Henryville Holiday Rentals

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Our top choices for Henryville holiday rentals

Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
The price is AU$418
includes taxes & fees
19 Mar - 20 Mar
Lakeside Cottage: 1 bed/1 bath

Lakeside Cabin: 4 bed/2.5 bath

Lakeside Cabin: 4 bed/2.5 bath
Henryville
The price is AU$866
includes taxes & fees
23 Mar - 24 Mar
Lakeside Cabin: 4 bed/2.5 bath

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Henryville
10.0 out of 10, Exceptional, (157 reviews)
"We had a great time during our stay. The cabin was as advertised and we were able to get some great family time together. "
United States
Amy M.
The price is AU$1,320
includes taxes & fees
4 Apr - 5 Apr
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (63 reviews)
"The Tack House was just what we needed for a weekend away while the kids were out camping with the scouts. "
United States
Matt and Nykki B.
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (39 reviews)
"We had a comfortable stay and our doggies loved the back yard! "
United States
Christine G.
The price is AU$354
includes taxes & fees
19 Mar - 20 Mar
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is AU$428
includes taxes & fees
31 Mar - 1 Apr
Charming house in one of Louisville's most coveted neighborhoods

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (24 reviews)
"Great place "
United States
Scott L.
The price is AU$237
includes taxes & fees
22 Mar - 23 Mar
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is AU$204
includes taxes & fees
5 Apr - 6 Apr
Alfesco - Walkable Highlands Guesthouse

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is AU$172
includes taxes & fees
23 Mar - 24 Mar
The Bellwether Hotel

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
10.0 out of 10, Exceptional, (15 reviews)
"Matt, our host, was amazing and responded quickly to my needs! The unit was in an ideal spot close to many restaurants and shops! I would definitely recommend it and can’t wait to return! "
United States
Russell D.
The price is AU$204
includes taxes & fees
23 Mar - 24 Mar
Contemporary Studio in NuLu Arts District

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (55 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is AU$349
includes taxes & fees
24 Mar - 25 Mar
Carriage House, 7 minutes from downtown Louisville

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
9.6 out of 10, Exceptional, (7 reviews)
"Clean, lovely stay. "
United States
Hannah
The price is AU$198
includes taxes & fees
22 Mar - 23 Mar
The Duke Hotel

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$248
includes taxes & fees
22 Mar - 23 Mar
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (119 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is AU$338
includes taxes & fees
30 Mar - 31 Mar
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is AU$495
includes taxes & fees
22 Mar - 23 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Historic Whiskey Row Lofts in Heart of Downtown

Historic Whiskey Row Lofts in Heart of Downtown
Downtown Louisville
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful room and great area. Communication was excellent would definitely recommend. "
Canada
Carole
The price is AU$230
includes taxes & fees
22 Mar - 23 Mar
Historic Whiskey Row Lofts in Heart of Downtown

Guthrie Coke Lofts, Walkable Entertainment

Guthrie Coke Lofts, Walkable Entertainment
Downtown Louisville
8.8 out of 10, Excellent, (35 reviews)
"Excellent host and great place to stay. "
United States
Blaine M.
The price is AU$372
includes taxes & fees
1 Apr - 2 Apr
Guthrie Coke Lofts, Walkable Entertainment

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (31 reviews)
"Host was welcoming and gave great ideas of things to do. Nice cozy apartment, would stay again. "
United States
Angela M.
The price is AU$203
includes taxes & fees
24 Mar - 25 Mar
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Stay in Historic Butchertown, Blocks From NuLu

Stay in Historic Butchertown, Blocks From NuLu
Butchertown
The price is AU$208
includes taxes & fees
1 Apr - 2 Apr
Stay in Historic Butchertown, Blocks From NuLu

A Highlands Fav Home! Festivals & DERBY 2026!

A Highlands Fav Home! Festivals & DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (57 reviews)
"We loved our location for the convenience to eateries, the zoo and Churchill Downs. Easy to access downtown and a really comfortable and fun layout to decompress at the end of the day."
United States
Kristina S.
The price is AU$368
includes taxes & fees
22 Mar - 23 Mar
A Highlands Fav Home! Festivals & DERBY 2026!
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 Henryville Hotel Reviews

Find out more about Henryville

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

Henryville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Henryville. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Henryville 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 Henryville holiday rentals we have selected for you start as low as AU$172 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Henryville rentals

At Expedia, we put the best Henryville 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 Henryville 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 Henryville 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 Henryville. 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 Henryville?

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

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

The Chestnut - Nulu : This holiday home rental outside of Henryville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Henryville?

Explore the area and family-friendly sights such as Charlestown Family Activities Park, or get out into nature at a spot like Deam Lake State Recreation Area. Champions Pointe Golf Club and White Oak Nature Preserve are other places to visit while you're in town.

What’s a holiday rental in Henryville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Henryville. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.