Owensboro Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $226

Preferred host

House in Owensboro, KY

Nov 16 - 19

$333/night

4.0

1

4 bedrooms

10 guests

$1,310$1,083total

Save $72

Preferred host

Entire cabin in Owensboro, KY

Nov 17 - 20

$246/night

4.8

17

3 bedrooms

8 guests

$895$823total

Save $58

Guests rave

House in Owensboro, KY

Nov 16 - 19

$191/night

5.0

85

3 bedrooms

9 guests

$723$665total

Save $58

Preferred host

Entire home in Gentryville, IN

Nov 16 - 19

$203/night

5.0

10

2 bedrooms

6 guests

$723$666total

Save $251

Entire home in Falls Of Rough, KY

Nov 16 - 19

$885/night

New

8 bedrooms

16 guests

$3,142$2,891total

Save $59

Unit 1 of 2

Apartment in Oakland City, IN

Nov 16 - 19

$206/night

New

1 bedroom

4 guests

$733$674total

Save $56

Unit 2 of 2

Studio in Oakland City, IN

Mar 1 - 4

$196/night

New

Studio

2 guests

Pay only $74 today

$698$642total

Save $45

Entire loft in Oakland City, IN

Nov 16 - 19

$158/night

New

Studio

2 guests

$563$518total

Save $76

Whimstay gem

Entire home in Leitchfield, KY

Nov 16 - 19

$268/night

4.9

22

3 bedrooms

6 guests

$953$876total

Save $56

Preferred host

Entire cabin in Clay, KY

Nov 16 - 19

$203/night

5.0

2

1 bedroom

2 guests

$704$647total

Save $94

Preferred host

Entire cabin in Battletown, KY

Nov 16 - 21

$204/night

4.2

4

2 bedrooms

8 guests

$1,177$1,082total

Save $137

Whimstay gem

Vacation Rental in Birdseye, IN

Nov 16 - 19

$209/night

4.9

105

2 bedrooms

6 guests

$823$686total

Save $137

Whimstay gem

Vacation Rental in Birdseye, IN

Nov 16 - 19

$209/night

4.9

157

2 bedrooms

6 guests

$823$686total

Save $218

Whimstay gem

Vacation Rental in Birdseye, IN

Nov 16 - 19

$209/night

4.9

157

2 bedrooms

4 guests

$902$685total

Save $116

Preferred host

Vacation Rental in Birdseye, IN

Nov 16 - 19

$236/night

5.0

4

2 bedrooms

6 guests

$889$773total

Save $187

Guests rave

Vacation Rental in Patoka Township, IN

Nov 16 - 19

$362/night

4.9

74

4 bedrooms

16 guests

$1,340$1,154total

Save $118

Preferred host

Entire home in Eckerty, IN

Nov 20 - 23

$411/night

5.0

4

3 bedrooms

11 guests

$1,473$1,355total

Save $57

Preferred host

Entire cabin in Brownsville, KY

Nov 23 - 26

$199/night

5.0

7

2 bedrooms

6 guests

$708$652total

Save $152

Preferred host

Entire cabin in Brownsville, KY

Nov 16 - 19

$285/night

5.0

5

2 bedrooms

6 guests

$1,083$931total

Save $81

Whimstay gem

Entire cabin in Brownsville, KY

Nov 16 - 19

$283/night

5.0

20

2 bedrooms

6 guests

$1,007$926total

Save $61

Entire loft in Brownsville, KY

Mar 1 - 4

$216/night

New

Studio

4 guests

Pay only $82 today

$768$707total

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