Holiday Rentals Owensboro from £106: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Owensboro has to offer?

Heated Swimming Pool + Hot Tub + Privacy : This highly rated holiday home rental in Owensboro offers an outdoor pool, a fireplace 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, 1 hot tub and a selection of books so that you can immerse yourself in your holiday. 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 .

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Our top choices for Owensboro holiday rentals

A covered porch with a wooden floor, a bench, and a small Christmas tree.

1. Bluegrass Bungalow 2 bedrooms with large porch

Owensboro

Jennifer A.

includes taxes & fees

10 Nov - 11 Nov

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.

Owensboro

Randy W.

includes taxes & fees

10 Nov - 11 Nov

3. Stylish Southern Stay for Music Lovers & Getaways!

Owensboro

includes taxes & fees

16 Nov - 17 Nov

A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

4. Downtown Dream in Owensboro Ky

Owensboro

James K.

includes taxes & fees

16 Nov - 17 Nov

A living room with a grey sofa, a coffee table, and a fireplace.

5. Bluegrass Vintage

Owensboro

includes taxes & fees

29 Nov - 30 Nov

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

Owensboro

Kristen C.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sofa, coffee table, and a dining table.

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

Owensboro

includes taxes & fees

16 Nov - 17 Nov

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!

Owensboro

Danielle B.

includes taxes & fees

10 Nov - 11 Nov

A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

9. The Bluegrass Barbie

Owensboro

"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...

Jessica S.

includes taxes & fees

16 Nov - 17 Nov

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

Owensboro

Johnny J.

includes taxes & fees

29 Nov - 30 Nov

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

Owensboro

Isaac D.

includes taxes & fees

15 Nov - 16 Nov

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

Owensboro

A spacious living room with a fireplace, a ceiling fan, and a television.

13. Bluegrass Getaway • Swim, Relax & Unwind

Owensboro

includes taxes & fees

30 Nov - 1 Dec

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

Owensboro

John

includes taxes & fees

10 Nov - 11 Nov

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

Owensboro

includes taxes & fees

23 Nov - 24 Nov

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

Owensboro

includes taxes & fees

23 Nov - 24 Nov

A kitchen with granite countertops, wooden cabinets, stainless steel appliances, and a large island with bar stools.

17. Bluegrass Oasis | Pool Home in Owensboro

Owensboro

includes taxes & fees

10 Nov - 11 Nov

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

Owensboro

Jonathan M.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

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

Owensboro

includes taxes & fees

10 Nov - 11 Nov

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!

Owensboro

Tyler C.

includes taxes & fees

16 Nov - 17 Nov

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Find holiday rentals that suit your style

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

Owensboro

10/10 Excellent

Owen

A modern hotel with a clear entrance, a sign indicating it's a Hampton Inn by Hilton, and a covered area with a 'Welcome' sign.

Hampton Inn Owensboro South

Owensboro

8/10 Good

Anonymous traveller

A hotel room with a bed, a sofa, a coffee table, and a floor lamp.

Greenfield Inn & Suites Owensboro, KY Airport

Owensboro

10/10 Excellent

Anonymous traveller

A hotel room with two beds, a desk, and a window with curtains.

Wingate by Wyndham Owensboro

Owensboro

8/10 Good

Colin

Find out more about Owensboro

Everything you need to know about Owensboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Owensboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Owensboro holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Owensboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Owensboro holiday rentals we have selected for you start as low as £106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Owensboro rentals

At Expedia, we put the best Owensboro holiday 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 holiday.

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.

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?

Heated Swimming Pool + Hot Tub + Privacy: This highly rated holiday home rental in Owensboro offers an outdoor pool, a fireplace 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, 1 hot tub and a selection of books so that you can immerse yourself in your holiday. 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 holiday rentals will I find in Owensboro?

Expedia has 47 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.

Search Holiday Rentals in Owensboro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Owensboro holiday rentals

1. Bluegrass Bungalow 2 bedrooms with large porch

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

3. Stylish Southern Stay for Music Lovers & Getaways!

4. Downtown Dream in Owensboro Ky

5. Bluegrass Vintage

6. Cozy Cottage home

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

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

9. The Bluegrass Barbie

10. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

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

12. Bluegrass Run- Sleeps 8 & Cozy Stay

13. Bluegrass Getaway • Swim, Relax & Unwind

14. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

15. Bluegrass Loft | Hot Tub & Fenced Patio

16. Bluegrass Cove - Private HOT TUB- Sleeps 6

17. Bluegrass Oasis | Pool Home in Owensboro

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

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

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

Find holiday rentals that suit your style

Top Owensboro Hotel Reviews

Hampton Inn & Suites Downtown Owensboro/Waterfront

10/10 Excellent

Find out more about Owensboro

Owensboro holiday rentals: An excellent choice for every season

How to find incredible deals on Owensboro rentals

Frequently Asked Questions

Can I find holiday rentals in Owensboro?

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

How many holiday rentals will I find in Owensboro?

What’s there to see and do in Owensboro?

What’s a holiday rental in Owensboro like?