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Compare 805 Vacation Homes in Crestwood with updated reviews, rates, and availability.

"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
Private kitchen
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
10.0 out of 10, Exceptional, (3)
"I was very satisfied with my stay. The property is very clean and appears to have been recently renovated. Would highly recommend."
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Fridge, microwave, oven, stovetop
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
9.6 out of 10, Exceptional, (50)
"We stayed for 3 nights - house was clean and as advertised. Nice quiet neighborhood, nice backyard, we enjoyed sitting and watching birds and BBQing in the yard. Good location, easy to and from airport, and Louisville, waterfront park and pedestrian bridge were nice and close. House was clean, kitchen had what we needed. Would recommend to anyone needing a place to stay in this area."
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Peaceful Contemporary Close to Everything
Fridge, microwave, oven, stovetop
Peaceful Contemporary Close to Everything
9.8 out of 10, Exceptional, (26)
"Friends and I stayed at Daniel's place for The Oaks + Derby Weekend and the house was perfect! Short ride to Churchill Downs, clean house, quiet street, plenty of space to park in the driveway and speedy communication with host. Will look to book again the next time we are planning to be in town!"
Peaceful Contemporary Close to Everything
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River City Retreat
Fridge, microwave, oven, stovetop
River City Retreat
10.0 out of 10, Exceptional, (2)
"We were in town for just a quick trip. Looking looking short notice for a hotel to accommodate 5 is not easy and we were lucky enough to find this house. It was beautiful, clean, and had everything we could have needed. My only regret is that we didn't have a reason to stay longer and enjoy it more. Hope we can find a reason to come back and stay again. We would in a heart beat. Thanks for sharing your beautiful home with us. It was clean, well furnished, beautifully decorated. The beds were...
River City Retreat
Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
2 bedrooms, iron/ironing board, travel crib, free WiFi
Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
10.0 out of 10, Exceptional, (3)
"The rental was the perfect mix of size, location, and style! Would highly recommend this rental if wanting to stay in Louisville and be within walking distance of many attractions and short driving distance of many others. The host, Felix, was very prompt and accurate with all information regarding the unit including check-in, check-out, parking, etc. Went out of his way to recommend attractions for my family and I. Was worth every penny. Again, highly recommended! I will be sure to book with...
The price is $90
$221 total
includes taxes & fees
Jun 4 - Jun 5
Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
6BD - Riverfront Home w/ Gorgeous Views
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 $260
$590 total
includes taxes & fees
Jun 17 - Jun 18
6BD - Riverfront Home w/ Gorgeous Views
Family/Pet-Friendly Riverside Home w/Amazing Views
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
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
Fridge, microwave, oven, stovetop
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
10.0 out of 10, Exceptional, (112)
"Location was very convenient for our outings in Louisville with a rental car/uber. Couldn’t beat the riverfront location and all the amenities at the unit. Owner stopped by while in the neighborhood and was very friendly and offered great suggestions. Would rent this property again if in the area."
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
Renovated Historic Home, Walk to All! 4 bedrooms/baths, large deck and grill
Fridge, microwave, oven, stovetop
Renovated Historic Home, Walk to All! 4 bedrooms/baths, large deck and grill
10.0 out of 10, Exceptional, (114)
"Highly recommend, great location, walk to restaurants and coffee. House is very clean and spacious. Will definitely look to rent again"
Renovated Historic Home, Walk to All! 4 bedrooms/baths, large deck and grill
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
Fridge, microwave, oven, dishwasher
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
10.0 out of 10, Exceptional, (60)
"Really enjoyed our stay. The house is well suited for multiple families. We were in town with some friends for a baseball tournament. Friends took the lower level unit and we took the upper unit. Living room and dining room in upper unit were both big enough for all of us to visit together. Then, at the end of the evening, we had our own space. Communication with the host was excellent. We were a bit concerned about potential noise from the bar across the street but it was not an issue at all...
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Exterior
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
10.0 out of 10, Exceptional, (11)
"Perfect spot for my friends and I this trip! Great location in the middle of the bourbon trail. Clean, spacious, lots of games and great yard!"
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
3 BR Downtown Sanctuary! Huge back yard
TV, offices
3 BR Downtown Sanctuary! Huge back yard
8.4 out of 10, Very Good, (11)
"Nice house. Had a great host."
The price is $107
$247 total
includes taxes & fees
Jun 4 - Jun 5
3 BR Downtown Sanctuary! Huge back yard
The Curated Chateau—Minutes from Louisville
Fridge, microwave, oven, stovetop
The Curated Chateau—Minutes from Louisville
9.8 out of 10, Exceptional, (11)
"Very cute little shot-gun style bungalow. Decor has a classy art-deco vibe. The place was super clean. Several nice restaurants within walking distance. Bedrooms are quite small with very little storage but the beds were super comfortable. It would be quite a stretch to sleep 6 as it has a very small pull-out couch in the main area. Also, no hot tub as promoted. The host was super with communication."
The Curated Chateau—Minutes from Louisville
Updated 3 Bedroom Centrally Located Near Downtown
Fridge, microwave, oven, stovetop
Updated 3 Bedroom Centrally Located Near Downtown
9.4 out of 10, Exceptional, (20)
"This is a great property and very close to downtown and other areas. My friends and I really enjoyed our stay."
The price is $109
$342 total
includes taxes & fees
Jun 9 - Jun 10
Updated 3 Bedroom Centrally Located Near Downtown
Country retreat in the city.
Property grounds
Country retreat in the city.
The price is $169
$345 total
includes taxes & fees
Jun 4 - Jun 5
Country retreat in the city.
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Fridge, coffee/tea maker, cookware/dishes/utensils
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
8.4 out of 10, Very Good, (12)
"5 stars"
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Bourbon Big Shot Mansion
8 bedrooms, iron/ironing board, WiFi
Bourbon Big Shot Mansion
9.8 out of 10, Exceptional, (28)
"We had a great stay! Historic and charming with plenty of room to spread out. Excellent host. Would come again."
Bourbon Big Shot Mansion
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home
Fridge, microwave, oven, cookware/dishes/utensils
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home
9.8 out of 10, Exceptional, (10)
"Overall our stay was good. We had 22 girls, ages 8-16), 5 adult chaperones, and an infant stay. There was plenty of beds for everyone, with pillows and linens. The queen bunk beds are very wobbly, would not recommend an adult on the top bunk! Luckily we had kids on all of the top bunks. The kitchen is on the 2nd floor, so lots of stairs to haul groceries. Kitchen was well equipped, and beautiful. Plenty of prep room, and counter space. The 3rd floor space was a nice quiet are to get away from...
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU
Fridge, microwave, oven, stovetop
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU
10.0 out of 10, Exceptional, (59)
"Loved it!"
The price is $245
$507 total
includes taxes & fees
Jun 4 - Jun 5
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU
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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 property types in Crestwood

