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Crestwood Vacation Rentals

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Vacation Rentals in Crestwood

Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (305)
"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 CA $218
CA $285 total
includes taxes & fees
May 24 - May 25
A Cozy Cottage Near the Heart of All Louisville Attractions!
Property grounds
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (21)
"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 CA $181
CA $230 total
includes taxes & fees
Jun 11 - Jun 12
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, (113)
"Beautiful, well maintained cottage. We loved it! We wished we could have stayed longer. Very close to local activities and the airport."
The price is CA $342
CA $534 total
includes taxes & fees
Jun 10 - Jun 11
Captain's Cabin Bed & Breakfast: Historic & Romantic
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Fridge, microwave, oven, stovetop
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, (65)
"We had a group of 8 of us for the PGA and a quick trip to Buffalo Trace. We had a great time and the house suited our needs perfectly. The only thing better would have been an upstairs half bath. Host had a fire pit and chairs for us and we figured out the charcoal grill. All in all a great place to spend a couple of days out in “horse country”"
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Fridge, oven, stovetop, dishwasher
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
10.0 out of 10, Exceptional, (9)
"My wife wants to stay at a place like this everehere"
The price is CA $134
CA $280 total
includes taxes & fees
May 27 - May 28
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
8 bedrooms, iron/ironing board, travel crib, free WiFi
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
10.0 out of 10, Exceptional, (20)
"This is a wonderful property. We had family come from three different states to gather and spend some quality time together. We couldn't ask for a better place to do it. The hosts provided very detailed instructions for access to the house and parking that made it super easy for us. Once inside we found a welcome basket that made us feel instantly at home. Everyone was able to have their own bedroom and bathroom and they were all clean and comfortable. The beautiful deck had plenty of seating so...
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
Fridge, microwave, oven, stovetop
Ultimate Bourbon Experience in Heart of Louisville
10.0 out of 10, Exceptional, (4)
"We were only there for a few nights for the National High School Archery Tournament, but we had an awesome time. Cant wait to go back. Such a fun little place to stay!"
Ultimate Bourbon Experience in Heart of Louisville
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 CA $953
CA $1,805 total
includes taxes & fees
May 28 - May 29
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)
"Absolutely beautiful and very peaceful! Lots of room to accommodate family and friends! Could not have been a more perfect weekend!"
The price is CA $544
CA $909 total
includes taxes & fees
May 29 - May 30
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
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 CA $68
CA $206 total
includes taxes & fees
May 27 - May 28
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (114)
"Accurate listing, good location and clean and spacious house that is great value for the money"
The price is CA $150
CA $261 total
includes taxes & fees
Jun 3 - Jun 4
★ Victorian Louisville ★ Large 1200 sqft APT #1
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 CA $75
CA $222 total
includes taxes & fees
May 27 - May 28
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
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!
Property grounds
Family/Pet-Friendly Riverside Home w/Amazing Views
9.8 out of 10, Exceptional, (11)
"Great view"
Family/Pet-Friendly Riverside Home w/Amazing Views
Exterior
Stunning Victorian Home - prime location minutes from Louisville
9.8 out of 10, Exceptional, (14)
"Perfect for our family for celebration of life."
Stunning Victorian Home - prime location minutes from Louisville
Property grounds
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
9.8 out of 10, Exceptional, (42)
"Mom and Dad loved it and so did all the kids! Plenty of room for our large family and the hosts were absolutely wonderful. We will definitely be staying again!"
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
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 CA $168
CA $266 total
includes taxes & fees
Jun 9 - Jun 10
Stellar Suites
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.6 out of 10, Exceptional, (35)
"The hosts went above and beyond making our stay a great experience. We stayed for the Kentucky Derby and the hosts left Kentucky Derby items for us to take home, ponchos in case it rained, the fridge and freezer were stocked, and a snack basket was left out with a hand-written welcome card. Additionally, they accommodated our requests and responded in a timely manner. I have stayed several places in the past and can say without a doubt that this was the best experience due to the exceptional...
River City Retreat close to the Zoo/Expo/Airport/Churchill
Interior
Quiet and Quaint Carriage House: Sabai Sabai
9.6 out of 10, Exceptional, (5)
"This property suited our needs. It was clean and close to our destination. Quiet neighborhood."
The price is CA $56
CA $177 total
includes taxes & fees
May 27 - May 28
Quiet and Quaint Carriage House: Sabai Sabai
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is CA $123
CA $342 total
includes taxes & fees
May 28 - May 29
Close to Everything in Louisville!!!
Don't see what you're looking for?
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

Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1103)
"Nice hotel and convenient location to dining and entertainment. Did not like the $42/day valet parking fee."
The price is CA $306
CA $360 total
includes taxes & fees
May 24 - May 25
Omni Louisville Hotel
Front of property - evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3164)
"The staff was absolutely amazing and so kinda. Helpful in every way. The room was spotless and the bathroom was amazing as well."
The price is CA $168
CA $198 total
includes taxes & fees
May 27 - May 28
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, (1003)
"Roxanne at the front desk was so nice. Our flight was delayed, and we were tired. She got us a room quickly. Since our flight was late, we weren't able to get our rental car until the next day. The hotel provided free transportation to the hotel. Derrick saw us waiting outside for an Uber and took us to the rental pick-up."
The price is CA $121
CA $143 total
includes taxes & fees
May 26 - May 27
Crowne Plaza Louisville Airport Expo Center, an IHG 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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Crestwood vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Crestwood vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crestwood vacation rentals we have selected for you start as low as CA $65 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 vacation 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 vacation.

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 vacation rental in Crestwood?

Yes, we offer vacation rentals in Crestwood near Yew Dell Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Crestwood has to offer?

One room rent: Visitors like this Crestwood vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Crestwood?

Expedia has 9 vacation 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 larger area, you’ll find Kentucky Artisan Distillery and Springhurst Towne Center Shopping Center.

What’s a vacation rental in Crestwood like?

Vacation rentals are private properties you can book for a long or short time in Crestwood. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of Crestwood properties
Expedia verified reviews