Henderson County courthouse with a golden dome and columns.

Henderson Holiday Rentals

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Our top choices for Henderson holiday rentals

The Mint Julep! Upstairs 3BD 2BA Next to Brewery

The Mint Julep! Upstairs 3BD 2BA Next to Brewery
Henderson
The price is NZ$633
includes taxes & fees
8 July - 9 July
The Mint Julep! Upstairs 3BD 2BA Next to Brewery

Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (104 reviews)
"We were looking for a quiet relaxing weekend getaway and found it here. "
United States
Michelle C.
The price is NZ$268
includes taxes & fees
10 July - 11 July
Charming Treehouse with Lake View and Access

Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.8 out of 10, Exceptional, (41 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$325
includes taxes & fees
6 July - 7 July
Bluegrass Bungalow 2 bedrooms with large porch

Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.6 out of 10, Exceptional, (8 reviews)
"Everything was as expected and very welcoming "
United States
Clifton K.
The price is NZ$343
includes taxes & fees
8 July - 9 July
Trendy Two bedroom home centrally located near UE

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.8 out of 10, Exceptional, (39 reviews)
"Great stay!"
United States
Kristi M.
The price is NZ$478
includes taxes & fees
6 July - 7 July
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

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, (32 reviews)
"Area was great and house checked all our boxes. Randy the host greeted us and showed us the home. We really eenjoy"
United States
Anne S.
The price is NZ$350
includes taxes & fees
4 July - 5 July
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

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, (22 reviews)
"We loved our stay here! The property was super clean!"
United States
Meredith B.
The price is NZ$269
includes taxes & fees
14 July - 15 July
MILSuite separate entry...close to all things Owensboro and Daviess County.

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, (41 reviews)
"Was exactly what we were looking for! Very clean and they provided everything we could’ve possibly needed. Great communication as well! Would definitely stay here in the future. "
United States
Joshua M.
The price is NZ$603
includes taxes & fees
14 July - 15 July
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (3 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 NZ$411
includes taxes & fees
14 July - 15 July
Cozy Cottage home

RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee

RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee
Newburgh
10.0 out of 10, Exceptional, (1 review)
"Had a 4 night stay with my dog and was very happy with location and accommodations. Apartment was clean and had everything I needed. The shower was tricky to get working, I had never seen one like it before. Luckily, my daughter's boyfriend knew what to do, LOL. I will definitely try to book this place again when I'm visiting the area."
United States
Kimberli S.
The price is NZ$470
includes taxes & fees
27 July - 28 July
RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee

Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.6 out of 10, Exceptional, (23 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is NZ$829
includes taxes & fees
6 July - 7 July
Downtown Dream in Owensboro Ky

Cozy 1-bedroom apartment in perfect Evansville with AC

Cozy 1-bedroom apartment in perfect Evansville with AC
Evansville
The price is NZ$367
includes taxes & fees
21 July - 22 July
Cozy 1-bedroom apartment in perfect Evansville with AC

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, (23 reviews)
"This was a great rental. Very clean. Helpful and friendly host. Would definitely stay again. "
United States
Ann B.
The price is NZ$589
includes taxes & fees
7 July - 8 July
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

Riverside A3 -EVV 1BR-1BA Apt

Riverside A3 -EVV 1BR-1BA Apt
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Very clean apartment. Nice place for the spouse to chill if he didnt want to shop! No problems with anything. Located in a central location to everything we wanted to do! Will definitely return!"
United States
Lisa T.
The price is NZ$286
includes taxes & fees
5 July - 6 July
Riverside A3 -EVV 1BR-1BA Apt

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, (7 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is NZ$561
includes taxes & fees
8 July - 9 July
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Oasis in the heart of Evansville

Oasis in the heart of Evansville
Evansville
8.6 out of 10, Excellent, (4 reviews)
"Great location to stay for li e music at "
United States
Cheryl S.
The price is NZ$324
includes taxes & fees
3 July - 4 July
Oasis in the heart of Evansville

Mid-Century Brick Bungalow Home

Mid-Century Brick Bungalow Home
Evansville
6.6 out of 10, (27 reviews)
"This was such a cute overnight stay! I loved the decor, and it was perfect for us!"
United States
Chelsea M.
The price is NZ$400
includes taxes & fees
5 July - 6 July
Mid-Century Brick Bungalow Home

1 bd/1ba Apt near Haynies Corner

1 bd/1ba Apt near Haynies Corner
Evansville
10.0 out of 10, Exceptional, (4 reviews)
"Located a short walk to about anything downtown. Our host Jada was extremely helpful and accommodating. She gave wonderful recommendations on places to take my wife for our anniversary dinner. The House is a bit older but very clean and updated with about everything you need provided. Shampoo, coffee, cereal, stocked kitchen, and even wine for a fair charge that we ended up enjoying. My only negative is the living room curtains don’t provide much privacy at night (all the other rooms are fine),...
United States
Jesse U.
The price is NZ$326
includes taxes & fees
26 July - 27 July
1 bd/1ba Apt near Haynies Corner

Cozy Stylish 2 BR Home w / Relax & Enjoy

Cozy Stylish 2 BR Home w / Relax & Enjoy
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"The host was easy to communicate with. The house was very clean, new appliances, spacious and comfortable. I highly recommend this property when staying in the Owensboro area"
United States
Carly J.
The price is NZ$697
includes taxes & fees
5 July - 6 July
Cozy Stylish 2 BR Home w / Relax & Enjoy

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, (20 reviews)
"The house was perfect, clean and had all the appliances needed for our stay. Definitely will book a stay there next time I’m in town! "
United States
Wendy
The price is NZ$443
includes taxes & fees
13 July - 14 July
Welcome to simple comfort a like new family friendly home Full of accommodation
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 Henderson Hotel Reviews

Find out more about Henderson

Everything you need to know about Henderson 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 Henderson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Henderson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Henderson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Henderson. 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 Henderson 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 Henderson holiday rentals we have selected for you start as low as NZ$268 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Henderson rentals

At Expedia, we put the best Henderson 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 Henderson 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 Henderson 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 Henderson. 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

Are there holiday rentals in Henderson?

Yes, there are holiday rentals in Henderson close to Preston Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Henderson is known for its art and festivals. Make sure you have time to check out the riverfront and live music during your trip.

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

Cozy Bungalow in a nice friendly neighborhood: This holiday home rental outside of Henderson offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Henderson?

Choose from 3 Expedia holiday rentals in Henderson for a memorable holiday.

What can I see and do in Henderson?

Henderson Towhead and Green River are a couple of lovely local spots to get outside and enjoy nature. While here, John James Audubon State Park and Ellis Park Race Course are other places worth a visit.

What are holiday rentals like in Henderson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Henderson. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.