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Henryville Vacation Rentals

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Vacation Rentals in Henryville

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

Pendleton
9.8 out of 10, Exceptional, (59)
"My husband and I enjoyed this sweet country retreat. The peaceful setting encouraged much relaxation and long conversations. Perfect weekend."
United States
Rita G.
$209 nightly
The price is $230
Nov 16 - Nov 17
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

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

Hanover
9.8 out of 10, Exceptional, (33)
"The property was great! Excellent location with great proximity to Madison and Clifty Falls! Very clean and accommodating to dogs! Love the pet friendly aspect! Was a large decider in choosing this lovely house! Would gladly choose it again when in the area!"
United States
Eric C.
$219 nightly
The price is $252
Nov 23 - Nov 24
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

3.0 star property
New Albany
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
$298 nightly
The price is $334
Nov 17 - Nov 18
Total with taxes and fees
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

The Bellwether Hotel

3.5 star property
Tyler Park
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
$111 nightly
The price is $129
Nov 16 - Nov 17
Total with taxes and fees
The Bellwether Hotel

Carriage House, 7 minutes from downtown Louisville

louisville
10.0 out of 10, Exceptional, (44)
"We enjoyed our stay, the cottage was a quaint little home away from home for 2 while visiting the Louisville area "
United States
Ash E.
$208 nightly
The price is $241
Nov 16 - Nov 17
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (113)
"Clean and great location "
United States
Greg
$154 nightly
The price is $179
Nov 30 - Dec 1
Total with taxes and fees
Stellar Suites

The Reserve on Main

4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
$189 nightly
The price is $212
Nov 17 - Nov 18
Total with taxes and fees
The Reserve on Main

The Duke Hotel

2.0 star property
Downtown Louisville
$108 nightly
The price is $126
Nov 16 - Nov 17
Total with taxes and fees
The Duke Hotel

The Sweet Retreat Wheelchair Accessible Historic Home

2.0 star property
La Grange
10.0 out of 10, Exceptional, (5)
"The house is super cute! The renovation and decorations are very nice. Large dining table gave us room to all sit around and chat. Beds were comfortable. True to pictures."
United States
Kendra R.
$433 nightly
The price is $491
Nov 16 - Nov 17
Total with taxes and fees
The Sweet Retreat Wheelchair Accessible Historic Home

Charming Churchill Downs Cottage

Old Louisville
9.2 out of 10, Wonderful, (25)
"Loved the property and our stay!!! Check in was simple, and the property was amazing!! Thank you!!"
United States
Cayce C.
$194 nightly
The price is $227
Nov 16 - Nov 17
Total with taxes and fees
Charming Churchill Downs Cottage

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

Charlestown
10.0 out of 10, Exceptional, (11)
"We enjoyed the spacious rooms, quick access to local restaurants and how well equipped the space was. Our host Tiffinie was super responsive and helpful. The entry stairs were a little challenging after a full day of exploring but manageable. The apartment was located on a historical block with cool old houses Next-door. Overall a really terrific stay!"
United States
Shelly D.
$130 nightly
The price is $147
Nov 18 - Nov 19
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Alfesco - Walkable Highlands Guesthouse

Deer Park
8.6 out of 10, Excellent, (10)
"Check in and all communication with Matt was flawless. The accommodations were perfect for our weekend stay. Very clean, bright and quiet."
United States
Maria G.
$130 nightly
The price is $150
Nov 17 - Nov 18
Total with taxes and fees
Alfesco - Walkable Highlands Guesthouse

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

Jeffersonville
9.4 out of 10, Exceptional, (80)
"our family enjoyed the place! "
United States
patrick s.
$278 nightly
The price is $318
Nov 16 - Nov 17
Total with taxes and fees
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

5BR Very Spacious Home! Perfect for Family!

Rockcreek Lexington Road
9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
$405 nightly
The price is $421
Nov 16 - Nov 17
Total with taxes and fees
5BR Very Spacious Home! Perfect for Family!

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (38)
"Great property and location. Scott was great to deal with and very responsive. "
Canada
Mieka W.
$166 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
The Caldwell - Germantown Highlands

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

New Albany
10.0 out of 10, Exceptional, (31)
"Close to downtown. Clean and well furnished! "
United States
Denny V.
$175 nightly
The price is $198
Dec 1 - Dec 2
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Stylish House Walking Distance from the Fun of the Highlands!

Phoenix Hill
9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
$175 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Stylish House Walking Distance from the Fun of the Highlands!

Eco & Work-Friendly Stay Near NuLu & Downtown | #1

2.0 star property
Phoenix Hill
10.0 out of 10, Exceptional, (2)
"Will stay again "
United States
Robert G.
$194 nightly
The price is $207
Nov 16 - Nov 17
Total with taxes and fees
Eco & Work-Friendly Stay Near NuLu & Downtown | #1

CozySuites at Nulu

4.0 star property
Downtown Louisville
8.2 out of 10, Very Good, (26)
"The property was very nice however one of the bedrooms reeped of pet urine. I contacted them several times. They promised to send a handy man by but never did. We stayed 4 days. We could not use the second bedroom due to the order. They have not responded as of todax."
United States
Felicia
$185 nightly
The price is $215
Nov 16 - Nov 17
Total with taxes and fees
CozySuites at Nulu

Putt Putt House by Louisville Walking Bridge

2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"We stayed for 3 days while our granddaughter was in a basketball tournament. It worked out great for us, we had no problems at all. Clean, convenient and close to everything. If we come back next year we’ll try to stay there again."
United States
Ron R.
$260 nightly
The price is $294
Nov 30 - Dec 1
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Henryville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Henryville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Henryville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Henryville rentals

At Expedia, we put the best Henryville vacation 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 vacation.

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 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?

Large Eclectic 4-bed Newly Renovated House Plenty Street Parking by Shelby Park: This vacation home rental near Henryville has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.