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Whitesville Vacation Rentals

Check prices for these dates

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

Our top choices for Whitesville vacation rentals

A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

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, (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.
$128 nightly
The price is $146
Nov 8 - Nov 9
Total with taxes and fees
MILSuite separate entry...close to all things Owensboro and Daviess County.
A wooden observation tower with a small deck and stairs, surrounded by trees.

2. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (127 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
$129 nightly
The price is $146
Nov 8 - Nov 9
Total with taxes and fees
Charming Treehouse with Lake View and Access
Exterior

3. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
$272 nightly
The price is $320
Nov 14 - Nov 15
Total with taxes and fees
Stylish Southern Stay for Music Lovers & Getaways!
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

4. 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.
$261 nightly
The price is $307
Nov 29 - Nov 30
Total with taxes and fees
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A kitchen with granite countertops, wooden cabinets, stainless steel appliances, and a large island with bar stools.

5. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
$332 nightly
The price is $356
Nov 10 - Nov 11
Total with taxes and fees
Bluegrass Oasis | Pool Home in Owensboro
A kitchen with white cabinets, a microwave, an oven, and a dishwasher.

6. Bluegrass Getaway • Swim, Relax & Unwind

Bluegrass Getaway • Swim, Relax & Unwind
Owensboro
$298 nightly
The price is $320
Dec 6 - Dec 7
Total with taxes and fees
Bluegrass Getaway • Swim, Relax & Unwind
A covered porch with a wooden floor, a bench, and a small Christmas tree.

7. 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.
$145 nightly
The price is $171
Nov 8 - Nov 9
Total with taxes and fees
Bluegrass Bungalow 2 bedrooms with large porch
A portable barbecue grill with a digital display, positioned on a concrete patio next to a house with horizontal siding.

8. Bluegrass Run- Sleeps 8 & Cozy Stay

Bluegrass Run- Sleeps 8 & Cozy Stay
Owensboro
$281 nightly
The price is $302
Nov 8 - Nov 9
Total with taxes and fees
Bluegrass Run- Sleeps 8 & Cozy Stay
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
$285 nightly
The price is $335
Nov 14 - Nov 15
Total with taxes and fees
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
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.

10. 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.
$189 nightly
The price is $222
Nov 16 - Nov 17
Total with taxes and fees
Cozy Cottage home
A modern living room with a flat-screen TV mounted on the wall, a dark wooden dresser with drawers, and a ceiling fan.

11. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
$308 nightly
The price is $331
Nov 8 - Nov 9
Total with taxes and fees
Bluegrass Cove - Private HOT TUB- Sleeps 6
A rustic log cabin with a front porch, wooden steps, and two windows.

12. 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)
"Super secluded and special place to unwind and disconnect. We really enjoyed the proximity to Owensboro. The hosts were very friendly and helpful during our stay and made us feel at home. Furnishings were all very comfortable. Lots of room to roam and enjoy."
United States
James A.
$241 nightly
The price is $273
Dec 7 - Dec 8
Total with taxes and fees
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
A living room with a grey sofa, a coffee table, and a fireplace.

13. Bluegrass Vintage

Bluegrass Vintage
Owensboro
$207 nightly
The price is $223
Nov 22 - Nov 23
Total with taxes and fees
Bluegrass Vintage
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

14. 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)
"Plenty of space. Great location. Nice place"
United States
David C.
$167 nightly
The price is $196
Nov 9 - Nov 10
Total with taxes and fees
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
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
$285 nightly
The price is $306
Nov 8 - Nov 9
Total with taxes and fees
Bluegrass Loft | Hot Tub & Fenced Patio
A modern kitchen with a TV, bar stools, and a trash can.

16. 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.
$216 nightly
The price is $245
Nov 11 - Nov 12
Total with taxes and fees
The Blue Herron of Carpenters Lake
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

17. 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.
$201 nightly
The price is $236
Nov 8 - Nov 9
Total with taxes and fees
Welcome to simple comfort a like new family friendly home Full of accommodation
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

18. 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.
$231 nightly
The price is $272
Nov 15 - Nov 16
Total with taxes and fees
The Bluegrass Barbie
A modern living room with a dining table, chairs, a sofa, and a television.

19. Bluegrass Nest- Sleeps 8

Bluegrass Nest- Sleeps 8
Owensboro
Bluegrass Nest- Sleeps 8
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

20. 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.
$382 nightly
The price is $411
Nov 16 - Nov 17
Total with taxes and fees
Downtown Dream in Owensboro Ky
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

Holiday Inn Owensboro Riverfront by IHG

Holiday Inn Owensboro Riverfront by IHG

8/10 Good
"The staff were great. Thr balcony facing the river was excellent, due to an unusually tight schedule we did not have time to use the restaurant."
David 1-night trip
Posted 1 day ago
Holiday Inn Owensboro Riverfront by IHG

Find out more about Whitesville

Everything you need to know about Whitesville 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 Whitesville 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 Whitesville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whitesville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whitesville. 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 Whitesville 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 $146 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 Whitesville rentals

At Expedia, we put the best Whitesville 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 Whitesville 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 Whitesville 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 Whitesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Whitesville?

Yes, there are vacation rentals near popular local attractions in Whitesville, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Whitesville?

The Bluegrass House: Visitors like this Whitesville vacation home rental. It offers a fireplace, a balcony, 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 selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area.

What’s a vacation rental in Whitesville like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Whitesville. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.