Crestwood Holiday Rentals

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Our top choices for Crestwood holiday rentals

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 AU$263
includes taxes & fees
8 Feb - 9 Feb
Stellar Suites

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 AU$361
includes taxes & fees
20 Jan - 21 Jan
The Reserve on Main

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (247 reviews)
"Great stay!"
United States
Tim
The price is AU$261
includes taxes & fees
20 Jan - 21 Jan
Hancock House

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is AU$212
includes taxes & fees
20 Jan - 21 Jan
The Bellwether Hotel

King Bed in Historic Building Downtown

King Bed in Historic Building Downtown
Downtown Louisville
9.2 out of 10, Wonderful, (37 reviews)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is AU$353
includes taxes & fees
20 Jan - 21 Jan
King Bed in Historic Building Downtown

Gallant Fox - NuLu/Downtown

Gallant Fox - NuLu/Downtown
Downtown Louisville
10.0 out of 10, Exceptional, (32 reviews)
"Great place, great location 10/10. "
United States
Matt P.
The price is AU$473
includes taxes & fees
20 Jan - 21 Jan
Gallant Fox - NuLu/Downtown

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AU$277
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

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 AU$262
includes taxes & fees
22 Jan - 23 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is AU$437
includes taxes & fees
1 Feb - 2 Feb
Putt Putt House by Louisville Walking Bridge

Guthrie Coke Lofts, Walkable Entertainment

Guthrie Coke Lofts, Walkable Entertainment
Downtown Louisville
9.0 out of 10, Wonderful, (34 reviews)
"Excellent host and great place to stay. "
United States
Blaine M.
The price is AU$435
includes taxes & fees
20 Jan - 21 Jan
Guthrie Coke Lofts, Walkable Entertainment

4th Street Suites - Stunning King Bed Suite

4th Street Suites - Stunning King Bed Suite
2.0 star property
Downtown Louisville
9.0 out of 10, Wonderful, (10 reviews)
"We loved our stay here! Property and room were very nice and clean! Room had everything you needed. Location was a very short walk to 4th street live and other attractions. We would stay here again! "
United States
Amy B.
The price is AU$228
includes taxes & fees
20 Jan - 21 Jan
4th Street Suites - Stunning King Bed Suite

The Burnt Barrel | New HotTub & Grill | Backyard!

The Burnt Barrel | New HotTub & Grill | Backyard!
2.0 star property
Germantown
10.0 out of 10, Exceptional, (3 reviews)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
The price is AU$349
includes taxes & fees
20 Jan - 21 Jan
The Burnt Barrel | New HotTub & Grill | Backyard!

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is AU$243
includes taxes & fees
20 Jan - 21 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Book for Derby! Close to Churchill & Expo Center!

Book for Derby! Close to Churchill & Expo Center!
Germantown
10.0 out of 10, Exceptional, (71 reviews)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
Book for Derby! Close to Churchill & Expo Center!

Just like Home! Book Early for Ky Derby 2026!

Just like Home! Book Early for Ky Derby 2026!
Germantown
10.0 out of 10, Exceptional, (54 reviews)
"Great stay! House is perfect for 2 couples. Enjoyed Louisville!"
United States
Joe K.
The price is AU$400
includes taxes & fees
20 Jan - 21 Jan
Just like Home! Book Early for Ky Derby 2026!

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 reviews)
"Cool place , great location . I would definitely book it again."
United States
james f.
The price is AU$295
includes taxes & fees
17 Feb - 18 Feb
Unique Downtown Studio with an Industrial Vibe

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is AU$409
includes taxes & fees
20 Jan - 21 Jan
Close to Everything in Louisville!!!

Condo in the Highlands walkable to restaurants, bars, and shopping

Condo in the Highlands walkable to restaurants, bars, and shopping
Cherokee Triangle
9.8 out of 10, Exceptional, (44 reviews)
"Location was great and fit exactly what our group needed. "
United States
Breann S.
The price is AU$469
includes taxes & fees
21 Jan - 22 Jan
Condo in the Highlands walkable to restaurants, bars, and shopping

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 AU$346
includes taxes & fees
20 Jan - 21 Jan
Alfesco - Walkable Highlands Guesthouse

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace
Downtown Louisville
10.0 out of 10, Exceptional, (6 reviews)
"Really loved the location, lots of food fun and amenities.. Would highly recommend!"
United States
Esther B.
The price is AU$405
includes taxes & fees
20 Jan - 21 Jan
The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace
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$212 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.