Vacation Homes in Simpsonville, KY
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Top Vacation Homes in Simpsonville

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location

The Chestnut - Nulu

Stylish 2BR Retreat Minutes from NuLu & Downtown!

Stylish House Walking Distance from the Fun of the Highlands!

A Highlands Fav Home! Festivals & DERBY 2026!

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

The Ville Getaway! Centrally located to EVERYTHING! Inground pool

Charming home in the heart of the city!

☞Family Friendly | Quiet Neighborhood | Safe ☜

Family Friendly | Clean | Quiet

Brand New Downtown Luxury Home
Top hotels in Simpsonville

Derby City Gaming & Hotel - A Churchill Downs Property
Find the Best Vacation Homes in Simpsonville
Why book a vacation home in Simpsonville?
Vacation homes in Simpsonville make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Simpsonville?
Private Simpsonville rental homes range between $82 - $341 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Simpsonville vacation home rentals. You might look for Simpsonville rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Simpsonville offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Simpsonville?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Simpsonville. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Simpsonville hotels and vacation homes that best suit your stay. We also have deals for flights, and Simpsonville car rentals. You’ll save even more when you bundle your items into a Simpsonville vacation package!
How many vacation homes are available to book in Simpsonville?
There are 749 rental homes in Simpsonville. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Simpsonville?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Simpsonville Vacation Homes essential information
Accommodation | 749 Vacation Homes |
|---|---|
Lowest Price | $82 |
Highest Price | $341 |
Popular accommodation | Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location, The Chestnut - Nulu , Stylish 2BR Retreat Minutes from NuLu & Downtown!, Stylish House Walking Distance from the Fun of the Highlands!, A Highlands Fav Home! Festivals & DERBY 2026!, Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65, The Ville Getaway! Centrally located to EVERYTHING! Inground pool, Charming home in the heart of the city!, ☞Family Friendly | Quiet Neighborhood | Safe ☜, Family Friendly | Clean | Quiet, Brand New Downtown Luxury Home, ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville |
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