Stellar Suites
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (69)
"I have enjoyed my stays at Stellar Suites. "
The price is $113
$184 total
includes taxes & fees
Jul 3 - Jul 4
Stellar Suites
A Cozy Cottage Near the Heart of All Louisville Attractions!
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (307)
"We enjoyed our stay. Loved the private setting and farm decor.Will definitely check this unit's availability next time we visit Louisville!"
The price is $160
$209 total
includes taxes & fees
Jun 4 - Jun 5
A Cozy Cottage Near the Heart of All Louisville Attractions!
One room rent
Living area
One room rent
The price is $49
$138 total
includes taxes & fees
Jul 2 - Jul 3
One room rent
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.

Crestwood Vacation Homes information

Number of reviews
544
Accommodation
805 Vacation Homes
Lowest Price
$90
Highest Price
$260

Recent reviews of Crestwood hotels
Expedia verified reviews

Holiday Inn Express & Suites Louisville Downtown, an IHG Hotel

Holiday Inn Express & Suites Louisville Downtown, an IHG Hotel

5/5 Excellent
"Super friendly staff!"
A verified traveler stayed at Holiday Inn Express & Suites Louisville Downtown, an IHG Hotel
Posted 6 hours ago
Holiday Inn Express & Suites Louisville Downtown, an IHG Hotel