Owensboro Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Owensboro vacation rentals

Terrace/patio
Bluegrass Bungalow 2 bedrooms with large porch

Vacation Home in Owensboro

Bluegrass Bungalow 2 bedrooms with large porch
10.0 out of 10, Exceptional, (23)
"Everything was just right! "
United States
Marcia B.
The price is ￥15,970
￥28,921 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bluegrass Bungalow 2 bedrooms with large porch
Fridge, microwave, oven, stovetop
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Vacation Home in Owensboro

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
2.0 star property
9.8 out of 10, Exceptional, (24)
"My nephew and I really enjoyed our one night stay in this lovely little house. Randy was here to meet us when we checked in and showed us around when we come down again next year we will be sure to contact him."
United States
Sharon P.
The price is ￥15,500
￥31,317 total
includes taxes & fees
Dec 30 - Dec 31
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Fridge, microwave, oven, stovetop
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

Vacation Home in Owensboro

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
10.0 out of 10, Exceptional, (11)
"Everything was great. "
United States
Merideth K.
The price is ￥17,473
￥46,719 total
includes taxes & fees
Jan 6 - Jan 7, 2026
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Outdoor dining
Downtown Dream in Owensboro Ky

Vacation Home in Owensboro

Downtown Dream in Owensboro Ky
9.8 out of 10, Exceptional, (19)
"We had a great stay. Would absolutely stay here again."
United States
Anonymous traveler
The price is ￥15,050
￥71,591 total
includes taxes & fees
Dec 30 - Dec 31
Downtown Dream in Owensboro Ky
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house with king bed , pet friendly

Vacation Home in Owensboro

Charming 3-bedroom house with king bed , pet friendly
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great location near food and groceries. Only 15 minutes from the convention center which was really nice for us. "
United States
Tyler R.
The price is ￥24,660
￥64,388 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Charming 3-bedroom house with king bed , pet friendly
Fridge, microwave, oven, stovetop
Welcome to simple comfort a like new family friendly home Full of accommodation

Vacation Home in Owensboro

Welcome to simple comfort a like new family friendly home Full of accommodation
10.0 out of 10, Exceptional, (15)
"The house was perfect, clean and had all the appliances needed for our stay. Definitely will book a stay there next time I’m in town! "
United States
Wendy
The price is ￥31,663
￥42,413 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Welcome to simple comfort a like new family friendly home Full of accommodation
4 bedrooms, iron/ironing board, free WiFi, bed sheets
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W

Vacation Home in Owensboro

💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
2.0 star property
The price is ￥29,592
￥88,738 total
includes taxes & fees
Jan 5 - Jan 6, 2026
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
Exterior
Charming Treehouse with Lake View and Access

Cabin in Utica

Charming Treehouse with Lake View and Access
9.8 out of 10, Exceptional, (86)
"Perfect for my weekend away with the Lord! "
United States
Jacob Y.
The price is ￥15,500
￥23,795 total
includes taxes & fees
Dec 30 - Dec 31
Charming Treehouse with Lake View and Access
Dining
Oh what a view!!

Vacation Home in Hawesville

Oh what a view!!
10.0 out of 10, Exceptional, (5)
"It was a very comfortable stay in a clean and well maintained home in a quiet and beautiful setting. I couldn’t be more pleased with my stay and I highly recommend this property. I will stay here as often as possible when visiting my friends and family in the area. "
United States
Joseph
The price is ￥31,314
￥69,041 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Oh what a view!!
Exterior
Sweet Dreams in Sacramento

Vacation Home in Sacramento

Sweet Dreams in Sacramento
8.4 out of 10, Very Good, (6)
"This the second time that we have stayed at this location for the Civil War reenactment "
United States
Paul R.
The price is ￥11,160
￥36,728 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Sweet Dreams in Sacramento
Microwave, oven, stovetop, dishwasher
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Cabin in Utica

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
10.0 out of 10, Exceptional, (3)
"Beautiful rustic cabin with modern updates "
United States
Michael H.
The price is ￥18,832
￥40,360 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Property grounds
Lakeside Cabin Near Holiday World Perfect for Families & Friends

Cabin in Troy

Lakeside Cabin Near Holiday World Perfect for Families & Friends
10.0 out of 10, Exceptional, (51)
"Thanks for sharing your beautiful home!"
United States
Megan’s A.
The price is ￥39,456
￥79,613 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lakeside Cabin Near Holiday World Perfect for Families & Friends
Property grounds
Guest House with acreage to explore.

