Crestwood holiday rentals

We found 300 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Crestwood that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Crestwood

Showing deals for:6 Nov - 13 Nov

Dining
Exterior
Interior
Living area
Exceptional
(8 reviews)

4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail

Simpsonville

8% off
AU$5,575
for 7 nights, 1 room
AU$796 per night
includes taxes & fees
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail
New separete entrance to a new addition
Private kitchen
Pool
Kitchen
Exceptional
(23 reviews)

Spacious 5BR Getaway – Pool, Patios & Fun

Louisville

8% off
AU$11,274
for 7 nights, 1 home
AU$1,611 per night
includes taxes & fees
Spacious 5BR Getaway – Pool, Patios & Fun
Terrace/patio
Exterior
Living room area 1 with queen bed and bunk beds
Foyer as you walk in front door
Exceptional
(14 reviews)

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Jeffersonville

20% off
AU$5,434
for 7 nights, 1 home
AU$776 per night
includes taxes & fees
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Exterior
Pool
Living area
Living area
Exceptional
(10 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

9% off
AU$5,835
for 7 nights, 1 home
AU$834 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
Dining
Private kitchen
Interior
Living area
Exceptional
(35 reviews)

❤️Stay at Peppermint Cottage - Norton Commons -Walk eat & shop- free breakfast

Prospect

16% off
AU$3,928
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
❤️Stay at Peppermint Cottage - Norton Commons -Walk eat & shop- free breakfast
Private kitchen
Exterior
Interior
Interior
Exceptional
(6 reviews)

3-bedroom condo in Norton Commons

Prospect

8% off
AU$3,604
for 7 nights, 1 apartment
AU$515 per night
includes taxes & fees
3-bedroom condo in Norton Commons
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Crestwood getaway

Learn about the unique charm of Crestwood with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Crestwood

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Crestwood a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Valhalla Golf Club (5.6 mi / 9.1 km)
  • Louisville Zoo (15.1 mi / 24.2 km)
  • Kentucky Kingdom (17.3 mi / 27.9 km)
  • Churchill Downs (18.2 mi / 29.2 km)
  • Covered Bridge Golf Club (19.3 mi / 31.1 km)
  • Persimmon Ridge Golf Club (3.1 mi / 5 km)

Exploring the natural features in Crestwood

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Crestwood is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Yew Dell Botanical Gardens (1.1 mi / 1.7 km)
  • E.P. Tom Sawyer State Park (5.6 mi / 8.9 km)
  • Beckley Creek Park (7.9 mi / 12.7 km)
  • Ohio River Valley (11.6 mi / 18.7 km)
  • Cherokee Park (13.4 mi / 21.6 km)
  • Louisville Waterfront Park (14 mi / 22.6 km)

How to get to and around Crestwood

The nearest airport is in Louisville, KY (LOU-Bowman Field), located 12.7 mi (20.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Louisville International Airport (SDF), which is 17.5 mi (28.1 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Crestwood?
The average price for a holiday home in Crestwood is based on a number of factors, like property type, length of stay and season. Whether you prefer a sprawling house with room for friends and family or a cosy cabin for just you and your sweetheart, just add your travel dates to view stays with amazing value.
How much does it cost to rent a beach house in Crestwood?
Prices for beach houses in Crestwood vary depending on the type and size of the property and when you're travelling. Just enter your travel dates into Stayz and the number of guests to view available options and prices. From there you can use the filters to tailor your search by ratings, amenities and more.
What are the top attractions for families in Crestwood?
You'll find loads of fabulous things to see and do with the family in Crestwood, including:
  • Danger Run
  • Yew Dell Botanical Gardens
  • LaGrange Main Street Visitor Centre
How old do you have to be to rent a holiday home in Crestwood?
We recommend checking with the Crestwood holiday home you're looking at on Stayz as the age limit differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Crestwood for?
How long you can book a holiday home in Crestwood varies according to the property. Just enter your desired dates to view a list of options offering extended stays. With a range of creature comforts such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Crestwood.