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Whitesville Holiday Rentals

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Our top choices for Whitesville holiday rentals

1. 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, (24 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 NZ$282
includes taxes & fees
18 Oct - 19 Oct
MILSuite separate entry...close to all things Owensboro and Daviess County.

2. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (123 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is NZ$271
includes taxes & fees
18 Oct - 19 Oct
Charming Treehouse with Lake View and Access

3. 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 NZ$539
includes taxes & fees
19 Oct - 20 Oct
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

4. 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.
The price is NZ$330
includes taxes & fees
18 Oct - 19 Oct
Bluegrass Bungalow 2 bedrooms with large porch

5. 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, (10 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is NZ$517
includes taxes & fees
19 Oct - 20 Oct
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

6. 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 NZ$453
includes taxes & fees
20 Oct - 21 Oct
Welcome to simple comfort a like new family friendly home Full of accommodation

7. 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 NZ$373
includes taxes & fees
18 Oct - 19 Oct
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

8. 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.
The price is NZ$446
includes taxes & fees
1 Nov - 2 Nov
Cozy Cottage home

9. The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
8.4 out of 10, Very good, (5 reviews)
"Very clean, they had everything you could possibly need to start, the complementary items was a nice gesture, love my cup of coffee looking at the lake, my kids love it they didn't want to leave, very beautiful home for a weekend getaway recommended 100% we enjoyed our stay."
United States
Stephanie A.
The price is NZ$462
includes taxes & fees
19 Oct - 20 Oct
The Blue Herron of Carpenters Lake

10. The Regal - Spacious 4-Bedroom Historic Retreat

The Regal - Spacious 4-Bedroom Historic Retreat
Owensboro
10.0 out of 10, Exceptional, (1 review)
"Awesome property and very responsive owner.Great location and very safe and secure..House is very unique and eclectic and nicely decorated..Rooms are spacious and great beds( my favorite was downstairs master)Host has everything you could possibly need for your stay whether it be long or short..We had issue w cooling and was able to contact host and they were there almost immediately to remedy the situation.Only draw back to our stay was there is no washer or dryer...We had a large group and...
United States
D
The price is NZ$1,532
includes taxes & fees
16 Oct - 17 Oct
The Regal - Spacious 4-Bedroom Historic Retreat

11. 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.
The price is NZ$809
includes taxes & fees
19 Oct - 20 Oct
Downtown Dream in Owensboro Ky

12. The Beaumont · 2 Bed · 2 Bath · 1100 SF

The Beaumont · 2 Bed · 2 Bath · 1100 SF
Owensboro
The Beaumont · 2 Bed · 2 Bath · 1100 SF

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

Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Owensboro
The price is NZ$1,148
includes taxes & fees
22 Oct - 23 Oct
Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB

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
The price is NZ$598
includes taxes & fees
4 Nov - 5 Nov
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is NZ$645
includes taxes & fees
22 Oct - 23 Oct
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

16. 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 NZ$520
includes taxes & fees
26 Oct - 27 Oct
The Bluegrass Barbie

17. 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.
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!

18. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Lewisport
10.0 out of 10, Exceptional, (2 reviews)
"What a great place to stay to get away from it all with the family! "
United States
Favour R.
The price is NZ$553
includes taxes & fees
19 Oct - 20 Oct
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

19. Spacious Home with Waterfront Views on Peaceful Countryside!

Spacious Home with Waterfront Views on Peaceful Countryside!
Cloverport
9.8 out of 10, Exceptional, (6 reviews)
"Very nice, clean, and quiet."
United States
Tammy W.
The price is NZ$730
includes taxes & fees
19 Oct - 20 Oct
Spacious Home with Waterfront Views on Peaceful Countryside!

20. The Paddock · 2 Bed · 2 Bath · 1100 SF

The Paddock · 2 Bed · 2 Bath · 1100 SF
Owensboro
The price is NZ$1,067
includes taxes & fees
16 Oct - 17 Oct
The Paddock · 2 Bed · 2 Bath · 1100 SF
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 Whitesville Hotel Reviews

Find out more about Whitesville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Whitesville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Whitesville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Whitesville. Seeing all the best attractions is bound to make you fall in love with Whitesville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Whitesville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Whitesville?

Yes, there are holiday rentals close to the most popular sights in Whitesville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whitesville has to offer?

The Bluegrass House: This holiday home rental outside of Whitesville offers a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Whitesville?

Explore the area and family-friendly sights such as International Bluegrass Music Museum, or get out into nature at a spot like Smothers Park. Kentucky Wesleyan College and Owensboro Museum of Fine Art are a couple of places you'll find in the wider area.

What’s a holiday rental in Whitesville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whitesville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.