A bridge with a green sign indicating directions to Tell City, Indiana, and Evansville, Indiana.

Search Holiday Rentals in Henderson County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Our top choices for Henderson County holiday rentals

A modern kitchen with a white countertop, a stainless steel sink, and grey cabinets.

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

The Mint Julep! Upstairs 3BD 2BA Next to Brewery
Henderson
10.0 out of 10, Exceptional, (1 review)
"Great location. We would definitely book again."
United States
Sylvia W.
The price is £295
includes taxes & fees
8 Oct - 9 Oct
The Mint Julep! Upstairs 3BD 2BA Next to Brewery
A modern kitchen with a central island, built-in appliances, and a dining area with a window.

2. The Homestead House

The Homestead House
Henderson
9.4 out of 10, Exceptional, (3 reviews)
"Great place not far from downtown Henderson. Very quiet and comfortable. Hosts very responsive!"
United States
Amanda J.
The price is £250
includes taxes & fees
26 Oct - 27 Oct
The Homestead House
A living room with a green sofa, two armchairs, a coffee table, and a cityscape painting.

3. 1 bd/1ba Apt near Haynies Corner

1 bd/1ba Apt near Haynies Corner
Evansville
9.8 out of 10, Exceptional, (6 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 £141
includes taxes & fees
30 Sept - 1 Oct
1 bd/1ba Apt near Haynies Corner
A modern living room with a sectional sofa, a coffee table, and decorative plants.

4. Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.0 out of 10, Wonderful, (11 reviews)
"Would stay again"
United States
Scott D.
The price is £149
includes taxes & fees
5 Oct - 6 Oct
Trendy Two bedroom home centrally located near UE
A modern kitchen with white cabinets, a black backsplash, and a window with blinds.

5. Charming & Centrally Located 1 Bedroom Apt / KING BED

Charming & Centrally Located 1 Bedroom Apt / KING BED
Evansville
10.0 out of 10, Exceptional, (1 review)
"Perfect size, comfortable, clean, close to U of Evansville,"
United States
Melissa A.
Charming & Centrally Located 1 Bedroom Apt / KING BED
A living room with a round coffee table, a sofa, a patterned armchair, and a bookshelf.

6. 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.
Riverside A3 -EVV 1BR-1BA Apt
A two-story house with a red door, a small porch, and a well-maintained lawn.

7. 1520 Howard St B "HCB"

1520 Howard St B "HCB"
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, except for the traffic noise all night and the next door tenants that don't leave room for everyone to park."
United States
scott c.
The price is £127
includes taxes & fees
4 Oct - 5 Oct
1520 Howard St B "HCB"
A neatly made bed with rolled towels, a patterned throw, and a yellow pillow.

8. RiverStone Retreat A

RiverStone Retreat A
Newburgh
8.8 out of 10, Excellent, (3 reviews)
"The host was very prompt on his responses. The apartment was very well maintained and clean. There are only a couple of glasses so that would be the only thing I'd change. Overall great experience. Me and my partner want to stay next time we get a VRBO 10/10"
United States
Unspecified U.
RiverStone Retreat A
A shower with a stone wall, a glass door, and two bottles of shampoo on the wall.

9. Haynie's Apartment - 1BR/1BA

Haynie's Apartment - 1BR/1BA
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"It was nice only problem is the hot water took a long time to kick on."
United States
Aedan S.
The price is £128
includes taxes & fees
4 Oct - 5 Oct
Haynie's Apartment - 1BR/1BA
A pink building with a black entrance and a sign reading "101".

10. Birthday Suite / 1 BD/1BA Apt in Holiday House

Birthday Suite / 1 BD/1BA Apt in Holiday House
Evansville
9.2 out of 10, Wonderful, (5 reviews)
"Love the property very cute area very clean area very quiet area"
United States
Tashana
Birthday Suite / 1 BD/1BA Apt in Holiday House
A dining area with a wooden table and chairs, a bookshelf with books and decorative items, and a pet bed in the corner.

