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Crestwood Holiday Rentals

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Holiday Rentals in Crestwood

Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (68)
"I have enjoyed my stays at Stellar Suites. "
The price is AU$274
per night
2 June - 3 June
Stellar Suites
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (304)
"Such a relaxing and peaceful place to stay! The hosts are amazing people who truly care about the comfort of their guests. We absolutely love this place ❤️"
The price is AU$323
per night
21 May - 22 May
A Cozy Cottage Near the Heart of All Louisville Attractions!
Traditional Studio | Living area
Hancock House
3.0 star property
7.8 out of 10, Good, (162)
"The room was beautiful!! The staff responded almost immediately when texted, and were extremely helpful. Overall the stay was amazing!! Would definitely stay again. "
The price is AU$264
per night
27 May - 28 May
Hancock House
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Premium Suite | Private kitchen
The Bellwether Hotel
2.0 star property
7.4 out of 10, Good, (3)
"I drove around for an hour waiting for a parking space to become available close to the hotel. There was no one on site at 7 pm when I arrived, and my code for the outside door would not work. Luckily, two guests let me in when they went in. The room had one little window at the top of the corner, making it feel like I was in the basement. The furnishings were cheap, and the floor was concrete. NOT cozy or inviting at all."
The price is AU$274
per night
20 May - 21 May
The Bellwether Hotel
Living area
One room rent
The price is AU$210
per night
21 May - 22 May
One room rent
Fridge, microwave, oven, stovetop
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (53)
"My group of 8 had an excellent time time at the house. There were ample beds for all to have their own private room and many additional beds to spare. The space is a wonderful historical mansion, with clearly several additions over the years. The outdoor spaces are sensational! Great destination for a big group!"
The price is AU$2,020
per night
20 May - 21 May
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
9.8 out of 10, Exceptional, (186)
"We stayed at the cabin for a family gathering and had a fantastic time. Wonderful spot for a long weekend with plenty of activities for the kids in our group as well as the adults. Pool table and air hockey inside for the kids, and plenty of grounds to explore outside with hiking, fishing, and a fire pit. We had 7 adults and 5 children and the cabin was the perfect size for our group. Several bedrooms and also one big room with bunk beds that was great for the kids to stay together. Cabin was...
The price is AU$1,020
per night
21 May - 22 May
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Overall it was a good stay, the place was dated but very clean and we loved the little coffee bar setup. I really wouldn't recommend more than 4 people though it can hold more, it was a bit tight with 5 of us. Comments from my friend include the need for serving size bowls and to check dishes that guests have washed. Would also recommend some coat hooks over the shoe tray inside the front door. Overall, excellent host with good communication, we had a good stay for that part of our trip."
The price is AU$381
per night
20 May - 21 May
Close to Everything in Louisville!!!
Smart TV, books
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, (28)
"This was exactly as pictured- so cozy and so close to town. It was a great place to stay with a few friends!"
The price is AU$231
per night
19 May - 20 May
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Outdoor dining
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, (17)
"Our family goes to the National Farm Machinery Show and Tractor Pulls every year. We have stayed 2 years in this house on the river, it has a beautiful view, the house is very nice and host very easy to work with."
The price is AU$1,035
per night
20 May - 21 May
6BD - Riverfront Home w/ Gorgeous Views
Property grounds
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (18)
"Wanted to find a place to gather with friends for a long fireside chat to catch up. We all loved this quiet setting and that hug of a cabin with its sweet appointments. So grateful our hosts created such a special place! Loved having time with my friends there."
The price is AU$258
per night
4 June - 5 June
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
10.0 out of 10, Exceptional, (112)
"This location was exactly as described. It was one of most interesting and quite different from the average property. If you like the feel of a rustic cabin in the woods with amazing scenery, then this is a great spot. The hosts were incredibly hospitable and kind. The house has all of the basic needs and more. I appreciate being able to experience this one."
The price is AU$590
per night
28 May - 29 May
Captain's Cabin Bed & Breakfast: Historic & Romantic
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (112)
"Southern hospitality at its best! Our host welcomed us with a wonderful local goodies basket. To my surprise the clear ponchos that I had left at home to attend the Derby were included! We had 4 ladies in our group and the beds and accommodations were perfect. There’s even a backyard patio to enjoy with a zen garden. This is a spacious Victorian beautifully remodeled with all hard wood floors. Everything was clean and very well stocked. We were able to walk downtown during the day and Uber home...
The price is AU$293
per night
27 May - 28 May
★ Victorian Louisville ★ Large 1200 sqft APT #1
Exterior
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
10.0 out of 10, Exceptional, (64)
"We really enjoyed the stay and the property was great. We would definitely stay here again"
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
Fridge, microwave, oven, stovetop
Bourbon Trail_12-ft Ceilings_Off Street Parking_Fully Remodeled Kitchen_W&D
10.0 out of 10, Exceptional, (13)
"An ideally located, remodeled, single family dwelling in a gentrifying neighborhood. we left our dog crate along the fencewall for a week before loading it back into the SUV. About a 10' drive downtown and the same to 'Eat Street' in the Highlands neighborhood along Bardstown. We had Southern fried chicken at the Eagle, Irish pub fare at Molly Malones and great food, including sake on tap, at the Dragon King's Daughter. Pics are accurate. Casual dining (no formal dining room) was fine for our...
Bourbon Trail_12-ft Ceilings_Off Street Parking_Fully Remodeled Kitchen_W&D
Exterior
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
9.8 out of 10, Exceptional, (36)
"We've joined together for Thanksgiving for several years and this was by far the nicest place. My only complaint would be the ice maker didn't work. We hope to visit again!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
Fridge, microwave, oven, stovetop
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, (23)
"The place was very nice and clean. Would definitely stay again"
The price is AU$275
per night
27 May - 28 May
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Property grounds
Family/Pet-Friendly Riverside Home w/Amazing Views
9.6 out of 10, Exceptional, (10)
"We had a great time during our stay. Our entourage included my husband and I, 3 teenagers plus 2 large dogs. It was the perfect size for sleeping, but a little tight for hanging out unless you hang out outside on the hige deck over the river. The furniture is college dorm style, but works for the purposes we needed. All in all it is a cute little house and a great location."
Family/Pet-Friendly Riverside Home w/Amazing Views
Fridge, microwave, oven, stovetop
Walk Everywhere !Downtown With A View
8.2 out of 10, Very good, (21)
"Very clean and unique setup. Great host customer service. I initially thought the train would be a problem but it only came once. I greatly appreciated the flexibility with changing dates and location. Hopefully this will be available next year!"
The price is AU$343
per night
21 May - 22 May
Walk Everywhere !Downtown With A View
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.6 out of 10, Exceptional, (33)
"Was a great stay . Home was very clean and comfortable. The little extras were very nice and welcoming. Bit of an odd layout, but wasn’t bad. I would definitely go back."
River City Retreat close to the Zoo/Expo/Airport/Churchill
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See all available properties in Crestwood
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.

