Crestwood Holiday Rentals

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Holiday Rentals in Crestwood

The Bellwether Hotel

3.5 star property
Tyler Park
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is AU$188
includes taxes & fees
4 Jan - 5 Jan 2026
The Bellwether Hotel

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is AU$267
includes taxes & fees
4 Jan - 5 Jan 2026
Stellar Suites

Hancock House

3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (245)
"Worked great for our family. Would stay again. "
United States
Manda
Hancock House

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

Louisville
9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
The price is AU$1,883
includes taxes & fees
7 Dec - 8 Dec
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

The Duke Hotel

2.0 star property
Downtown Louisville
The price is AU$244
includes taxes & fees
7 Dec - 8 Dec
The Duke Hotel

The Reserve on Main

4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1)
"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 AU$284
includes taxes & fees
7 Dec - 8 Dec
The Reserve on Main

A Cozy Cottage Near the Heart of All Louisville Attractions!

Cloverleaf
10.0 out of 10, Exceptional, (377)
"Absolutely stunning cabin!!! Super warm, quite and relaxing! Loved the eggs, bacon, and English muffins for breakfast. Bed was soft and comfortable. Shower was amazing too. We enjoyed ourselves thoroughly after the UK vs Louisville game. "
United States
crazy
The price is AU$291
includes taxes & fees
8 Dec - 9 Dec
A Cozy Cottage Near the Heart of All Louisville Attractions!

CozySuites at Nulu

4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26)
"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 AU$304
includes taxes & fees
7 Dec - 8 Dec
CozySuites at Nulu

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bagdad
9.6 out of 10, Exceptional, (239)
"Great place to stay, quiet, beautiful scenery and plenty of games and things to do. "
United States
Leah G.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is AU$390
includes taxes & fees
8 Dec - 9 Dec
Close to Everything in Louisville!!!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Jeffersontown
9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
The price is AU$1,135
includes taxes & fees
8 Dec - 9 Dec
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (86)
"Was a good place to stay. Check-in was easy. The kitchen was nice enough. "
United States
Anonymous traveller
Spectacular waterfront house!

Historic Home in Old Louisville with deck and courtyard

Old Louisville
10.0 out of 10, Exceptional, (60)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
The price is AU$712
includes taxes & fees
7 Dec - 8 Dec
Historic Home in Old Louisville with deck and courtyard

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

Downtown Louisville
9.8 out of 10, Exceptional, (42)
"This is one of the best apartments I've ever stayed in. It is exceptionally clean and well maintained. It is significantly larger than a hotel room and has a full, well stocked kitchen with plenty of coffee. There is a pleasant little balcony, and the building itself is amazing: beautiful pool with hammocks, Cafe with pool table and free beverages, gym, pet spa, and a golf simulator. Better than staying at the Omni. "
United States
Richard
The price is AU$224
includes taxes & fees
8 Dec - 9 Dec
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

King Bed in Historic Building Downtown

Downtown Louisville
9.2 out of 10, Wonderful, (35)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is AU$239
includes taxes & fees
7 Dec - 8 Dec
King Bed in Historic Building Downtown

Preston Retreat - Convenient Germantown Location

Merriwether
5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
The price is AU$332
includes taxes & fees
7 Dec - 8 Dec
Preston Retreat - Convenient Germantown Location

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

New Albany
9.8 out of 10, Exceptional, (26)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
United States
David L.
The price is AU$332
includes taxes & fees
9 Dec - 10 Dec
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (104)
"The apartment was very cute and close to a lot of activities! It was also clean and comfortable. The hosts were very responsive to all my questions. Great place!"
United States
Kristi E.
Charming Private Bungalow with EV Charger Near Downtown Louisville

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

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Newly renovated 4BR CozySuites

4.0 star property
Smoketown Jackson
10.0 out of 10, Exceptional, (1)
"Excellent "
United States
Naguib
Newly renovated 4BR CozySuites
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

Everything you need to know about Crestwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Crestwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Crestwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Crestwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crestwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Crestwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crestwood holiday rentals we have selected for you start as low as AU$188 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Crestwood rentals

At Expedia, we put the best Crestwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Crestwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Crestwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Crestwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Crestwood is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Kentucky Artisan Distillery and South Oldham Library.

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.