A large, rusted steel bridge over a river, surrounded by a park with trees and a playground.

Owensboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Owensboro vacation rentals

A covered porch with a wooden floor, a bench, and a small Christmas tree.

1. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (44 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
$157 nightly
The price is $185
Sep 28 - Sep 29
Total with taxes and fees
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

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

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (36 reviews)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
$169 nightly
The price is $199
Sep 28 - Sep 29
Total with taxes and fees
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

3. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
$393 nightly
The price is $424
Sep 28 - Sep 29
Total with taxes and fees
Downtown Dream in Owensboro Ky
A neatly made bed with a 'WELCOME' pillow, a bedside table with a lamp, a ceiling fan, and a 'STAY awhile' sign on the wall.

4. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (4 reviews)
"Was very nice clean and host was great"
United States
falesha p.
$199 nightly
The price is $234
Sep 29 - Sep 30
Total with taxes and fees
Cozy Cottage home
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

5. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (24 reviews)
"We were in town for my daughter’s graduation, it was a 10 out of 10. We couldn’t have asked for a better place to stay. "
United States
Johnny J.
$251 nightly
The price is $295
Sep 28 - Sep 29
Total with taxes and fees
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

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

MILSuite separate entry...close to all things Owensboro and Daviess County.
Owensboro
9.8 out of 10, Exceptional, (23 reviews)
"Second time staying at this location, both times have been exactly what I needed while in Owensboro. Attentive host and clean and tidy location equals a great and reasonably priced stay. Highly recommend for single travelers or couples looking for a place in Owensboro!"
United States
Randy W.
$144 nightly
The price is $163
Oct 7 - Oct 8
Total with taxes and fees
MILSuite separate entry...close to all things Owensboro and Daviess County.
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
$291 nightly
The price is $342
Oct 4 - Oct 5
Total with taxes and fees
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A bedroom with a bed, two bedside tables, a ceiling fan, a neon sign, and a floral painting on the wall.

8. Cozy 2-bedroom house in Owensboro KY

Cozy 2-bedroom house in Owensboro KY
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"Great stay great host"
United States
BPCAT 0.
$175 nightly
The price is $198
Oct 4 - Oct 5
Total with taxes and fees
Cozy 2-bedroom house in Owensboro KY
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

9. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (43 reviews)
"Extremely well-maintained property stocked with everything you could need. Host was accessible and very helpful."
United States
John
$280 nightly
The price is $329
Sep 28 - Sep 29
Total with taxes and fees
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. Charming 3-bedroom house with king bed , pet friendly

Charming 3-bedroom house with king bed , pet friendly
Owensboro
9.8 out of 10, Exceptional, (11 reviews)
"Great location near food and groceries. Only 15 minutes from the convention center which was really nice for us. "
United States
Tyler R.
$292 nightly
The price is $343
Sep 28 - Sep 29
Total with taxes and fees
Charming 3-bedroom house with king bed , pet friendly
A bedroom with a bed, nightstands, a ceiling fan, and a view into the dining area.

11. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
$258 nightly
The price is $303
Oct 4 - Oct 5
Total with taxes and fees
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

12. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
10.0 out of 10, Exceptional, (1 review)
"After staying for several weeks, we can say with confidence that our host, Kelsey, and the Bluegrass Barbie house exceeded our expectations! Kelsey was so friendly and made our experience an easy one. She was accessible to us, very responsive, and accommodating throughout our stay. She made the process seamless. The home has great curb appeal and is located in a nice neighborhood where we felt very safe. We felt welcomed when we walked in the door. Inside, the home was very clean throughout...
United States
Jessica S.
$244 nightly
The price is $287
Oct 26 - Oct 27
Total with taxes and fees
The Bluegrass Barbie
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

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

Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Owensboro
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and the host was quick to answer any questions I had. My daughter had a volleyball tournament in Owensboro and the house was cheaper than a hotel! I will forever be thankful that the Lord placed this home on my options. It was beautiful and a great place to stay! 1000/10 recommend."
United States
Tyler C.
$330 nightly
The price is $388
Oct 4 - Oct 5
Total with taxes and fees
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
A kitchen with a stainless steel microwave, double sink, granite countertop, and a black oven.

14. Cozy Stylish 2 BR Home w / Relax & Enjoy

Cozy Stylish 2 BR Home w / Relax & Enjoy
Owensboro
9.4 out of 10, Exceptional, (3 reviews)
"The host was easy to communicate with. The house was very clean, new appliances, spacious and comfortable. I highly recommend this property when staying in the Owensboro area"
United States
Carly J.
$307 nightly
The price is $348
Sep 28 - Sep 29
Total with taxes and fees
Cozy Stylish 2 BR Home w / Relax & Enjoy
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

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

Welcome to simple comfort a like new family friendly home Full of accommodation
Owensboro
10.0 out of 10, Exceptional, (22 reviews)
"Great location and the host was easy to communicate with."
United States
Jonathan M.
$212 nightly
The price is $249
Sep 28 - Sep 29
Total with taxes and fees
Welcome to simple comfort a like new family friendly home Full of accommodation

16. Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB

Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Owensboro
$619 nightly
The price is $666
Oct 4 - Oct 5
Total with taxes and fees
Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
A bedroom with a wooden ladder, a dresser, a wall-mounted TV, and a window with blinds.

17. Get ready for a Spellbinding Themed Getaway at Owensboro!

Get ready for a Spellbinding Themed Getaway at Owensboro!
Owensboro
2.0 out of 10, (1 review)
"About 10 minutes after our 3 pm check in time I used the provide codes to enter the property. Once inside I found a man who had been staying there a couple of days saying there was a mistake. We both tried calling the host and got an answering machine. I made the reservation over a month ago. I left and checked my email. I had an email a little before 1 saying my reservation was canceled and a refund issued. After seeing the place and the area I would not have felt comfortable staying there. It...
United States
Barbara B.
$282 nightly
The price is $332
Oct 4 - Oct 5
Total with taxes and fees
Get ready for a Spellbinding Themed Getaway at Owensboro!
A wooden observation tower with a small deck and stairs, surrounded by trees.

18. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (119 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
$134 nightly
The price is $152
Sep 28 - Sep 29
Total with taxes and fees
Charming Treehouse with Lake View and Access
A rustic cabin with a stone foundation, wooden siding, and a covered porch.

19. Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Utica
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful spot! The best "
United States
Andrea S.
$218 nightly
The price is $246
Oct 27 - Oct 28
Total with taxes and fees
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
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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Top Owensboro Hotel Reviews

Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

10/10 Excellent
"The two ladies up front were what made my stay! Very rarely are people friendly these days. Thank you, again."
Dustin W. 1-night trip
Posted 5 hours ago
Hampton Inn & Suites Downtown Owensboro/Waterfront

Find out more about Owensboro

Everything you need to know about Owensboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Owensboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Owensboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Owensboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Owensboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Owensboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Owensboro rentals

At Expedia, we put the best Owensboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Owensboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Owensboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Owensboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Heated Swimming Pool + Hot Tub + Privacy: This Owensboro vacation home rental offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation. Some other homes for rent in Owensboro include Welcome to simple comfort a like new family friendly home Full of accommodation and Bluegrass Bungalow 2 bedrooms with large porch.

How many vacation rentals will I find in Owensboro?

Expedia has 49 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 Panther 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.