11. Green Roof Inn | Centrally Located 2BR/1BA Home

Green Roof Inn | Centrally Located 2BR/1BA Home
Evansville
8.4 out of 10, Very good, (6 reviews)
"A lovely little bungalow that is near the Swonder Ice Rink and some amazing local restaurants and coffee shops."
United States
Steph M.
The price is £157
includes taxes & fees
4 Oct - 5 Oct
Green Roof Inn | Centrally Located 2BR/1BA Home
A living room with a brown leather sofa, a grey table, a mounted TV, and an air conditioning unit.

12. Chandler D - KING 1BD/1BA Apt near Downtown

Chandler D - KING 1BD/1BA Apt near Downtown
Evansville
10.0 out of 10, Exceptional, (1 review)
"Missed hair on the shower wall"
United States
Aedan S.
Chandler D - KING 1BD/1BA Apt near Downtown
A modern hotel room with a large flat-screen TV, a dining area with a chandelier, and a cozy seating arrangement.

13. The Chic Shack | Centrally Located 2BR/1BA Home

The Chic Shack | Centrally Located 2BR/1BA Home
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"It felt like home in this space. All the extra throw blankets to be warm and cozy. The host is very easy to work with."
United States
Meisha W.
The price is £165
includes taxes & fees
4 Oct - 5 Oct
The Chic Shack | Centrally Located 2BR/1BA Home
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

14. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.6 out of 10, Exceptional, (44 reviews)
"We have absolutely loved it here the wildlife the owners are amazing. I hope that next time we’re in town will be able to stay here again."
United States
Kristen J.
The price is £208
includes taxes & fees
8 Oct - 9 Oct
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
A living room with a sofa, armchair, round coffee table, and a television mounted on the wall.

15. Redbrick Suites B - Queen 1BD\1BA Apt near UE

Redbrick Suites B - Queen 1BD\1BA Apt near UE
Evansville
Redbrick Suites B - Queen 1BD\1BA Apt near UE
A neatly made bed with white linens and two decorative pillows, a wooden headboard, a bedside table with a lamp, and a door leading to another room.

16. Spring Street Suite D

Spring Street Suite D
Evansville
The price is £173
includes taxes & fees
30 Sept - 1 Oct
Spring Street Suite D
A covered porch with a wooden floor, a bench, and a small Christmas tree.

17. 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 £142
includes taxes & fees
30 Sept - 1 Oct
Bluegrass Bungalow 2 bedrooms with large porch
A neatly made bed with a white duvet and a yellow throw, a bedside table with a lamp, and decorative wall art.

18. Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place! The outdoor lighting is really cool with the trees lit up and the house numbers lit up, as well. Only a 5 minute drive to the shops and restaurants on the river. "
United States
stephanie b.
The price is £158
includes taxes & fees
4 Oct - 5 Oct
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
A wooden observation tower with a small deck and stairs, surrounded by trees.

19. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (120 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is £118
includes taxes & fees
30 Sept - 1 Oct
Charming Treehouse with Lake View and Access
A dining area with a round table, two blue upholstered chairs, a patterned rug, a vase with flowers, a painting, and a window with green curtains.

20. The Cardinal A / King 1BD/1BA Studio Apt

The Cardinal A / King 1BD/1BA Studio Apt
Evansville
8.0 out of 10, Very good, (3 reviews)
"A good stay but missing a coffee pot. Clean and compact apartment."
United States
Deb H.
The Cardinal A / King 1BD/1BA Studio Apt
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Henderson County Hotel Reviews

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

10/10 Excellent
"The manager was amazing and obviously really cares about his hotel. I saw him helping people find seats for kickback, working the front desk, helping with breakfast, and by the elevators talking with guests. He was pleasant and helpful at all times."
Deirdre 1-night trip
Posted 2 hours ago
Drury Inn & Suites Evansville East

Find out more about Henderson County

Everything you need to know about Henderson County 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 County 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 Henderson County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Henderson County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Henderson County. 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 County 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 County holiday rentals we have selected for you start as low as £118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Henderson County rentals

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

Explore a world of travel with Expedia