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Aug 22 - Aug 24
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Cottages in Simpsonville

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
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!
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!
22-acre Home on Bourbon Trail w/ Sunroom!
Interior

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) | Front of property

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

3.0 star property
La Grange Cabin on a Racehorse Farm w/ Pond Views!
Spacious Prospect Cottage w/ Deck & Scenic Views
Exterior

Spacious Prospect Cottage w/ Deck & Scenic Views

3.0 star property
Spacious Prospect Cottage w/ Deck & Scenic Views
Shelbyville Home - On to the Bourbon Trail!
House (5 Bedrooms) | Interior

Shelbyville Home - On to the Bourbon Trail!

3.0 star property
6.0 out of 10, (1)
Shelbyville Home - On to the Bourbon Trail!
Pond-view Cabin Near Louisville on Racehorse Farm!
House (2 Bedrooms) | Front of property

Pond-view Cabin Near Louisville on Racehorse Farm!

3.0 star property
Pond-view Cabin Near Louisville on Racehorse Farm!
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
House (3 Bedrooms) | Interior

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

3.0 star property
10.0 out of 10, Exceptional, (2)
"A quick stop over on the bourbon trail during a cross country road trip with my service dog. This place could not have been better! Impeccably clean, great communication from hosts, everything you can think of is readily available - and beds so comfortable. I will be back (with others - did not realize there were essentially three master suites as all rooms are HUGE and very well equipped). Backyard is amazing and I wish we could have enjoyed it with better weather, but the convenience alone...
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Louisville Area Home: Deck, Fire Pit, Creek!
Interior

Louisville Area Home: Deck, Fire Pit, Creek!

3.0 star property
Louisville Area Home: Deck, Fire Pit, Creek!
Indiana Vacation Rental Near Downtown Louisville!
Interior

Indiana Vacation Rental Near Downtown Louisville!

3.0 star property
Indiana Vacation Rental Near Downtown Louisville!
Central & Dog-friendly Home in Louisville w/ Yard!
Interior

Central & Dog-friendly Home in Louisville w/ Yard!

3.0 star property
Central & Dog-friendly Home in Louisville w/ Yard!
Walk to Boat Ramp: Fenced Home in Jeffersonville!
Interior

Walk to Boat Ramp: Fenced Home in Jeffersonville!

3.0 star property
Walk to Boat Ramp: Fenced Home in Jeffersonville!
Louisville Home w/ Large Yard: 15 Mi to Downtown!
House (3 Bedrooms) | Interior

Louisville Home w/ Large Yard: 15 Mi to Downtown!

3.0 star property
Louisville Home w/ Large Yard: 15 Mi to Downtown!
Taylorsville Cottage w/ Hot Tub & Lake Access!
Cottage (2 Bedrooms) | Interior

Taylorsville Cottage w/ Hot Tub & Lake Access!

3.0 star property
Taylorsville Cottage w/ Hot Tub & Lake Access!
Louisville Apartment - Walk to Restaurants!
Interior

Louisville Apartment - Walk to Restaurants!

3.0 star property
Louisville Apartment - Walk to Restaurants!
Cozy Resort-style Escape on Taylorsville Lake!
Cottage (3 Bedrooms) | Interior

Cozy Resort-style Escape on Taylorsville Lake!

3.0 star property
Cozy Resort-style Escape on Taylorsville Lake!
31 Mi to Louisville: Cabin on 235 Acres!
House (1 Bedroom) | Interior

31 Mi to Louisville: Cabin on 235 Acres!

3.0 star property
31 Mi to Louisville: Cabin on 235 Acres!
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
"This is by far the best hotel my family and I have ever been to."
Christina 3-night trip
Posted 2 days ago
Drury Inn & Suites Louisville East

Frequently asked questions

Why book your cottage in Simpsonville with Expedia?
Expedia has some superb cottages in Simpsonville, so start packing your bags for a memorable vacay close to nature. If you're on a budget, click on how much you'd like to spend and the star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect fit whatever your getaway looks like.
How can I find cheap cottages in Simpsonville?
The quickest way to locate cheap cottages in Simpsonville is with Expedia's handy filter tool. Tailor your search results by star rating, budget and amenities to access excellent rates in a few clicks.
What is there to do in Simpsonville near my cottage?
The best travel accessory is a well-thought-out travel plan. The Outlet Shoppes of the Bluegrass is a top place to kick off your exploration of Simpsonville.