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Crestwood Holiday Rentals

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Our top choices for Crestwood holiday rentals

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is NZ$298
includes taxes & fees
17 Jan - 18 Jan
Stellar Suites

Aparthotel in Downtown Louisville

Hancock House
3.0 star property
8.2 out of 10, Very good, (247)
"Great stay!"
United States
Tim
Hancock House
9.8 out of 10, Exceptional, (62)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is NZ$396
includes taxes & fees
10 Jan - 11 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
10.0 out of 10, Exceptional, (19)
"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 NZ$316
includes taxes & fees
11 Jan - 12 Jan
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
9.8 out of 10, Exceptional, (29)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
The price is NZ$224
includes taxes & fees
4 Jan - 5 Jan
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
10.0 out of 10, Exceptional, (22)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is NZ$303
includes taxes & fees
11 Jan - 12 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is NZ$917
includes taxes & fees
2 Jan - 3 Jan
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Condo in Old Louisville

Charming Churchill Downs Cottage
9.2 out of 10, Wonderful, (27)
"Nice quite location i thought "
United States
josh b.
The price is NZ$404
includes taxes & fees
4 Jan - 5 Jan
Charming Churchill Downs Cottage

Apartment in Downtown Louisville

King Bed in Historic Building Downtown
9.2 out of 10, Wonderful, (35)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is NZ$269
includes taxes & fees
19 Jan - 20 Jan
King Bed in Historic Building Downtown

Apartment in Downtown Louisville

4th Street Suites - Stunning King Bed Suite
2.0 star property
9.0 out of 10, Wonderful, (10)
"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 NZ$260
includes taxes & fees
25 Jan - 26 Jan
4th Street Suites - Stunning King Bed Suite

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is NZ$231
includes taxes & fees
6 Jan - 7 Jan
The Bellwether Hotel
10.0 out of 10, Exceptional, (71)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is NZ$332
includes taxes & fees
2 Jan - 3 Jan
Book for Derby! Close to Churchill & Expo Center!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is NZ$595
includes taxes & fees
2 Jan - 3 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.8 out of 10, Exceptional, (21)
"Great place "
United States
Scott L.
The price is NZ$286
includes taxes & fees
11 Jan - 12 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is NZ$554
includes taxes & fees
5 Jan - 6 Jan
The Sweet Retreat Wheelchair Accessible Historic Home

Holiday Home in Phoenix Hill

The Chestnut - Nulu
2.0 star property
9.8 out of 10, Exceptional, (32)
"We stayed here for a "
United States
Holly J.
The price is NZ$369
includes taxes & fees
4 Jan - 5 Jan
The Chestnut - Nulu

Condo in Downtown Louisville

Theatre District, Gym Access, Free Parking
9.6 out of 10, Exceptional, (21)
"Was a great place to stay and conveniently close to where I had to be for the past 9 days!"
United States
Monica S.
The price is NZ$422
includes taxes & fees
12 Jan - 13 Jan
Theatre District, Gym Access, Free Parking

Apartment in Downtown Louisville

Contemporary Studio in NuLu Arts District
10.0 out of 10, Exceptional, (12)
"Clean and comfortable, great location."
United States
Robyn K.
The price is NZ$279
includes taxes & fees
4 Jan - 5 Jan
Contemporary Studio in NuLu Arts District
9.8 out of 10, Exceptional, (14)
"Stayed for a few days in July of 2025. Property was clean, spacious and had access to a great pool and amenities. Good central location, lots of stuff within a short walk or Uber. We were happy with the space and would stay here if traveling to Louisville again. Tyler the host responded quickly to questions I had. "
United States
Kristen C.
The price is NZ$319
includes taxes & fees
19 Jan - 20 Jan
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!
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 favorite 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 depends 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 NZ$231 per night. Entering your travel dates in the search wizard you might find 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.