Photo by Bob Croft

Henryville Holiday Rentals

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Our top choices for Henryville holiday rentals

1. Tiny Lakeside Cottage I 50 Acres of Gardens

Tiny Lakeside Cottage I 50 Acres of Gardens
Henryville
10.0 out of 10, Exceptional, (1 review)
"Awesome place in a gated property. The tiny home is exactly as pictured. Will 100% stay here again for future Henryville visits to see family."
United States
Jonathan B.
The price is NZ$543
includes taxes & fees
9 Nov - 10 Nov
Tiny Lakeside Cottage I 50 Acres of Gardens

2. 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, (176 reviews)
"Great host, clean house in a great location. We really enjoyed our stay."
United States
Michael S.
The price is NZ$890
includes taxes & fees
11 Nov - 12 Nov
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

3. Enchanting Lakeside Cabin I 50 Acres of Gardens

Enchanting Lakeside Cabin I 50 Acres of Gardens
Henryville
8.0 out of 10, Very good, (3 reviews)
"The most beautiful and peaceful place we have ever stayed!! It was neat to find out the history and if you have the chance to stay here, DO NOT MISS IT!! if I could have stayed forever I would have. I was sad to leave! Just a very special place!! I’ve stayed in a LOT of different places and none compares!! It was an honor & our dogs absolutely loved the place!! Never seen them so happy and comfortable in a place!!"
United States
Melanie G.
The price is NZ$1,121
includes taxes & fees
16 Nov - 17 Nov
Enchanting Lakeside Cabin I 50 Acres of Gardens

4. The Secluded Woodland Retreat | Cabin + Cottage

The Secluded Woodland Retreat | Cabin + Cottage
Henryville
The price is NZ$1,874
includes taxes & fees
8 Dec - 9 Dec
The Secluded Woodland Retreat | Cabin + Cottage

5. Country home with beautiful views and access to hiking, biking, and horse trails

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (44 reviews)
"Nice peaceful place quiet and just what we was looking for"
United States
Cruze B.
The price is NZ$487
includes taxes & fees
11 Nov - 12 Nov
Country home with beautiful views and access to hiking, biking, and horse trails

6. 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, (29 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
The price is NZ$269
includes taxes & fees
2 Dec - 3 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

7. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (59 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
The price is NZ$226
includes taxes & fees
20 Nov - 21 Nov
stayAPT Suites Louisville North-Clarksville

8. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (273 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveller
The price is NZ$99
includes taxes & fees
12 Nov - 13 Nov
2 Queen Beds|Nsmk,Micfridge

9. Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
Floyd knobs
9.0 out of 10, Wonderful, (10 reviews)
"Great spot for a guys weekend."
United States
Fr. Jay H.
The price is NZ$333
includes taxes & fees
9 Nov - 10 Nov
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

10. Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville

Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville
New Albany
9.8 out of 10, Exceptional, (39 reviews)
"Overall great stay. Communication with the host was excellent. Loved the property and location."
United States
Christopher H.
The price is NZ$697
includes taxes & fees
15 Nov - 16 Nov
Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville

11. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.4 out of 10, Exceptional, (158 reviews)
"Location was great near meant restaurants and nightspots"
United States
Kevin
The price is NZ$322
includes taxes & fees
9 Nov - 10 Nov
Stellar Suites

12. The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
8.0 out of 10, Very good, (30 reviews)
"Really nice clean place to stay for very reasonable price"
United States
Joseph
The price is NZ$253
includes taxes & fees
9 Nov - 10 Nov
The Duke Hotel

13. Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (53 reviews)
"Nice property, we would stay again"
United States
Allan A.
The price is NZ$363
includes taxes & fees
11 Nov - 12 Nov
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

14. CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
7.6 out of 10, Good, (37 reviews)
"We love staying at this location when we come to Louisville. It’s a great apartment that is conveniently located. Love the view of the Big Four Bridge at night!"
United States
Jennifer
The price is NZ$406
includes taxes & fees
9 Nov - 10 Nov
CozySuites at Nulu

15. The Curated Chateau—Minutes from Louisville

The Curated Chateau—Minutes from Louisville
New Albany
9.8 out of 10, Exceptional, (47 reviews)
"It was a perfect stay for our weekend at Churchill Downs."
United States
Peggy S.
The price is NZ$505
includes taxes & fees
9 Nov - 10 Nov
The Curated Chateau—Minutes from Louisville

16. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (67 reviews)
"All was great, clean and comfortable. Only issue is parking, but this was mentioned in description, so was expecting it."
United States
Paul
The price is NZ$303
includes taxes & fees
29 Nov - 30 Nov
The Bellwether Hotel

17. Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (63 reviews)
"Parking was very easy. Kitchen was excellent and had numerous dishes, silverware, and appliances. House was very updated and location was excellent."
United States
Kelsey O.
The price is NZ$775
includes taxes & fees
19 Nov - 20 Nov
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

18. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (13 reviews)
"Has all the amenities you would need and is in a quiet neighborhood. Great for families."
United States
Stephen
The price is NZ$473
includes taxes & fees
9 Dec - 10 Dec
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

19. Historic Whiskey Row Loft | Queen Suite | Sleeps 2

Historic Whiskey Row Loft | Queen Suite | Sleeps 2
Downtown Louisville
9.8 out of 10, Exceptional, (12 reviews)
"A better clarification on all of the codes would have been nice before we got there"
United States
William
The price is NZ$242
includes taxes & fees
9 Nov - 10 Nov
Historic Whiskey Row Loft | Queen Suite | Sleeps 2
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.

Find holiday rentals that suit your style

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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 favorite 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 depends 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 NZ$98 per night. Entering your travel dates in the search wizard you might find 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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: This holiday home rental outside of Henryville offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 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 patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Henryville?

Explore the area and family-friendly sights such as Kentuckiana Trading, 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.