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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (45 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
$149 nightly
The price is $175
Nov 19 - Nov 20
Total with taxes and fees
Bluegrass Bungalow 2 bedrooms with large porch
A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

2. 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, (25 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.
$131 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
MILSuite separate entry...close to all things Owensboro and Daviess County.
Exterior

3. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
$279 nightly
The price is $328
Nov 18 - Nov 19
Total with taxes and fees
Stylish Southern Stay for Music Lovers & Getaways!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

4. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (26 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
$402 nightly
The price is $435
Nov 18 - Nov 19
Total with taxes and fees
Downtown Dream in Owensboro Ky
A living room with a grey sofa, a coffee table, and a fireplace.

5. Bluegrass Vintage

Bluegrass Vintage
Owensboro
$213 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
Bluegrass Vintage
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.

6. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (5 reviews)
"Cute little cottage! We were in town for my son’s tournament and it worked great for a short stay with me, my husband and our two sons. Host had great communication and hospitality. Will book again if travel brings us back to this area. "
United States
Kristen C.
$186 nightly
The price is $218
Nov 16 - Nov 17
Total with taxes and fees
Cozy Cottage home
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
$292 nightly
The price is $344
Nov 18 - Nov 19
Total with taxes and fees
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

8. 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, (37 reviews)
"House was clean and friendly host."
United States
Danielle B.
$171 nightly
The price is $201
Nov 12 - Nov 13
Total with taxes and fees
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

9. 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.
$236 nightly
The price is $278
Nov 18 - Nov 19
Total with taxes and fees
The Bluegrass Barbie
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

10. 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, (25 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.
$268 nightly
The price is $315
Nov 29 - Nov 30
Total with taxes and fees
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A modern kitchen with white cabinets, a built-in refrigerator, and a dining area with a marble table and chairs.

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

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time here. The home was easy to check in to and the host was very responsive."
United States
Isaac D.
$279 nightly
The price is $328
Nov 15 - Nov 16
Total with taxes and fees
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A portable barbecue grill with a digital display, positioned on a concrete patio next to a house with horizontal siding.

12. Bluegrass Run- Sleeps 8 & Cozy Stay

Bluegrass Run- Sleeps 8 & Cozy Stay
Owensboro
$316 nightly
The price is $341
Nov 22 - Nov 23
Total with taxes and fees
Bluegrass Run- Sleeps 8 & Cozy Stay
A spacious living room with a fireplace, a ceiling fan, and a television.

13. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
$307 nightly
The price is $330
Nov 30 - Dec 1
Total with taxes and fees
Bluegrass Getaway • Swim, Relax & Unwind
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

14. 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
Nov 12 - Nov 13
Total with taxes and fees
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A modern living room with a flat-screen TV, a fireplace, a dining area, and a kitchen with bar stools.

15. Bluegrass Loft | Hot Tub & Fenced Patio

Bluegrass Loft | Hot Tub & Fenced Patio
Owensboro
$293 nightly
The price is $315
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Loft | Hot Tub & Fenced Patio
A modern living room with a flat-screen TV mounted on the wall, a dark wooden dresser with drawers, and a ceiling fan.

16. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
$311 nightly
The price is $334
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Cove - Private HOT TUB- Sleeps 6
A kitchen with granite countertops, wooden cabinets, stainless steel appliances, and a large island with bar stools.

17. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
$340 nightly
The price is $365
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Oasis | Pool Home in Owensboro
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

18. 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.
$205 nightly
The price is $241
Nov 12 - Nov 13
Total with taxes and fees
Welcome to simple comfort a like new family friendly home Full of accommodation
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

19. Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF

Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
Owensboro
$408 nightly
The price is $412
Nov 12 - Nov 13
Total with taxes and fees
Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

20. 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
6.0 out of 10, (2 reviews)
"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.
$348 nightly
The price is $409
Nov 18 - Nov 19
Total with taxes and fees
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown 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

Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

10/10 Excellent
"I walked in the front door and it actually smelled good. I was very pleased and knew the rest would be great also. Room was very clean and nice. So glad to wake up to a real breakfast and not some continental junk. Thank for the great night! I definitely recommend."
Mark 1-night trip
Posted 20 hours ago
Greenfield Inn & Suites Owensboro, KY Airport

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 $149 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 47 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.