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Top Holiday Rentals in Owensboro

Downtown condo Cozy 2-bedroom with WiFi, AC in charming Owensboro

9.0 out of 10, Wonderful, (9)
"Super fun space and fantastic location. Would recommend !"
Downtown condo Cozy 2-bedroom with WiFi, AC in charming Owensboro

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

10.0 out of 10, Exceptional, (43)
"Very nice place. Would stay again. "
Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

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

2.0 star property
9.8 out of 10, Exceptional, (19)
"Our stay there was amazing. Very clean and very good communication. In a good quite area "
The price is £117
includes taxes & fees
20 Aug - 21 Aug
MILSuite separate entry...close to all things Owensboro and Daviess County.

Downtown Dream in Owensboro Ky

9.8 out of 10, Exceptional, (16)
"We had a great stay. Would absolutely stay here again."
The price is £376
includes taxes & fees
27 Aug - 28 Aug
Downtown Dream in Owensboro Ky

Blue Moon Cottage: Music Room, Inground Pool

9.8 out of 10, Exceptional, (25)
"Great overall!"
The price is £314
includes taxes & fees
29 Aug - 30 Aug
Blue Moon Cottage: Music Room, Inground Pool

Bluegrass Bungalow 2 bedrooms with large porch

9.8 out of 10, Exceptional, (15)
"It was a nice stay! Property was clean and easy to find!"
Bluegrass Bungalow 2 bedrooms with large porch

Log Cabin Retreat in Kentucky: Fire Pit & Grill!

9.6 out of 10, Exceptional, (10)
"This tranquil home was lovely and the hosts were the most gracious we have had in any Vrbo or air b and b. It is lovely and relaxing in and around the cabin. We will be back. "
Log Cabin Retreat in Kentucky: Fire Pit & Grill!

Centrally Located Mid Century Traditional Home

4.0 star property
10.0 out of 10, Exceptional, (11)
"Thank you Chuck. We enjoyed our stay. Very convenient location for our stay. Very clean and comfortable."
Centrally Located Mid Century Traditional Home

Entire home Beautiful remodeled bluegrass bungalow

9.4 out of 10, Exceptional, (14)
"Would highly recommend! Great location "
Entire home Beautiful remodeled bluegrass bungalow

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

9.6 out of 10, Exceptional, (20)
"We stayed here a week to visit friends and family in the tri state. Location was convenient and fenced yard great for our dogs."
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

315 West 14th Street

10.0 out of 10, Exceptional, (15)
"Very comfortable space with everything needed to enjoy short family trip"
315 West 14th Street

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

10.0 out of 10, Exceptional, (11)
"A great option for families who want to stay in the area. "
The price is £188
includes taxes & fees
20 Aug - 21 Aug
Welcome to simple comfort a like new family friendly home Full of accommodation

2 Queen beds + 2 Full Bathrooms Kitchen + Laundry Room + Patio

10.0 out of 10, Exceptional, (7)
"Perfect 2 bed 2 bath home. Very clean and well maintained and stocked. Great communication from owner with very good instructions. Came to visit family for Christmas and it was so much better than getting hotel rooms. "
The price is £242
includes taxes & fees
20 Aug - 21 Aug
2 Queen beds + 2 Full Bathrooms Kitchen + Laundry Room + Patio

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

2.0 star property
10.0 out of 10, Exceptional, (19)
"Owener was quick to respond to issues with property also provided great local guidance about the area during our stay!"
The price is £155
includes taxes & fees
22 Aug - 23 Aug
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Private 1 bdrm apartment in the heart of the city. Pet friendly.

10.0 out of 10, Exceptional, (10)
"Centrally located, very clean, great communication, very helpful and would stay there again if/when occasion arises."
Private 1 bdrm apartment in the heart of the city. Pet friendly.

Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

10.0 out of 10, Exceptional, (1)
"The house was perfect place to stay for a family vacation. It was very spacious, clean, and it had all the amenities. The pool was very clean and big enough to where both adults and kids could comfortably share it. Access to the pool shed was provided. This is where all the floaties and pool noodles were stored.The hosts were really awesome. They allowed us to check in a half hour early and where easy to get a hold of. They also left a welcome booklet on the desk which listed things to...
Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

Log Cabin Retreat in Kentucky: Fire Pit & Grill!

3.0 star property
Log Cabin Retreat in Kentucky: Fire Pit & Grill!

Charming Treehouse with Lake View and Access

9.6 out of 10, Exceptional, (72)
"Pictures are exactly what you get. No false advertisement. Not for a large group outing. Very quiet and peaceful. Outdoor feeling but still not far from town. Will definitely make another trip. "
The price is £118
includes taxes & fees
20 Aug - 21 Aug
Charming Treehouse with Lake View and Access

Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

9.6 out of 10, Exceptional, (61)
"Such a fun place to stay! "
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Renovated Ranch: 3BDRM 2BATH with King Bed, En-Suite, Sleeps 6, Hot Tub & more!

9.8 out of 10, Exceptional, (6)
"Great place as advertised! Only feedback: no body wash in the showers (did find a mega jug in the laundry room); lots of bird droppings on outside table. "
The price is £395
includes taxes & fees
24 Aug - 25 Aug
Renovated Ranch: 3BDRM 2BATH with King Bed, En-Suite, Sleeps 6, Hot Tub & more!
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

Frequently asked questions

Can I find holiday rentals in Owensboro?

Yes, there are holiday rentals in Owensboro close to International Bluegrass Music Museum, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Owensboro has to offer?

Bluegrass Bungalow 2 bedrooms with large porch: This highly rated holiday home rental in Owensboro has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Owensboro include Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly. and Blue Moon Cottage: Music Room, Inground Pool.

How many holiday rentals will I find in Owensboro?

Expedia has 36 holiday 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 holiday rental in Owensboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Owensboro. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip.