Vacation Rentals By Owner In Owensboro, KY

Showing 40 Of 63 Vacation Rentals

Exceptional(1)

$315.33

/ Nightly

Private Vacation Home

Center of City Private Townhome/courtyard /firepit 2 bed

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$360.04

/ Nightly

Private Vacation Home

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

Owensboro, Kentucky, United States

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Bath

$352.98

/ Nightly

Private Vacation Home

Get ready for a Spellbinding Themed Getaway at Owensboro!

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(1)

$409.46

/ Nightly

Private Vacation Home

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

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$113.96

/ Nightly

Private Vacation Home

Comfy! Carmel Cottage Centrally Located

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(21)

$285.33

/ Nightly

Private Vacation Home

Newly renovated- 2.5 mi to Downtown Riverfront

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(8)

$561.95

/ Nightly

Private Vacation Home

Spacious Home with Heated Swimming Pool + Hot Tub + Event Room + SLEEPS 23

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

Very Good(1)

$486.17

/ Nightly

Private Vacation Home

Heated Swimming Pool + Hot Tub + Privacy

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

Exceptional(1)

$876.56

/ Nightly

Private Vacation Home

Luxury 1920's 6-bedroom home centrally located in Owensboro

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(1)

$295.08

/ Nightly

Private Vacation Home

The Bluegrass Barbie

Owensboro, Kentucky, United States

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Bath

Sleeps

$212.26

/ Nightly

Private Vacation Home

Bluegrass Bling

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(2)

$187.72

/ Nightly

Private Vacation Home

Family Retreat 2 King Beds Fenced Yard Gazebo Fire Pit - Sleeps 6-7

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$244.05

/ Nightly

Private Vacation Home

International House- Hot Tub with Private Backyard

Owensboro, Kentucky, United States

Bath

Sleeps

Exceptional(37)

$210.61

/ Nightly

Private Vacation Home

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

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(44)

$318.27

/ Nightly

Private Vacation Home

The Gathering Place

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(61)

$202.38

/ Nightly

Private Vacation Home

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(23)

$157.99

/ Nightly

Apartment

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

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(46)

$239.91

/ Nightly

Private Vacation Home

Blue Moon Cottage: Historic Owensboro Home w/ Large Pool, Music Room, Location!

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(2)

$593.79

/ Nightly

Private Vacation Home

Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

Owensboro, Kentucky, United States

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Bath

Sleeps

$416.64

/ Nightly

Private Vacation Home

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

Owensboro, Kentucky, United States

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Bath

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Rent a place that suits your needs

Private vacation home

View 45 Private vacation home

Most popular vacation rentals in Owensboro

$196.10

/ Nightly

Cottage

Midtown Cottage- Self Check-In & Centrally Located in Owensboro

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$260.03

/ Nightly

Private vacation home

The Haven on Hill Ave

Owensboro, Kentucky, United States

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Bath

Sleeps

$254.79

/ Nightly

Private vacation home

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

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$241.91

/ Nightly

Private vacation home

Blue Moon Cottage: Historic Owensboro Home w/ Large Pool, Music Room, Location!

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$237.10

/ Nightly

Private vacation home

Cozy Cottage home

Owensboro, Kentucky, United States

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Bath

Sleeps

$202.38

/ Nightly

Private vacation home

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$182.61

/ Nightly

Private vacation home

Cozy 2-bedroom house in Owensboro KY

Owensboro, Kentucky, United States

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Bath

Sleeps

$105.80

/ Nightly

Private vacation home

Cozy, Furnished Corporate Rental

Owensboro, Kentucky, United States

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Bath

Sleeps

$150.73

/ Nightly

Private vacation home

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

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$937.75

/ Nightly

Private vacation home

Luxury 1920's 6-bedroom home centrally located in Owensboro

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Owensboro, KY

$315.33

$360.04

$352.98

$409.46

$113.96

$285.33

$561.95

$486.17

$876.56

$295.08

$212.26

$187.72

$244.05

$210.61

$318.27

$202.38

$157.99

$239.91

$593.79

$416.64

Rent a place that suits your needs

Most popular vacation rentals in Owensboro

$196.10

$260.03

$254.79

$241.91

$237.10

$202.38

$182.61

$105.80

$150.73

$937.75

Most Popular Cities in Kentucky