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Compare 656 Vacation Homes in Simpsonville with updated reviews, rates, and availability.

615 E Washington, Nulu Bourbon Trail

9.8 out of 10, Exceptional, (77)
"Went with a group of guys and stayed at this property for a bourbon trail trip. Property is nice and met all of our needs."
615 E Washington, Nulu Bourbon Trail

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (187)
"The townhouse is as listed and great communication with the property manager, very responsive. It’s nice that they provide white noise machines in the rooms for guests who are not use to city noises, very helpful. Love the location and ability to walk around the highlands area, would definitely stay here again. "
Historic District Townhouse in City's BEST Location

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (74)
"Very nice place. I would recommend it. "
Enchanting, energizing, and enjoyable!

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

7.0 out of 10, Good, (2)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.2 out of 10, Wonderful, (15)
"We had a great stay. Good beds and nice layout. Wonderful house and area. Everyone was friendly with great service. "
The price is AED 364
AED 793 total
includes taxes & fees
13 Mar - 14 Mar
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (86)
"Five friends tasting some bourbon. The house location provided easy access to distilleries in the Louisville, Frankfort and Bardstown areas. The house itself was very clean, comfortable and roomy for 5 guys. Enjoyed the inside fire and a movie after touring. Last night grilled some steaks and had a fire pit. Tammie immediately responded to all questions and was very accommodating when our times changed. Will book again next time we're in the Louisville area."
The price is AED 735
AED 1,868 total
includes taxes & fees
18 Mar - 19 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

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

9.6 out of 10, Exceptional, (65)
"Location was quiet. Hot tub was a nice addition. Sauna wasnt working at the time of our stay, but not a deal breaker for us as we probably wouldnt have used it anyway. Beds were comfy. House appeared clean. We brought our kiddos and dog and everyone was comfortable. Yard is small, but it worked. The house was as described in the listing, and the host was great. "
The price is AED 303
AED 959 total
includes taxes & fees
16 Mar - 17 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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

9.0 out of 10, Wonderful, (22)
"Family and friends stayed at this property for five days. The home is very comfortable with plenty of seating. The beds were soft, and there was plenty of hot water. We had one small issue and the property manager took care of our concern immediately. 10/10 would totally stay here again."
The price is AED 360
AED 1,287 total
includes taxes & fees
12 Mar - 13 Mar
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

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

10.0 out of 10, Exceptional, (17)
"Enjoyed our stay here. "
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.0 out of 10, Very Good, (8)
"The house was the perfect size and setup for my family. All bedrooms are upstairs so there privacy from downstairs noise. The house was very cozy, heat worked extremely well in the winter. We did not use the pool. Just a note, it’s small but big enough for a small group of people or family with young kids. Great price for the size of home in the area. "
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

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

Welcome to Southern Hospitality with European Flair for two or more nights.

10.0 out of 10, Exceptional, (93)
"Elizabeth decorated her home for Christmas beyond our expectations! She made sure we had everything we needed from coffee to eggs to baking powder. We can’t wait to come back on our next visit to JTown. "
Welcome to Southern Hospitality with European Flair for two or more nights.

Preston Retreat - Convenient Germantown Location

2.0 out of 10, (1)
"We had no hot water for days due to the pipes not being insulated well and the water freezing. Neither toilet had running water, so the only way to flush was to slowly fill up the tank with pots of water and manually flush. There was also dirty paw prints all over the bathroom from a rodent that clearly lived in the wall that had a big chewed out hole. The owner said it was squirrels. The rest of the place wasn’t cleaned well either. When the owner responded, he sent some guys out to fix the...
The price is AED 320
AED 872 total
includes taxes & fees
18 Mar - 19 Mar
Preston Retreat - Convenient Germantown Location

Derby Cigar & Bourbon Lounge Group Stays in Louisville Kentucky

The price is AED 750
AED 2,081 total
includes taxes & fees
12 Mar - 13 Mar
Derby Cigar & Bourbon Lounge Group Stays in Louisville Kentucky

Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit

10.0 out of 10, Exceptional, (132)
"The house was represented well in pictures and description. Beautiful house with plenty of space. Great location for family and friends trips alike. Host was incredibly pleasant to deal with, and very easy to get in touch with. Cannot wait to stay again! "
Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (27)
"Stayed while attending tractor show. great set up"
The price is AED 371
AED 838 total
includes taxes & fees
12 Mar - 13 Mar
3 BR Downtown Sanctuary! Huge back yard

"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

10.0 out of 10, Exceptional, (15)
"We had the best time at this house!! It had everything we needed for a stay with friend, and the hot tub was a great touch! The house was clean and beautiful and the neighborhood was quiet. The hosts were very communicative and kind. Would definitely recommend!!"
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

Near Highways and a 20 Min Drive to Louisville's Main Attractions

10.0 out of 10, Exceptional, (38)
"Our family really enjoyed our stay at this home. Some of my grandkids wanted to stay longer (and even asked if we could all move to this home permanently, lol!) The host was great and very quick to respond with any questions we had! I would definitely recommend this place!"
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Brand New Downtown Luxury Home

10.0 out of 10, Exceptional, (9)
"This house was the perfect home base for our large group trip to Louisville! The location was very convenient - we were a few miles away from all the action on Whiskey Row, with tons of bars and restaurants right down the street. Despite being in the heart of downtown, the house itself was surprisingly spacious and comfortable. Plenty of room for everyone to spread out and relax, and the common areas were great for hanging out and playing games. We would definitely recommend this VRBO to...
Brand New Downtown Luxury Home

RIVERFRONT - Boat Slips - 10 Min to Dtown Lville

10.0 out of 10, Exceptional, (124)
"Nice clean waterfront house. Decour was inviting. It was very clean. Comfortable made you feel like home. Great location I was close to the convention center in Louisville for the North American honeybee convention. Instructions were easy to follow and prompt. I would recommend this place to 100% of my friends. "
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
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 Simpsonville

Hancock House

3.0 star property
8.0 out of 10, Very Good, (217)
"Favorite place to stay in Louisville "
The price is AED 322
AED 587 total
includes taxes & fees
12 Mar - 13 Mar
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is AED 448
AED 711 total
includes taxes & fees
30 Mar - 31 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 AED 561
AED 651 total
includes taxes & fees
16 Mar - 17 Mar
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.