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Search Vacation Homes in Crestwood

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In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Homes in Crestwood

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Property grounds

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

9.6 out of 10, Exceptional, (14)
"House was perfect for our group 7! We had plenty of space and enjoyed playing games in the backyard. Definitely exceeded our expectations."
$260 nightly
The price is $294
Oct 28 - Oct 29
Total with taxes and fees
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Putt Putt House by Louisville Walking Bridge
Private kitchen

Putt Putt House by Louisville Walking Bridge

2.0 star property
10.0 out of 10, Exceptional, (9)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
$263 nightly
The price is $297
Oct 12 - Oct 13
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
Cozy Home | Just Steps Away from Churchill Downs!
Fridge, microwave, oven, stovetop

Cozy Home | Just Steps Away from Churchill Downs!

2.0 star property
8.0 out of 10, Very Good, (4)
"Not a bad place to stay"
$212 nightly
The price is $225
Oct 13 - Oct 14
Total with taxes and fees
Cozy Home | Just Steps Away from Churchill Downs!
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
3 bedrooms, travel crib, free WiFi, bed sheets

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.2 out of 10, Wonderful, (35)
"Great little spot on the bourbon trail! Would recommend to others!"
$169 nightly
The price is $188
Oct 13 - Oct 14
Total with taxes and fees
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Outdoor spa tub

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

10.0 out of 10, Exceptional, (16)
"Awesome place, it was clean and spacious! "
$433 nightly
The price is $491
Oct 13 - Oct 14
Total with taxes and fees
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Fridge, microwave, oven, stovetop

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

10.0 out of 10, Exceptional, (27)
"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. "
$174 nightly
The price is $197
Nov 3 - Nov 4
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
Terrace/patio

Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck

10.0 out of 10, Exceptional, (1)
"Pet-friendly. Clean, relatively close to UofL, the highlands, and germantown."
$195 nightly
The price is $226
Oct 27 - Oct 28
Total with taxes and fees
Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
DerbyCity Getaway | Hot Tub | Near Churchill Downs
Terrace/patio

DerbyCity Getaway | Hot Tub | Near Churchill Downs

8.4 out of 10, Very Good, (6)
"Loved the backyard "
$187 nightly
The price is $209
Oct 13 - Oct 14
Total with taxes and fees
DerbyCity Getaway | Hot Tub | Near Churchill Downs
NEW Hot Tub, Expo, King Beds, Downtown, Churchill
Terrace/patio

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

9.8 out of 10, Exceptional, (77)
"Great location. Super clean. Would return again without hesitation. "
$602 nightly
The price is $695
Oct 28 - Oct 29
Total with taxes and fees
NEW Hot Tub, Expo, King Beds, Downtown, Churchill
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.
Terrace/patio

"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.

10.0 out of 10, Exceptional, (7)
"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. "
$304 nightly
The price is $353
Oct 13 - Oct 14
Total with taxes and fees
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.
Emerald Lake Retreat Charlestown
Fridge, microwave, oven, stovetop

Emerald Lake Retreat Charlestown

10.0 out of 10, Exceptional, (2)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
$489 nightly
The price is $527
Oct 11 - Oct 12
Total with taxes and fees
Emerald Lake Retreat Charlestown
The Chestnut - Nulu
Terrace/patio

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (22)
"We stayed here for a "
$166 nightly
The price is $193
Oct 13 - Oct 14
Total with taxes and fees
The Chestnut - Nulu
Carriage House, 7 minutes from downtown Louisville
Fridge, microwave, oven, stovetop

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (43)
"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! "
$205 nightly
The price is $238
Oct 8 - Oct 9
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville
Southern Family Charmer - Perfect Space & Location with style and comfort!
Fridge, microwave, oven, stovetop

Southern Family Charmer - Perfect Space & Location with style and comfort!

10.0 out of 10, Exceptional, (21)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
$255 nightly
The price is $296
Oct 27 - Oct 28
Total with taxes and fees
Southern Family Charmer - Perfect Space & Location with style and comfort!
Charming house, sleeps plenty with Hot Tub and large backyard and fire pit
Terrace/patio

Charming house, sleeps plenty with Hot Tub and large backyard and fire pit

10.0 out of 10, Exceptional, (1)
"Thank you everything great"
$254 nightly
The price is $287
Oct 29 - Oct 30
Total with taxes and fees
Charming house, sleeps plenty with Hot Tub and large backyard and fire pit
Private Home Close to Zoo, U of L, Churchill Downs
Fridge, microwave, oven, stovetop

Private Home Close to Zoo, U of L, Churchill Downs

9.4 out of 10, Exceptional, (16)
"We stayed here for a second time after enjoying our first visit last year. The neighborhood is quiet and right next to a beautiful park. The kitchen/living room combo is great for cooking and hanging out in. Communication with the host was great. Thanks for a lovely time!"
$269 nightly
The price is $314
Oct 13 - Oct 14
Total with taxes and fees
Private Home Close to Zoo, U of L, Churchill Downs
Stylish Jeffersonville Home - Mins from Louisville
Fridge, microwave, oven, stovetop

Stylish Jeffersonville Home - Mins from Louisville

9.0 out of 10, Wonderful, (20)
"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. "
$284 nightly
The price is $321
Oct 12 - Oct 13
Total with taxes and fees
Stylish Jeffersonville Home - Mins from Louisville
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
Property grounds

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

9.6 out of 10, Exceptional, (18)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
$185 nightly
The price is $209
Oct 13 - Oct 14
Total with taxes and fees
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats
Fridge, microwave, oven, stovetop

Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats

9.8 out of 10, Exceptional, (42)
"Best hosts and neighborhood! Thank you for a quiet and comfortable stay! "
$322 nightly
The price is $367
Oct 13 - Oct 14
Total with taxes and fees
Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats
The Adelyn, where comfort meets convenience
Exterior

The Adelyn, where comfort meets convenience

10.0 out of 10, Exceptional, (4)
"Convenient to all Louisville destinations and downtown Jeffersonville "
$309 nightly
The price is $349
Oct 12 - Oct 13
Total with taxes and fees
The Adelyn, where comfort meets convenience
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.
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Top Crestwood Hotel Reviews

Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

10/10 Excellent
"Everything was great. Location, staff, cleanliness. "
Scott 2-night trip
Posted 14 hours ago
Holiday Inn Express & Suites Louisville Downtown by IHG

Find out more about Crestwood

Find out more about Crestwood

Crestwood Vacation Homes information

Number of reviews
Accommodation
1026 Vacation Homes
Lowest Price
$446
Highest Price
$446

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