Photo by Bob Croft

Holiday Homes in Henryville

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Featured Holiday Homes in Henryville

New! Kings on Restaurant Row! HotTub!Close to NuLu

8.8 out of 10, Excellent, (18)
"Great location. Modern updates with a ton of character. "
New! Kings on Restaurant Row! HotTub!Close to NuLu

Peaceful Contemporary Close to Everything

10.0 out of 10, Exceptional, (39)
"Great place to stay while we attended class at Moonshine University and toured some distilleries downtown! "
Peaceful Contemporary Close to Everything

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.4 out of 10, Exceptional, (21)
"Nice location, super cool place, would stay again! "
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (26)
"The property was in a convenient location for our stay. We went to the Louisville Mega Caverns, the Ohio River Falls, the Kentucky Derby Museum, Derby Downs Casino. We had 6 adults and the place was roomy for us all"
The price is AU$387
includes taxes & fees
20 Feb - 21 Feb
3 BR Downtown Sanctuary! Huge back yard

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (30)
"Everything was just as described! "
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Chic Flat on Central Park

10.0 out of 10, Exceptional, (15)
"If you love historic districts in cities, this apartment is for you. It is well-appointed and conveniently located to many Louisville attractions. It is especially great if you want to be near the University of Louisville or the downtown distilleries. For us it was a great location to visit relatives off Bardstown Road and in Southern Indiana. "
Chic Flat on Central Park

THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

10.0 out of 10, Exceptional, (72)
"I am not able to fully rate the property, since we were unable to stay here due to the significant snowfall in Louisville. Despite that, I did want to pass along praise for the host, James! He was a great communicator throughout and incredibly helpful in every way! 5 stars for James and I hope to return and stay at this property and explore Louisville (without snow!!) in the future!"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (143)
"Great stay. Very convenient "
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Charming Private Bungalow with EV Charger Near Downtown Louisville

10.0 out of 10, Exceptional, (77)
"Well stocked full kitchen, comfortable bed, covered parking. Nice size for two. Say “hi” to Mike for us if you stay!"
Charming Private Bungalow with EV Charger Near Downtown Louisville

Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

10.0 out of 10, Exceptional, (2)
"I was really impressed with this beautifully restored historic property. It was very clean and included some very welcoming touches. I want to come back this summer and enjoy both decks. A wonderful spot to enjoy downtown Jeff when it’s really hoppin."
The price is AU$443
includes taxes & fees
23 Feb - 24 Feb
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

River City Retreat

9.8 out of 10, Exceptional, (8)
"We felt comfortable in this home"
River City Retreat

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (63)
"Very neat place. Very satisfying for all of us."
The price is AU$1,894
includes taxes & fees
19 Feb - 20 Feb
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

7.4 out of 10, Good, (3)
"We had an amazing time at this property. We were in town for a basketball tournament and had all our family ranging from 65 to 7 years old. Everyone had a great time. Just a short drive to Louisville. Made all our meals at the house and enjoyed the pool and hot tub. The pool house was amazing. Lots of extra room to play games and sleep."
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (186)
"Huge well appointed townhouse, nicely decorated and some of the most comfortable beds we have ever slept in!Restaurants, bars, art and coffee right out your front door. Rent this place. "
Historic District Townhouse in City's BEST Location

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (20)
"Wonderful set up for our ladies weekend. Tyler was easy to work with and very responsive. Jeffersonville is a hidden gem!"
The price is AU$640
includes taxes & fees
23 Feb - 24 Feb
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

Updated 3 Bedroom Centrally Located Near Downtown

9.2 out of 10, Wonderful, (30)
"Good place, easy parking and right price. Thank you "
The price is AU$525
includes taxes & fees
19 Feb - 20 Feb
Updated 3 Bedroom Centrally Located Near Downtown

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

10.0 out of 10, Exceptional, (125)
"The house is a wonderful place to stay. It is centrally located in the city which makes it easy to get around. In addition to a really nice kitchen, there are gathering areas which accommodate a large group very well. The pool had already been closed but looks like it would be great fun in the summer. I've already recommended it to several of my friends. "
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

DerbyGrove: Newly Renovated & Near Derby

9.8 out of 10, Exceptional, (25)
"Absolutely gorgeous home that is convenient in location and very clean "
DerbyGrove: Newly Renovated & Near Derby

Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

9.8 out of 10, Exceptional, (28)
"The vbro was very nice; had many convenient items (like spices, shampoo, cream rinse, etc), plenty of towels, washer and dryer. I had to contact the owner once who could not have been nicer and took care of the issue within an hour. The location was great with everything within 15 minutes. The weather was cold and windy so would definitely came back to this area when the weather gets warmer. It seems like a great city with some really cool neighbors. Overall, the vrbo was excellent and I...
The price is AU$436
includes taxes & fees
25 Feb - 26 Feb
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Charming Louisville Retreat w/ Patio & Fireplace!

10.0 out of 10, Exceptional, (12)
"A perfect, renovated home in a special neighborhood in the heart of Louisville."
Charming Louisville Retreat w/ Patio & Fireplace!
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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Other property types in Henryville

Hancock House

3.0 star property
8.0 out of 10, Very good, (205)
"Location, it clean and very nice "
The price is AU$276
includes taxes & fees
19 Feb - 20 Feb
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is AU$307
includes taxes & fees
4 Mar - 5 Mar
Stellar Suites

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (11)
"Beautifully redone historic building. Enjoyed design features and Christmas decor! Great walkable neighborhood. "
The price is AU$208
includes taxes & fees
24 Feb - 25 Feb
The Bellwether Hotel
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.