Henryville Vacation Rentals

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Our top choices for Henryville vacation rentals

Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
The price is CA $177
CA $415 total
includes taxes & fees
May 25 - May 26
Lakeside Cottage: 1 bed/1 bath

Lakeside Cabin: 4 bed/2.5 bath

Lakeside Cabin: 4 bed/2.5 bath
Henryville
4.0 out of 10, (1 review)
"The property upon arrival looks very impressive and beautiful but when entering the house many issues came up. The first thing that occurred was the inner storm door handle fell off immediately. Once inside it was clear that minimal cleaning had been done as the floors were not swept or mopped. The refrigerator had something spilled all over and dried to the shelves and had to be scrubbed to use it. The coffee station was well stocked but the machine did not function and we had to buy one for...
United States
Anonymous traveller
The price is CA $371
CA $848 total
includes taxes & fees
May 27 - May 28
Lakeside Cabin: 4 bed/2.5 bath

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
9.8 out of 10, Exceptional, (41 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
The price is CA $160
CA $345 total
includes taxes & fees
May 31 - Jun 1
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is CA $106
CA $553 total
includes taxes & fees
May 31 - Jun 1
St. Matthew’s - Walk to Shops & Restaurants

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (49 reviews)
"Unique and beautiful hotel in a great area. Would highly recommend."
United States
Erika
The price is CA $185
CA $215 total
includes taxes & fees
Jun 8 - Jun 9
The Bellwether Hotel

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (11 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is CA $75
CA $198 total
includes taxes & fees
May 25 - May 26
Alfesco - Walkable Highlands Guesthouse

Whiskey Stop-Close to Ky Expo, Walkable & Parking!

Whiskey Stop-Close to Ky Expo, Walkable & Parking!
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $114
CA $270 total
includes taxes & fees
May 27 - May 28
Whiskey Stop-Close to Ky Expo, Walkable & Parking!

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, (19 reviews)
"House was cozy, and host was responsive. Rooms were clean and welcoming. A lovely place to stay."
United States
Alec S.
The price is CA $146
CA $220 total
includes taxes & fees
Jun 23 - Jun 24
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.6 out of 10, Exceptional, (38 reviews)
"This little apartment was great for what we needed! Clean, efficient, fast communication with the host, and right on the river near cute shops and restaurants. The washer/dryer was a great bonus. "
United States
Courtney
The price is CA $62
CA $180 total
includes taxes & fees
May 26 - May 27
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"Amazing host! Great place to stay."
United States
Robert M.
The price is CA $207
CA $366 total
includes taxes & fees
Jun 8 - Jun 9
Carriage House, 7 minutes from downtown Louisville

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, (126 reviews)
"Really nice unit. Very comfortable and clean. Very nice area -"
United States
Harry
The price is CA $179
CA $326 total
includes taxes & fees
Jun 8 - Jun 9
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (33 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is CA $83
CA $249 total
includes taxes & fees
May 27 - May 28
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (83 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is CA $260
CA $344 total
includes taxes & fees
Jun 8 - Jun 9
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.6 out of 10, Exceptional, (23 reviews)
"This home is warm and cozy and close to everything we had planned."
United States
Dawn G.
The price is CA $130
CA $317 total
includes taxes & fees
May 31 - Jun 1
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (21 reviews)
"Great house plenty of room for our group of 12 quiet street but close to alot to do"
United States
Brandon P.
The price is CA $172
CA $579 total
includes taxes & fees
May 31 - Jun 1
Uptown Class

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (20 reviews)
"Clean room, family friendly"
United States
Josh
The price is CA $131
CA $218 total
includes taxes & fees
May 24 - May 25
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

OG Highlands Home, Walkable & priv parking!

OG Highlands Home, Walkable & priv parking!
Germantown
10.0 out of 10, Exceptional, (61 reviews)
"Everything was wonderful - house nicelyDecorated & very large &Well appointed. Nice location easy to get all around Louisville "
United States
Pamela L.
The price is CA $140
CA $348 total
includes taxes & fees
May 25 - May 26
OG Highlands Home, Walkable & priv parking!

The Perfect Spot in Downtown

The Perfect Spot in Downtown
New Albany
10.0 out of 10, Exceptional, (1 review)
The price is CA $109
CA $248 total
includes taxes & fees
May 31 - Jun 1
The Perfect Spot in Downtown

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
The price is CA $170
CA $433 total
includes taxes & fees
May 26 - May 27
The Adelyn, where comfort meets convenience

A Derby getaway – only minutes to Churchill Downs!

A Derby getaway – only minutes to Churchill Downs!
Paristown Pointe
10.0 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Nakoma F.
The price is CA $129
CA $335 total
includes taxes & fees
May 25 - May 26
A Derby getaway – only minutes to Churchill Downs!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Henryville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Henryville?

Yes, we offer vacation rentals close to well known sights in Henryville, or you can choose a more remote option if you're looking for relaxation. Henryville is known for its golf courses.

What's the top vacation rental in Henryville?

Newly renovated 4BR CozySuites: Located near Henryville, this vacation home rental is equipped with a garden, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 vacation rental in Henryville like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Henryville. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.