actual address is hidden until after you book. That is deliberately misleading and a serious red flag. 2. FAILED...
United States
Jayson L.
The price is AU$970
includes taxes & fees
2 Aug - 3 Aug
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
2 bedrooms, WiFi, bed sheets

Get ready for a Spellbinding Themed Getaway at Owensboro!

Get ready for a Spellbinding Themed Getaway at Owensboro!
Owensboro
The price is AU$493
includes taxes & fees
31 July - 1 Aug
Get ready for a Spellbinding Themed Getaway at Owensboro!
Dining

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 AU$604
includes taxes & fees
3 Aug - 4 Aug
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Living area

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is AU$504
includes taxes & fees
10 Aug - 11 Aug
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Interior

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 AU$377
includes taxes & fees
27 July - 28 July
The Blue Herron of Carpenters Lake
Smart TV, books

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, (41 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 AU$413
includes taxes & fees
3 Aug - 4 Aug
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Coffee/tea maker, fridge, microwave, oven

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, (18 reviews)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is AU$626
includes taxes & fees
17 Aug - 18 Aug
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Exterior

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.
The price is AU$244
includes taxes & fees
21 July - 22 July
1520 Howard St B "HCB"
Interior

Oh what a view!!

Oh what a view!!
Hawesville
10.0 out of 10, Exceptional, (5 reviews)
"The home was perfect for our family gathering. The house was beautiful inside and out. We felt very comfortable and enjoyed our stay immensely."
United States
James W.
The price is AU$613
includes taxes & fees
21 July - 22 July
Oh what a view!!
Interior

House of Color A / KING 1BD/1BA Apt

House of Color A / KING 1BD/1BA Apt
Evansville
9.4 out of 10, Exceptional, (3 reviews)
"The spsce was really well presented and very clean. "
United States
Ronald G.
The price is AU$265
includes taxes & fees
26 July - 27 July
House of Color A / KING 1BD/1BA Apt
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
"Clean and quiet hotel with lots of nice amenities. Breakfast was fresh and well maintained. Will definitely be staying agian!!!"
Kelsey 1-night trip
Posted 9 hours ago
Best Western Plus Owensboro

Find out more about Owensboro

Owensboro Holiday Homes information

Number of reviews
270
Accommodation
114 Holiday Homes
Lowest Price
AU$244
Highest Price
AU$997