Cabin in Tennyson

Guest House with acreage to explore.
9.6 out of 10, Exceptional, (61)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is ￥19,571
￥24,860 total
includes taxes & fees
Dec 30 - Dec 31
Guest House with acreage to explore.
Private kitchen
Beautiful Southern Home

Vacation Home in Sacramento

Beautiful Southern Home
9.0 out of 10, Wonderful, (2)
"Lots of space to move about or have family and friends visit. Found the bed upstairs the most comfortable. All rooms have a TV and plenty of bedding. Could use a welcome basket, basic rules book, guest sign in, and tip envelope for clean up crew."
United States
Charlotte D.
The price is ￥12,369
￥59,954 total
includes taxes & fees
Dec 30 - Dec 31
Beautiful Southern Home
Fridge, microwave, oven, stovetop
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Apartment in Newburgh

Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
10.0 out of 10, Exceptional, (2)
"Very nice place! The outdoor lighting is really cool with the trees lit up and the house numbers lit up, as well. Only a 5 minute drive to the shops and restaurants on the river. "
United States
stephanie b.
The price is ￥10,669
￥26,680 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Smart TV, books
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Vacation Home in Newburgh

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
9.8 out of 10, Exceptional, (34)
"Very clean quiet rustic but comfortable property."
United States
Margo B.
The price is ￥14,373
￥42,485 total
includes taxes & fees
Dec 30 - Dec 31
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Fridge, microwave, oven, stovetop
Barn in the Burgh

Vacation Home in Newburgh

Barn in the Burgh
10.0 out of 10, Exceptional, (11)
"Beautiful warm cozy place. We stayed due to a funeral and it is the perfect place wind down and relax. Planning to come back again! "
United States
Rebecca P.
The price is ￥20,291
￥55,136 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Barn in the Burgh
Interior
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Vacation Home in Lewisport

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
2.0 star property
The price is ￥31,314
￥48,156 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Dining
New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!

Aparthotel in Evansville

New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!
10.0 out of 10, Exceptional, (1)
The price is ￥12,369
￥45,914 total
includes taxes & fees
Dec 30 - Dec 31
New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!
Fridge, microwave, oven, stovetop
Henderson Haven / KING 2BD/1BA Apartment

Apartment in Henderson

Henderson Haven / KING 2BD/1BA Apartment
10.0 out of 10, Exceptional, (1)
"Enjoyed the stay, felt like I was home. Highly recommend "
United States
Joel
The price is ￥11,204
￥28,577 total
includes taxes & fees
Dec 30 - Dec 31
Henderson Haven / KING 2BD/1BA Apartment
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Owensboro Hotel Reviews

Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

10/10 Excellent
"Clean updated room"
Kevin 3-night trip
Posted 3 days ago
Bally’s Evansville Casino & Hotel

Find out more about Owensboro

Search for holiday rentals in Owensboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Owensboro using one of the methods below:

  • View our selection of featured holiday rentals in Owensboro
  • Use the map to find apartments and other holiday homes in the Owensboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Owensboro while they last

Look no further and take a look at our great range of rental properties in Owensboro!

Frequently asked questions

Can I find vacation rentals in Owensboro?

Yes, we offer vacation rentals in Owensboro close to International Bluegrass Music Museum, or you can go with a secluded option if you're looking for extra privacy while you relax. Visitors like the top-notch restaurants and riverfront in Owensboro. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation home rentals in Owensboro?

Bluegrass Bungalow 2 bedrooms with large porch: This Owensboro vacation home rental has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Owensboro include Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY and Downtown Dream in Owensboro Ky.

How many vacation rentals will I find in Owensboro?

Expedia has 35 vacation rentals for your stay in Owensboro.

What’s there to see and do in Owensboro?

Family-friendly attractions include International Bluegrass Music Museum and Owensboro Museum of Science and History, whereas Smothers Park and Yellow Creek Park are a couple of great spots to enjoy the outdoors. While here, Riverfront Park and Green River are other places worth a visit.

What’s a vacation rental in Owensboro like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Owensboro. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.