Search Simpsonville Cottage Rentals from CA $168

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Simpsonville Cottages

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Relax in a hot tub with a clear view of the water's surface.

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (216)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Peaceful Cottage Minutes from Lake Access
Relax on the deck with a hot tub, overlooking a serene body of water and distant hills.

Peaceful Cottage Minutes from Lake Access

10.0 out of 10, Exceptional, (5)
"This location is very relaxing and central to many distilleries. It was very cosy and lovely. "
Peaceful Cottage Minutes from Lake Access
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Stroll up the porch stairs to the entrance of this charming home.

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41

10.0 out of 10, Exceptional, (5)
"Great area, trails that we all hike. We were too early in the season to use the pool. Close to shopping area. "
The price is CA $301
CA $605 total
includes taxes & fees
Sep 1 - Sep 2
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Relax in a serene space with a central hot tub, cushioned seating areas, and a ceiling fan.

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (27)
"We loved the house. Super clean, comfortable and great artwork! Owners were very helpful and made sure our stay exceeded expectations. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Enjoy al fresco dining on the covered patio with a barbecue grill and comfortable seating.

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (37)
"Came out for an archery tournament. Very quiet neighborhood. Just wish we had more tome to explore while we were there. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Cottage (2 Bedrooms) | Interior

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

3.0 star property
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
Cozy cottage with a gabled roof and front porch, surrounded by mature trees and a well-maintained lawn.

Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake

10.0 out of 10, Exceptional, (5)
"Nice quiet comfortable place to stay while visiting Kentucky"
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
Boating, bourbon and high speed internet, oh my!
Relax in this cozy living space with a large sofa, flat-screen TV, and fireplace.

Boating, bourbon and high speed internet, oh my!

10.0 out of 10, Exceptional, (15)
"It was the perfect place to stay"
Boating, bourbon and high speed internet, oh my!
Best View of Taylorville Lake My Perfect Place
Kitchen features a dishwasher, microwave, and stove, with a dining table and chairs.

Best View of Taylorville Lake My Perfect Place

9.4 out of 10, Exceptional, (63)
"We thoroughly enjoyed our stay in this cottage but there was"
Best View of Taylorville Lake My Perfect Place
Cozy Home in Louisville: Near Bardstown Road!
House (3 Bedrooms) | Interior

Cozy Home in Louisville: Near Bardstown Road!

3.0 star property
Cozy Home in Louisville: Near Bardstown Road!
Beautiful restored Victorian farmhouse
Enjoy cooking in this well-equipped kitchen with a central island, stove, and oven.

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (11)
"This property was just as described. Communication with the host was excellent. We’ll stay here again!"
The price is CA $303
CA $606 total
includes taxes & fees
Aug 11 - Aug 12
Beautiful restored Victorian farmhouse
Lake-view Kentucky Getaway w/ Resort Amenities!
Cottage (2 Bedrooms) | Interior

Lake-view Kentucky Getaway w/ Resort Amenities!

3.0 star property
Lake-view Kentucky Getaway w/ Resort Amenities!
Peaceful Home w/ Patio on 30 Acres in Coxs Creek!
House (2 Bedrooms) | Interior

Peaceful Home w/ Patio on 30 Acres in Coxs Creek!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay here very clean comfortable and private. We enjoyed the big yard and spotlighting deer in the back field at night."
Peaceful Home w/ Patio on 30 Acres in Coxs Creek!
Family-friendly Louisville Gem: Prime Location!
House (3 Bedrooms) | Interior

Family-friendly Louisville Gem: Prime Location!

3.0 star property
Family-friendly Louisville Gem: Prime Location!
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Enjoy cooking in this well-equipped kitchen with a view of the outdoors.

Bourbon Country Cottage <br>Newly renovated in the country with amazing views

10.0 out of 10, Exceptional, (51)
"Relaxing, quiet and tranquil property. Thoroughly enjoyed our stay!"
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
22-acre Home on Bourbon Trail w/ Sunroom!
Cozy cabin-style interior with a central dining area, comfortable seating, and a modern kitchen.

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!
La Grange Cabin on a Racehorse Farm w/ Pond Views!
House (1 Bedroom) | Interior

La Grange Cabin on a Racehorse Farm w/ Pond Views!

3.0 star property
La Grange Cabin on a Racehorse Farm w/ Pond Views!
Lake-View Kentucky Getaway w/ Resort Amenities!
Escape to a serene natural oasis with a tranquil grassy area surrounded by weathered tree stumps and a distant landscape.

Lake-View Kentucky Getaway w/ Resort Amenities!

9.4 out of 10, Exceptional, (8)
"Perfect location as we were visiting family in town. "
Lake-View Kentucky Getaway w/ Resort Amenities!
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, and microwave.

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

9.8 out of 10, Exceptional, (8)
"What a cute little Kentucky house. The house is spacious with a huge laundry room. We would def book this little charming house again."
The price is CA $168
CA $409 total
includes taxes & fees
Aug 13 - Aug 14
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Enjoy a peaceful retreat on the deck with a covered seating area, table, and chairs, overlooking a serene body of water and lush surroundings.

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

9.8 out of 10, Exceptional, (6)
"Great house to stay in. So clean and cute. Amazing view of the lake. Very nice and quiet community. I would definitely book here again."
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
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 Simpsonville Hotel Reviews

Drury Inn & Suites Louisville East

Drury Inn & Suites Louisville East

10/10 Excellent
"Staff was nice! Food was good! Bees were comfy! Great for a quick stop over for a toddler and I! "
Heather 1-night trip
Posted 1 day ago
Drury Inn & Suites Louisville East