Owensboro Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Owensboro vacation rentals

Exterior

1. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is AED 370
AED 1,209 total
includes taxes & fees
11 Nov - 12 Nov
Stylish Southern Stay for Music Lovers & Getaways!
A living room with a grey sofa, a coffee table, and a fireplace.

2. Bluegrass Vintage

Bluegrass Vintage
Owensboro
The price is AED 356
AED 848 total
includes taxes & fees
22 Nov - 23 Nov
Bluegrass Vintage
A covered porch with a wooden floor, a bench, and a small Christmas tree.

3. 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.
The price is AED 375
AED 644 total
includes taxes & fees
8 Nov - 9 Nov
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.

4. 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.
The price is AED 328
AED 547 total
includes taxes & fees
8 Nov - 9 Nov
MILSuite separate entry...close to all things Owensboro and Daviess County.
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

5. 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.
The price is AED 436
AED 1,616 total
includes taxes & fees
18 Nov - 19 Nov
Downtown Dream in Owensboro Ky
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

6. 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)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
The price is AED 397
AED 739 total
includes taxes & fees
6 Nov - 7 Nov
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
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.

7. 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.
The price is AED 380
AED 836 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Cottage home
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is AED 430
AED 1,266 total
includes taxes & fees
12 Nov - 13 Nov
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

9. 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.
The price is AED 403
AED 1,031 total
includes taxes & fees
8 Nov - 9 Nov
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.

10. 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.
The price is AED 413
AED 1,113 total
includes taxes & fees
15 Nov - 16 Nov
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.

11. 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.
The price is AED 327
AED 1,025 total
includes taxes & fees
11 Nov - 12 Nov
The Bluegrass Barbie
A dining area with a large table, chairs, and a chandelier.

12. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
The price is AED 492
AED 1,220 total
includes taxes & fees
5 Dec - 6 Dec
Bluegrass Getaway • Swim, Relax & Unwind
A modern living room with a dining table, chairs, a sofa, and a television.

13. Bluegrass Nest- Sleeps 8

Bluegrass Nest- Sleeps 8
Owensboro
Bluegrass Nest- Sleeps 8
A modern living room with a flat-screen TV, a fireplace, a dining area, and a kitchen with bar stools.

14. Bluegrass Loft | Hot Tub & Fenced Patio

Bluegrass Loft | Hot Tub & Fenced Patio
Owensboro
The price is AED 555
AED 1,150 total
includes taxes & fees
8 Nov - 9 Nov
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.

15. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
The price is AED 613
AED 1,215 total
includes taxes & fees
8 Nov - 9 Nov
Bluegrass Cove - Private HOT TUB- Sleeps 6
A kitchen with granite countertops, wooden cabinets, stainless steel appliances, and a large island with bar stools.

16. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
The price is AED 628
AED 1,337 total
includes taxes & fees
30 Nov - 1 Dec
Bluegrass Oasis | Pool Home in Owensboro
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

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

Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
Owensboro
The price is AED 799
AED 1,465 total
includes taxes & fees
8 Nov - 9 Nov
Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

18. 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
The price is AED 533
AED 1,167 total
includes taxes & fees
8 Nov - 9 Nov
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

19. 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.
The price is AED 703
AED 893 total
includes taxes & fees
8 Nov - 9 Nov
Welcome to simple comfort a like new family friendly home Full of accommodation
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.
The price is AED 544
AED 1,448 total
includes taxes & fees
16 Nov - 17 Nov
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

A restaurant with multiple dining tables set for guests, a bar area with a variety of bottles, and a wooden accent wall with two flat-screen TVs.
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront
Owensboro

10/10 Excellent

The room was clean and the view was beautiful. The staff went above and beyond for our entire family. We were attending a family reunion so it was over 100 of us. Breakfast was great and we loved the restaurant as well! The staff made our experience so great!
United States
Latonya
Reviewed October 25, 2026
Hampton Inn & Suites Downtown Owensboro/Waterfront

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.