Holiday Rentals in Crestwood

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Our top choices for Crestwood holiday rentals

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 €161
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 €296
includes taxes & fees
19 Jan - 20 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.8 out of 10, Exceptional, (62 reviews)
"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 €204
includes taxes & fees
21 Jan - 22 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"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 €282
includes taxes & fees
28 Jan - 29 Jan
The Sweet Retreat Wheelchair Accessible Historic Home
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 €153
includes taxes & fees
18 Jan - 19 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is €137
includes taxes & fees
15 Jan - 16 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
9.8 out of 10, Exceptional, (19 reviews)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is €457
includes taxes & fees
19 Jan - 20 Jan
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is €197
includes taxes & fees
21 Jan - 22 Jan
Alfesco - Walkable Highlands Guesthouse

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is €142
includes taxes & fees
26 Jan - 27 Jan
The Duke Hotel

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is €114
includes taxes & fees
26 Jan - 27 Jan
The Bellwether Hotel
10.0 out of 10, Exceptional, (14 reviews)
"Property was very clean, smelt great, and spacious. Located in a nice neighborhood. Hosts were extremely accommodating and friendly. Would definitely stay here again if I'm back in the area for an overnight trip. "
United States
Mandy M.
The price is €140
includes taxes & fees
15 Jan - 16 Jan
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
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 €162
includes taxes & fees
29 Jan - 30 Jan
Stellar Suites
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is €254
includes taxes & fees
19 Jan - 20 Jan
Charming house in one of Louisville's most coveted neighborhoods
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is €130
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (16 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is €468
includes taxes & fees
15 Jan - 16 Jan
Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm
10.0 out of 10, Exceptional, (71 reviews)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is €165
includes taxes & fees
15 Jan - 16 Jan
Book for Derby! Close to Churchill & Expo Center!

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
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 €207
includes taxes & fees
22 Jan - 23 Jan
The Reserve on Main

Apartment in Downtown Louisville

Contemporary Studio in NuLu Arts District
10.0 out of 10, Exceptional, (13 reviews)
"Clean room"
United States
Nate
The price is €205
includes taxes & fees
15 Jan - 16 Jan
Contemporary Studio in NuLu Arts District
2.0 star property
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 €197
includes taxes & fees
20 Jan - 21 Jan
The Burnt Barrel | New HotTub & Grill | Backyard!

Holiday Home in Phoenix Hill

The Chestnut - Nulu
2.0 star property
9.8 out of 10, Exceptional, (33 reviews)
"Great property, pristine and clean and conveniently located with good parking."
United States
David D.
The Chestnut - Nulu
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, apart-hotels, 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 €114 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?

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths: This holiday home rental outside of Crestwood offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, 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 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.