A rural road flanked by trees and a wooden fence.

Crestwood Holiday Rentals

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Our top choices for Crestwood holiday rentals

1. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (88 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
Charming house in one of Louisville's most coveted neighborhoods

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (18 reviews)
"Clean hotel, very helpful staff."
United States
Christopher
The price is NZ$199
includes taxes & fees
21 Nov - 22 Nov
StudioRes by Marriott Louisville East

3. WoodSpring Suites Louisville Jeffersontown

WoodSpring Suites Louisville Jeffersontown
2.5 star property
Jeffersontown
7.0 out of 10, Good, (608 reviews)
"Only stayed overnight. Guy at the front desk was nice. Only had a few issues but they were handled quickly."
United States
Kristin
The price is NZ$135
includes taxes & fees
22 Nov - 23 Nov
WoodSpring Suites Louisville Jeffersontown

4. Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (88 reviews)
"We enjoyed a lovely family wedding and birthday party weekend at this very interesting historic property."
United States
Anna S.
The price is NZ$2,064
includes taxes & fees
13 Dec - 14 Dec
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

5. Estate: Heated Pool, Hot Tub, Game Rooms, Pets

Estate: Heated Pool, Hot Tub, Game Rooms, Pets
La Grange
10.0 out of 10, Exceptional, (29 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is NZ$1,832
includes taxes & fees
7 Dec - 8 Dec
Estate: Heated Pool, Hot Tub, Game Rooms, Pets

6. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (69 reviews)
"All was great, clean and comfortable. Only issue is parking, but this was mentioned in description, so was expecting it."
United States
Paul
The price is NZ$298
includes taxes & fees
7 Dec - 8 Dec
The Bellwether Hotel

7. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (11 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
The price is NZ$834
includes taxes & fees
14 Nov - 15 Nov
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

8. Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (60 reviews)
"This is the second time we’ve stayed a long weekend here and plan to do so again in the future! Highly recommended!"
United States
Clint S.
Near Highways and a 20 Min Drive to Louisville's Main Attractions

9. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
3.0 star property
Clarksville
9.8 out of 10, Exceptional, (60 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
The price is NZ$236
includes taxes & fees
23 Nov - 24 Nov
stayAPT Suites Louisville North-Clarksville

10. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.4 out of 10, Exceptional, (158 reviews)
"Location was great near meant restaurants and nightspots"
United States
Kevin
The price is NZ$322
includes taxes & fees
19 Nov - 20 Nov
Stellar Suites

11. Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance
Louisville
9.8 out of 10, Exceptional, (159 reviews)
"Unique cabin in the woods. Tammy and Jan were attentive hosts. Breakfast in the morning was delicious. Would definitely stay here again"
United States
Suzanne H.
The price is NZ$701
includes taxes & fees
15 Nov - 16 Nov
Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance

12. The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
8.0 out of 10, Very good, (30 reviews)
"Really nice clean place to stay for very reasonable price"
United States
Joseph
The price is NZ$253
includes taxes & fees
23 Nov - 24 Nov
The Duke Hotel

13. Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful cabin with beautiful views!"
United States
Frida G.
The price is NZ$480
includes taxes & fees
15 Nov - 16 Nov
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

14. Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (267 reviews)
"Perfect location and room was great!"
United States
Gary
The price is NZ$305
includes taxes & fees
19 Nov - 20 Nov
Hancock House

15. Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (140 reviews)
"Wonderful, quiet property"
United States
Brenda O.
The price is NZ$392
includes taxes & fees
19 Nov - 20 Nov
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

16. CozySuites at Nulu

CozySuites at Nulu
3.5 star property
Downtown Louisville
7.6 out of 10, Good, (39 reviews)
"We love staying at this location when we come to Louisville. It’s a great apartment that is conveniently located. Love the view of the Big Four Bridge at night!"
United States
Jennifer
The price is NZ$411
includes taxes & fees
23 Nov - 24 Nov
CozySuites at Nulu

17. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (39 reviews)
"Great location in Clifton neighborhood!"
United States
Kelly D.
The price is NZ$331
includes taxes & fees
16 Nov - 17 Nov
Charming Clifton Loft with Balcony & Free

18. Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.8 out of 10, Excellent, (15 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
Alfesco - Walkable Highlands Guesthouse

19. OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

20. Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7

Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7
Butchertown
10.0 out of 10, Exceptional, (31 reviews)
"Great stay and location was good!"
United States
Tony N.
The price is NZ$302
includes taxes & fees
19 Nov - 20 Nov
Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7
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

Find out more about Crestwood

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Crestwood holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Crestwood. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Crestwood. Seeing all the best attractions is bound to make you fall in love with Crestwood. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Crestwood short-term rentals, that won’t be hard to do.

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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: This holiday home rental outside of Crestwood offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Crestwood?

Expedia has 6 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 get outside and enjoy nature. Other places in town to visit include Kentucky Artisan Distillery and Oldham County Arts Center.

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.