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Compare Vacation Homes in Henryville with updated reviews, rates, and availability.

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

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (185)
"This was a great stay and the property was so well-managed! Super easy to check in, everything was in great condition. Comfortable beds, and pretty much anything you need in the kitchen. The property was spotless. They provide white noise machines to mask outdoor noises, since it's on a commercial strip, but we didn't need them. Just note that you do need to climb stairs to get to the bedrooms. Deirdre was super-responsive to questions. Highly recommend."
Historic District Townhouse in City's BEST Location

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

10.0 out of 10, Exceptional, (137)
"Stayed for a few nights with family over Thanksgiving. Communication with James was outstanding. The house is exactly as pictured, which means it is interesting and beautiful, combining modern comforts with original beauty. Neighborhood could not have been better - quiet but with extremely easy walking access to a ton of stuff. Highly recommend!"
The price is AED 687
AED 1,441 total
includes taxes & fees
30 Dec - 31 Dec
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Newly Renovated Studio! Ideal location for walking to restaurants & shops

9.8 out of 10, Exceptional, (23)
"Place was very clean and cozy. Easy to get in and out and owner was very responsive. "
Newly Renovated Studio! Ideal location for walking to restaurants & shops

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

9.8 out of 10, Exceptional, (26)
"Property was clean and had amenities we needed. Great place to stay as a starting point to other points of interest. Needed to be careful where you went in some surrounding neighborhoods."
The price is AED 279
AED 999 total
includes taxes & fees
7 Jan - 8 January 2025
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Derby Cigar & Bourbon Lounge Group Stays in charming Louisville

The price is AED 694
AED 2,004 total
includes taxes & fees
29 Dec - 30 Dec
Derby Cigar & Bourbon Lounge Group Stays in charming Louisville

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (26)
"Quality family time. Spacious space. inviting "
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home

10.0 out of 10, Exceptional, (15)
"Was in Louisville for a bachelor party (20 of us). The house was amazing! Plenty of space, very clean, great location. Would definitely recommend for larger groups."
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home

Cozy home located close to Louisville that features 2 separate living areas.

10.0 out of 10, Exceptional, (4)
"Loved the number of bedrooms, both upstairs (with kitchenette) and on the first floor, great options. Host very responsive to any questions providing great help when needed for 80+ year old Mom and sister on crutches. Would recommend this home to anyone! A little outside New Albany in Greenville, IN, but close to shops. Thanks to the hosts!"
The price is AED 246
AED 1,025 total
includes taxes & fees
22 Jan - 23 January 2025
Cozy home located close to Louisville that features 2 separate living areas.

Stay at Bourbon Belle in Germantown for the Bourbon Trail, Churchill Downs! WiFi

10.0 out of 10, Exceptional, (59)
"Very nice. Beautifully decorated "
The price is AED 279
AED 746 total
includes taxes & fees
5 Jan - 6 January 2025
Stay at Bourbon Belle in Germantown for the Bourbon Trail, Churchill Downs! WiFi

5BR Very Spacious Home! Perfect for Family!

8.8 out of 10, Excellent, (9)
"We had a great stay! Beautiful home in a safe and quiet neighborhood. Great communication with host. Comfortable accommodations for 10 adults. Easy access to Freedom Hall where our event was hosted."
The price is AED 327
AED 1,399 total
includes taxes & fees
30 Dec - 31 Dec
5BR Very Spacious Home! Perfect for Family!

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

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,384
AED 4,617 total
includes taxes & fees
1 Jan - 2 January 2025
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

The Orange Door ~ Prime Germantown 4BR/2BA Luxury

10.0 out of 10, Exceptional, (19)
"It was pretty solid no real complaints."
The price is AED 584
AED 1,457 total
includes taxes & fees
8 Jan - 9 January 2025
The Orange Door ~ Prime Germantown 4BR/2BA Luxury

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (24)
"Wish it was warm enough to enjoy the backyard. Our daughter lives in Louisville. We came to visit her, and watch our 10 yo grandson swim at uofl. Also enjoyed lights under Louisville "
The Curated Chateau—Minutes from Louisville

Updated 3 Bedroom Centrally Located Near Downtown

9.2 out of 10, Wonderful, (27)
"Exactly like pics, clean everything worked, nice extras like washer dryer"
The price is AED 378
AED 1,228 total
includes taxes & fees
7 Jan - 8 January 2025
Updated 3 Bedroom Centrally Located Near Downtown

Ultra Modern in NuLu|Hot Tub|Fire Pit|King Bed

9.6 out of 10, Exceptional, (39)
"Great location for downtown and area. Very nice property. Neighborhood is a little sketchy but no issues. Would stay there again when coming to Louisville "
The price is AED 367
AED 1,454 total
includes taxes & fees
12 Jan - 13 January 2025
Ultra Modern in NuLu|Hot Tub|Fire Pit|King Bed

RIVERFRONT - Boat Slips - 10 Min to Dtown Lville

10.0 out of 10, Exceptional, (121)
"We (myself and my 12, 15, and 17 year old children) took a last minute fall break trip down south and chose this amazing home to stay in for a couple nights. WOW, did NOT disappoint!!!! The proximity to Louisville is awesome, but there are also so many great little restaurants right there in Jeffersonville. This home was probably the best part of the trip though. It ended up being a little too chilly for us to take advantage of all the cool outside activities (ping pong, volleyball, you...
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville

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

10.0 out of 10, Exceptional, (69)
"Our family enjoyed the location and cleanliness of property. Thank you for hosting our clan!"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

Modern New 3bd/3.5ba Close To Everything!

10.0 out of 10, Exceptional, (35)
"This was our 2nd time staying here. It’s in a great location and neighborhood. Perfect for visiting family and site seeing in Indiana & Kentucky. We will definitely be back again."
Modern New 3bd/3.5ba Close To Everything!

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

9.6 out of 10, Exceptional, (63)
"We were looking for somewhere to getaway with our pup and this place was amazing! The location in Jeffersonville and within 15 min to downtown Louisville was such a bonus! Was nice to have a few playgrounds within 5 min of the house for the kids and plenty of places to walk around and explore. Tyler was so responsive and extremely helpful. Would love to go back!"
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
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

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (89)
"Outstanding!"
The price is AED 490
AED 760 total
includes taxes & fees
10 Jan - 11 January 2025
Stellar Suites

Hancock House

3.0 star property
8.0 out of 10, Very Good, (197)
"I was impressed with the room. It smelled nice, it was clean, and I really liked the design. They programmed a set of codes for me and they were easy to follow. I also felt like the parking was safe. I would definitely stay there again. "
The price is AED 312
AED 576 total
includes taxes & fees
5 Jan - 6 January 2025
Hancock House

Kasa Downtown Louisville

3.5 star property
7.4 out of 10, Good, (26)
"The stay was great! The only bad thing I have to say is that there was no one in staff to let us into the parking garage. We accidentally left the key fob in the truck, and we had to wait almost 24 hours to get it out. Luckily there were scooters around town to navigate into we could get our truck back out of its own "prison"! "
Kasa Downtown Louisville
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.