Crestwood Holiday Rentals

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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 HK$741
HK$1,429 total
includes taxes & fees
2 Feb - 3 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 HK$655
HK$2,686 total
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 HK$663
HK$1,814 total
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 HK$1,240
HK$2,485 total
includes taxes & fees
19 Jan - 20 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 HK$304
HK$1,349 total
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 HK$565
HK$1,289 total
includes taxes & fees
19 Jan - 20 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 HK$1,840
HK$4,053 total
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 HK$476
HK$1,748 total
includes taxes & fees
18 Jan - 19 Jan
Alfesco - Walkable Highlands Guesthouse

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is HK$780
HK$1,295 total
includes taxes & fees
22 Jan - 23 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 HK$971
HK$1,127 total
includes taxes & fees
19 Jan - 20 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 HK$741
HK$1,234 total
includes taxes & fees
23 Jan - 24 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 HK$837
HK$1,379 total
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 HK$1,081
HK$2,250 total
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 HK$741
HK$1,145 total
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 HK$3,537
HK$4,430 total
includes taxes & fees
10 Feb - 11 Feb
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 HK$556
HK$1,461 total
includes taxes & fees
19 Jan - 20 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 HK$1,287
HK$1,883 total
includes taxes & fees
19 Jan - 20 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 HK$546
HK$1,829 total
includes taxes & fees
18 Jan - 19 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 HK$763
HK$1,753 total
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 price is HK$695
HK$1,666 total
includes taxes & fees
18 Jan - 19 Jan
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

Search for holiday rentals in Crestwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Crestwood using one of the methods below:

  • View our selection of featured holiday rentals in Crestwood
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Look no further and take a look at our great range of rental properties in Crestwood!

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.