Book Holiday Homes in Owensboro

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Featured Holiday Homes in Owensboro

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
With a stay at this vacation home in Evansville, you'll be within a 5-minute drive of Bally's Evansville Casino and Evansville Museum of Arts, History & ...
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!
Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck!

Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck!

2 out of 5
Owensboro
The price is AU$330 per night from 6 Dec to 7 Dec
AU$330
includes taxes & fees
6 Dec - 7 Dec
With a stay at this vacation home in Owensboro, you'll be within a 5-minute drive of Kentucky Wesleyan College and Owensboro Museum of Fine Art.
Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck!
Cozy Bungalow in a nice friendly neighborhood

Cozy Bungalow in a nice friendly neighborhood

Evansville
With a stay at this vacation home in Evansville, you'll be within a 10-minute drive of Bally's Evansville Casino and University of Evansville.
Cozy Bungalow in a nice friendly neighborhood
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Comfort and Charm Highly Recommended

Comfort and Charm Highly Recommended

Newburgh
With a stay at this vacation home, you'll be centrally located in Newburgh, within a 15-minute drive of Bally's Evansville Casino and Ohio River.
Comfort and Charm Highly Recommended
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
This vacation home is 8.9 mi (14.4 km) from Owensboro Health Regional and 9 mi (14.5 km) from Owensboro Medical Health System.
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!
NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

2 out of 5
Owensboro
With a stay at this vacation home in Owensboro, you'll be on the waterfront, and 5.3 mi (8.6 km) from Panther Creek Park and 9.8 mi (15.8 km) from Riverfront ...
NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Newburgh
The price is AU$505 per night from 6 Dec to 7 Dec
AU$505
includes taxes & fees
6 Dec - 7 Dec
With a stay at this vacation home, you'll be centrally located in Newburgh, within a 15-minute drive of Bally's Evansville Casino and East Gateway Medical ...
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!

Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!

Evansville
With a stay at this vacation home in Evansville, you'll be on a river, within a 5-minute drive of Bally's Evansville Casino and Evansville Museum of Arts, History ...
Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!
Heartland Hideaway in the Heart of Owensboro

Heartland Hideaway in the Heart of Owensboro

Owensboro
With a stay at this vacation home in Owensboro, you'll be within a 10-minute drive of Beautiful You and Owensboro Medical Health System.
Heartland Hideaway in the Heart of Owensboro
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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
70 Holiday Homes
Lowest Price
AU$126
Highest Price
AU$505
Popular accommodation
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6! , Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck! , Cozy Bungalow in a nice friendly neighborhood, Comfort and Charm Highly Recommended, Privacy and breathtaking views on the highest point in Daviess County! So cozy!!, NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning, Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky. , Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!, Heartland Hideaway in the Heart of Owensboro

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 AU$126 per night from 27 Nov to 28 Nov
AU$126
includes taxes & fees
27 Nov - 28 Nov
When you stay at Wingfield Inn & Suites in Owensboro, you'll be near the airport, within a 5-minute drive of Western Kentucky Botanical Garden and Owensboro ...
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 AU$198 per night from 8 Dec to 9 Dec
AU$198
includes taxes & fees
8 Dec - 9 Dec
A stay at Hampton Inn & Suites Downtown Owensboro/Waterfront places you in the heart of Owensboro, within a 5-minute walk of Ohio River and Owensboro Convention ...
Hampton Inn & Suites Downtown Owensboro/Waterfront
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 AU$168 per night from 25 Nov to 26 Nov
AU$168
includes taxes & fees
25 Nov - 26 Nov
With a stay at Hampton Inn Owensboro South in Owensboro, you'll be within a 5-minute drive of Towne Square Mall and Kentucky Wesleyan College.
Hampton Inn Owensboro South
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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 AU$186 per night from 28 Nov to 29 Nov
AU$186
includes taxes & fees
28 Nov - 29 Nov
Located in Owensboro, Courtyard by Marriott Owensboro is in the business district, a 4-minute drive from Owensboro Medical Health System and 5 minutes from Reid's ...
Courtyard by Marriott Owensboro
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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.