Vacation Home Rentals By Owner In Owensboro, KY

Showing 40 Of 45 Vacation Rentals

Exceptional(11)

$354.15

/ Nightly

Private Vacation Home

Charming 3-bedroom house with king bed , pet friendly

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

Very Good(1)

$489.35

/ Nightly

Private Vacation Home

Heated Swimming Pool + Hot Tub + Privacy

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

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Bath

Sleeps

Exceptional(31)

$311.34

/ Nightly

Private Vacation Home

Centrally Located Mid Century Traditional Home

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(36)

$198.84

/ 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

$205.67

/ Nightly

Private Vacation Home

International House- Hot Tub with Private Backyard

Owensboro, Kentucky, United States

Bath

Sleeps

$213.32

/ Nightly

Private Vacation Home

Bluegrass Bling

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(46)

$241.91

/ 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(42)

$245.32

/ Nightly

Private Vacation Home

Quiet and Cozy By Convention Center & Pets Welcome!

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(50)

$260.03

/ Nightly

Private Vacation Home

The Haven on Hill Ave

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(10)

$281.28

/ Nightly

Private Vacation Home

Charming 3 bedroom, 2 bath farmhouse just outside of Owensboro, KY

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(1)

$296.15

/ Nightly

Private Vacation Home

The Bluegrass Barbie

Owensboro, Kentucky, United States

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Bath

Sleeps

$301.81

/ Nightly

Private Vacation Home

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

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

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Bath

Sleeps

Exceptional(42)

$318.27

/ Nightly

Private Vacation Home

The Gathering Place

Owensboro, Kentucky, United States

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Bath

Sleeps

Exceptional(43)

$345.92

/ Nightly

Private Vacation Home

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

Owensboro, Kentucky, United States

Bed

Bath

Sleeps

$350.63

/ Nightly

Private Vacation Home

Get ready for a Spellbinding Themed Getaway at Owensboro!

Owensboro, Kentucky, United States

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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

$400.04

/ Nightly

Private Vacation Home

Spacious Private 3BR / 2BA Home — Sleeps 8 Comfortably

Owensboro, Kentucky, United States

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Bath

Sleeps

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

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Bath

Sleeps

$242.29

/ 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

Bed

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

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Bath

Sleeps

$172.97

/ 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

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Bath

Sleeps

$937.75

/ Nightly

Private vacation home

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

Owensboro, Kentucky, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Owensboro, KY

$354.15

$489.35

$561.95

$311.34

$198.84

$205.67

$213.32

$241.91

$245.32

$260.03

$281.28

$285.33

$296.15

$301.81

$187.72

$318.27

$345.92

$350.63

$360.04

$400.04

Rent a place that suits your needs

Most popular vacation rentals in Owensboro

$196.10

$260.03

$254.79

$242.29

$237.10

$202.38

$172.97

$105.80

$150.73

$937.75

Most Popular Cities in Kentucky