Book Holiday Homes in Owensboro

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Featured Holiday Homes in Owensboro

Vibrant and art-filled retreat, perfect for families and small groups.

Vibrant and art-filled retreat, perfect for families and small groups.

2 out of 5
Evansville
Stay at this vacation home in Evansville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Evansville African American Museum and Old National ...
Vibrant and art-filled retreat, perfect for families and small groups.
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Evansville
Stay at this vacation home in Evansville. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Evansville Museum of Arts, History & Science ...
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!
Blue Moon Cottage: Music Room, Inground Pool

Blue Moon Cottage: Music Room, Inground Pool

Owensboro
The price is NZ$631 per night from 28 Dec to 29 Dec
NZ$631
includes taxes & fees
28 Dec - 29 Dec
Stay at this vacation home in Owensboro. Enjoy free WiFi, private pools, and a water park. Popular attractions Owensboro Museum of Fine Art and Theatre Workshop ...
Blue Moon Cottage: Music Room, Inground Pool
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The Robinette House:  Endless view of rolling farmland

The Robinette House: Endless view of rolling farmland

Owensboro
The price is NZ$791 per night from 3 Jan to 4 Jan
NZ$791
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this vacation home in Owensboro. Enjoy breakfast (surcharge), a garden, and a pool table. Popular attraction Riverfront Park is located nearby.
The Robinette House: Endless view of rolling farmland
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

Philpot
Stay at this vacation home in Daviess County. Enjoy free WiFi, patios, and an in-room coffeemaker.
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!
Entire 2 bedroom House with Living Room, close to all...Sleeps 6.

Entire 2 bedroom House with Living Room, close to all...Sleeps 6.

Evansville
Stay at this vacation home in Evansville. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Swonder Ice Arena ...
Entire 2 bedroom House with Living Room, close to all...Sleeps 6.
Cozy Cottage, 3 mins from EVV, fenced yard

Cozy Cottage, 3 mins from EVV, fenced yard

Evansville
Stay at this vacation home in Evansville. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Deaconess Sports Park and Goebel Soccer ...
Cozy Cottage, 3 mins from EVV, fenced yard
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

Evansville
The price is NZ$606 per night from 5 Jan to 6 Jan
NZ$606
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this family-friendly vacation home in Evansville. Enjoy free WiFi, a pool table, and an in-room coffeemaker. Popular attractions Swonder Ice Arena ...
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
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
Stay at this vacation home in Owensboro. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Beautiful You and Owensboro Museum of ...
Welcome to simple comfort a like new family friendly home Full of accommodation
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Owensboro vacation homes are the perfect way for you to wing it.

Holiday houses in Owensboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Owensboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Owensboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Owensboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Owensboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Owensboro Holiday Homes essential information

Accommodation
82 Holiday Homes
Lowest Price
NZ$155
Highest Price
NZ$791
Popular accommodation
Vibrant and art-filled retreat, perfect for families and small groups., Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6! , Blue Moon Cottage: Music Room, Inground Pool, The Robinette House: Endless view of rolling farmland, Privacy and breathtaking views on the highest point in Daviess County! So cozy!!, Entire 2 bedroom House with Living Room, close to all...Sleeps 6., Cozy Cottage, 3 mins from EVV, fenced yard, BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities, Welcome to simple comfort a like new family friendly home Full of accommodation

Top trending hotels in Owensboro

Wingfield Inn & Suites

Wingfield Inn & Suites

2.5 out of 5
3220 W Parrish Ave, Owensboro, KY
Fully refundableReserve now, pay when you stay
The price is NZ$155 per night from 1 Jan to 2 Jan
NZ$155
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wingfield Inn & Suites
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 out of 5
401 West 2nd Street, Owensboro, KY
Fully refundableReserve now, pay when you stay
The price is NZ$264 per night from 5 Jan to 6 Jan
NZ$264
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hampton Inn & Suites Downtown Owensboro/Waterfront
Courtyard by Marriott Owensboro

Courtyard by Marriott Owensboro

3 out of 5
3120 Highland Pointe Dr., Owensboro, KY
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 5 Jan to 6 Jan
NZ$223
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Owensboro. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Courtyard by Marriott Owensboro
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Hampton Inn Owensboro South

Hampton Inn Owensboro South

2.5 out of 5
615 Salem Drive, Owensboro, KY
Fully refundableReserve now, pay when you stay
The price is NZ$210 per night from 5 Jan to 6 Jan
NZ$210
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Towne ...
Hampton Inn Owensboro South
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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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^Subject to availability and chosen travel dates.