Other types of properties in Crestwood you may be interested in

Front of property - evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3148)
"The Gault was wonderful Our young people felt that the food was terrific. It was very convenient. Staff was very helpful and pleasant."
The price is AU$247
per night
2 June - 3 June
Galt House Hotel Trademark Collection by Wyndham
Interior
Crowne Plaza Louisville Airport Expo Center, an IHG Hotel
3.5 star property
7.6 out of 10, Good, (1013)
"Property was nice. Staff was as not very helpful."
The price is AU$191
per night
19 May - 20 May
Crowne Plaza Louisville Airport Expo Center, an IHG Hotel
Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1117)
"Great location in the downtown. Easy to get to. Great dining in the area. I was surprised that with their room rates they charge for internet access."
The price is AU$377
per night
28 May - 29 May
Omni Louisville Hotel
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.

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$210 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.

How many holiday rentals are there in Crestwood?

Expedia has 8 holiday rentals for your stay in Crestwood.

What’s there to see and do in Crestwood?

Family-friendly attractions include Open Range Sports, whereas Yew Dell Botanical Gardens is a spot to enjoy the outdoors. In the wider area, you’ll find Kentucky Artisan Distillery and Springhurst Towne Center Shopping Center.

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.

Recent reviews of Crestwood properties
Expedia verified reviews