Crestwood Vacation Rentals

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Browse Select Crestwood Vacation Homes

Our top choices for Crestwood vacation homes

"Felix was great and communicated evey step of our trip. We were just a short walk to Churchill Downs. Would definitely stay again."

CA $330 total

includes taxes & fees

Sep 28 - Sep 29

"House was perfect for our group 7! We had plenty of space and enjoyed playing games in the backyard. Definitely exceeded our expectations."

CA $443 total

includes taxes & fees

Sep 29 - Sep 30

3 bedrooms, travel crib, free WiFi, bed sheets

"This location was great. House worked for us for the week we were in KY for the bourbon trail. Any issue we had while we were there the property owner corrected. "

CA $291 total

includes taxes & fees

Sep 15 - Sep 16

"We stopped for one night traveling through. The place was clean, easy to find, and close to a charming downtown. It was also close to many Louisville attractions. Rebecca was very quick to respond and was very communicative. "

CA $273 total

includes taxes & fees

Sep 29 - Sep 30

"This is a quiet and cozy house with a gorgeous hot tub. It was close enough to Bowman Field without the hassle of traffic in Louisville. Highly recommend!"

CA $383 total

includes taxes & fees

Sep 14 - Sep 15

"Oak & Barrel was a great place to stay for a weekend on the Bourbon Trail. Close to downtown and well located for heading south to bourbon country. Rebecca was very responsive and the house was neat & tidy and well stocked. "

CA $475 total

includes taxes & fees

Sep 24 - Sep 25

"The property was very clean and comfortable and the hosts were responsive and easy to communicate with. Highly reccomend!"

CA $624 total

includes taxes & fees

Sep 10 - Sep 11

"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "

CA $399 total

includes taxes & fees

Sep 22 - Sep 23

"Excellent communication, fast responses, very accommodating. The layout is fantastic with lots of open space, comfortable bedrooms, and excellent amenities. The backyard is absolutely huge, probably 3 acres or so. Would stay again for sure."

CA $577 total

includes taxes & fees

Sep 10 - Sep 11

"Loved the backyard "

CA $296 total

includes taxes & fees

Sep 29 - Sep 30

"We stayed here for a "

CA $266 total

includes taxes & fees

Sep 15 - Sep 16

"My family and our three dogs very much enjoyed our stay! The house was very clean, and the beds were comfortable. The owner was very responsive and could easily be reached. We came for a family event, and we plan to return if we have another opportunity!"

CA $544 total

includes taxes & fees

Sep 10 - Sep 11

"This was a great place for us to stay for an event at the expedition center. Close to the highway for quick access to the city. "

CA $438 total

includes taxes & fees

Sep 10 - Sep 11

"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"

CA $1,012 total

includes taxes & fees

Sep 22 - Sep 23

"Great little nook for a couples get away!! We enjoyed our stay! Other than having to drive around the road construction on River Road, all was great! "

CA $328 total

includes taxes & fees

Sep 10 - Sep 11

"Nice house for our weekend stay. We would book again! "

CA $266 total

includes taxes & fees

Sep 10 - Sep 11

"We were there for the Kentucky Derby. The location was perfect. We were close to the expo center and to some great restaurants. The house was clean, decorated very cute and had everything we needed. Loved the “coffee” room! "

CA $415 total

includes taxes & fees

Sep 15 - Sep 16