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Search results; Over 1,000 homes in Crestwood

Top guest favorite
Guest suite in Crestwood
Charming suite in Bourbon Country
2 bedrooms, 3 beds, 1 private bath
Aug 13 – 18
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4.94 out of 5 average rating, 96 reviews
Top guest favorite
Home in Crestwood
Briar Creek Cottage
2 bedrooms, 2 beds, 2 baths
Aug 14 – 19
5.0 out of 5 average rating, 91 reviews
Guest favorite
Condo in Crestwood
Luxury Apartment/Near Louisville/EV Charger
2 bedrooms, 2 beds, 2 baths
Aug 17 – 22
4.88 out of 5 average rating, 69 reviews
Top guest favorite
Farm stay in Crestwood
Maple's Place - *charm*country*hot tub*bourbontour
3 bedrooms, 3 beds, 2.5 baths
Aug 28 – Sep 2
4.97 out of 5 average rating, 89 reviews
Top guest favorite
Home in Crestwood
Crestwood Louisville | Hot Tub | Bourbon Trail
3 bedrooms, 4 beds, 2.5 baths
Aug 23 – 28
4.97 out of 5 average rating, 79 reviews
Guest favorite
Apartment in Crestwood
Lux 3BR apt*Location
3 bedrooms, 3 beds, 2 baths
Aug 16 – 21
4.94 out of 5 average rating, 18 reviews
Top guest favorite
Home in Crestwood
The Yellow House @ Floydsburg
4 bedrooms, 6 beds, 3 baths
Aug 16 – 21
4.98 out of 5 average rating, 50 reviews
Top guest favorite
Home in Crestwood
Garden House, a private getaway
4 bedrooms, 5 beds, 3 baths
Aug 15 – 20
4.92 out of 5 average rating, 39 reviews
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Apartment in Prospect
Cozy Getaway at Norton Commons!
3 bedrooms, 4 beds, 3.5 baths
Aug 22 – 27
5.0 out of 5 average rating, 28 reviews
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Cottage in Prospect
Cozy Cottage on Famous Kentucky Farm
2 bedrooms, 2 queen beds, 1 bath
Aug 23 – 28
4.99 out of 5 average rating, 137 reviews
Top guest favorite
Farm stay in Goshen
The Coop
2 bedrooms, 2 double beds, 1 bath
Aug 23 – 28
4.97 out of 5 average rating, 381 reviews
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Cabin in Louisville
Historic Cabin by Bourbon Trail
1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
4.98 out of 5 average rating, 312 reviews
Guest favorite
Apartment in Pewee Valley
Loft 2bedroom/1bath in PeweeValley near Louisville
2 bedrooms, 2 queen beds, 1 bath
Aug 17 – 22
4.96 out of 5 average rating, 81 reviews
Top guest favorite
Guest suite in Louisville
Derby City Hideaway
1 bedroom, 1 queen bed, 1 bath
Aug 12 – 17
4.95 out of 5 average rating, 163 reviews
Top guest favorite
Home in La Grange
Romantic country getaway with hot tub
2 bedrooms, 2 beds, 1 bath
Aug 15 – 20
5.0 out of 5 average rating, 265 reviews
Top guest favorite
Home in Prospect
Riverfront Cottage
2 bedrooms, 3 beds, 1 bath
Oct 16 – 21
5.0 out of 5 average rating, 33 reviews
Top guest favorite
Home in Prospect
Top 1%• Yard + Porch • 3BR • Peppermint Cottage
3 bedrooms, 4 beds, 2.5 baths
Aug 15 – 20
5.0 out of 5 average rating, 129 reviews
Guest favorite
Loft in Crestwood
Welcome to the Nest!
2 queen beds, 1 bath
Sep 27 – Oct 2
4.88 out of 5 average rating, 232 reviews
Top guest favorite
Loft in Pewee Valley
The Valley Loft
1 bedroom, 1 king bed, 1 bath
Sep 4 – 9
5.0 out of 5 average rating, 43 reviews