Crestwood Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Crestwood holiday rentals

View from room

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (248 reviews)
"Great stay!"
United States
Tim
Hancock House
Lounge

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is HK$922
HK$1,478 total
includes taxes & fees
22 Feb - 23 Feb
Stellar Suites
Seasonal outdoor pool

CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
8.0 out of 10, Very good, (27 reviews)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is HK$512
HK$1,501 total
includes taxes & fees
9 Mar - 10 Mar
CozySuites at Nulu
Interior

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is HK$274
HK$1,316 total
includes taxes & fees
10 Feb - 11 Feb
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is HK$414
HK$1,342 total
includes taxes & fees
16 Feb - 17 Feb
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Living area

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
9.6 out of 10, Exceptional, (24 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is HK$352
HK$1,315 total
includes taxes & fees
9 Feb - 10 Feb
Stylish House Walking Distance from the Fun of the Highlands!
32-inch Smart TV with cable channels

The Reserve on Main

The Reserve on Main
4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is HK$1,289
HK$1,887 total
includes taxes & fees
9 Feb - 10 Feb
The Reserve on Main
27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is HK$500
HK$1,034 total
includes taxes & fees
9 Feb - 10 Feb
The Duke Hotel
Fridge, microwave, oven, stovetop

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
10.0 out of 10, Exceptional, (19 reviews)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is HK$1,139
HK$3,454 total
includes taxes & fees
9 Feb - 10 Feb
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Smart TV, books

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Close to town with a lot to do. Nice quiet area. "
United States
Dakota H.
The price is HK$625
HK$1,324 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Interior

4th Street Suites - Extravagant King Bed Suite

4th Street Suites - Extravagant King Bed Suite
Downtown Louisville
9.8 out of 10, Exceptional, (22 reviews)
"Clean room and great location. Enjoyed being able to walk to many restaurants and to tours. "
United States
Doug H.
The price is HK$532
HK$1,380 total
includes taxes & fees
15 Feb - 16 Feb
4th Street Suites - Extravagant King Bed Suite
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is HK$954
HK$1,108 total
includes taxes & fees
9 Feb - 10 Feb
The Bellwether Hotel
Private kitchen

Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!
Downtown Louisville
9.8 out of 10, Exceptional, (14 reviews)
"Great stay. Tyler was an excellent host as was the property. Will be our go to place next time in Louisville. "
United States
Carol G.
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!
Fridge, microwave, oven, stovetop

Germantown Fav! BOOK for MATS, DERBY 2026!

Germantown Fav! BOOK for MATS, DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Cute comfortable house would go again"
United States
Hope N.
The price is HK$557
HK$1,464 total
includes taxes & fees
9 Feb - 10 Feb
Germantown Fav! BOOK for MATS, DERBY 2026!
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is HK$367
HK$1,057 total
includes taxes & fees
10 Feb - 11 Feb
Alfesco - Walkable Highlands Guesthouse
Interior

King Bed in Historic Building Downtown

King Bed in Historic Building Downtown
Downtown Louisville
9.2 out of 10, Wonderful, (39 reviews)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is HK$414
HK$1,111 total
includes taxes & fees
9 Feb - 10 Feb
King Bed in Historic Building Downtown
Dining

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Downtown Louisville
10.0 out of 10, Exceptional, (43 reviews)
"Great location!"
United States
Michelle H.
The price is HK$430
HK$1,215 total
includes taxes & fees
16 Feb - 17 Feb
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Interior

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (19 reviews)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is HK$1,844
HK$4,035 total
includes taxes & fees
9 Feb - 10 Feb
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
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 Crestwood Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

10/10 Excellent
"Exactly the way it should have been. "
Gary M 1-night trip
Posted 2 days ago
Derby City Gaming & Hotel - A Churchill Downs Property

Find out more about Crestwood

Search for holiday rentals in Crestwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Crestwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Crestwood!

Frequently asked questions

Can I find a holiday rental in Crestwood?

Yes, there are holiday rentals in Crestwood close to Yew Dell Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Crestwood has to offer?

Charming home in the heart of the city!: This holiday home rental outside of Crestwood is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Crestwood?

Expedia has 7 holiday rentals for your stay in Crestwood.

What’s there to see and do in Crestwood?

Yew Dell Botanical Gardens and Summer Field by the Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Open Range Sports. Other places in town to visit include South Oldham Library and Kentucky Artisan Distillery.

What’s a holiday rental in Crestwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crestwood. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.