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Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Vacation Homes in Crestwood

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, (8)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
Putt Putt House by Louisville Walking Bridge
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, (26)
"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. "
The price is SAR 270
SAR 751 total
includes taxes & fees
2 Sep - 3 Sep
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Charming 2br Hot Tub Getaway 2 Bedroom Home
House, 2 Bedrooms | Private kitchen | Fridge, oven, stovetop, coffee/tea maker

Charming 2br Hot Tub Getaway 2 Bedroom Home

3.5 star property
10.0 out of 10, Exceptional, (1)
"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!"
The price is SAR 691
SAR 1,238 total
includes taxes & fees
14 Sep - 15 Sep
Charming 2br Hot Tub Getaway 2 Bedroom Home
"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. "
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.
Cozy Home | Just Steps Away from Churchill Downs!
Fridge, microwave, oven, stovetop

Cozy Home | Just Steps Away from Churchill Downs!

2.0 star property
7.4 out of 10, Good, (3)
"Very nice "
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

9.4 out of 10, Exceptional, (30)
"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. "
The price is SAR 469
SAR 944 total
includes taxes & fees
1 Sep - 2 Sep
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)
"While property is a bit off the beaten path, an absolute lovely property and host was ultra responsive!! We will be going back!"
The price is SAR 691
SAR 1,865 total
includes taxes & fees
1 Sep - 2 Sep
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
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 "
DerbyCity Getaway | Hot Tub | Near Churchill Downs
+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, (74)
"Great location, 10-15 minute Uber ride to Louisville."
The price is SAR 652
SAR 1,430 total
includes taxes & fees
1 Sep - 2 Sep
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Cozy open floor plan
Fridge, microwave, oven, stovetop

Cozy open floor plan

2.0 star property
Cozy open floor plan
The Chestnut - Nulu
Terrace/patio

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (22)
"We stayed here for a "
The price is SAR 296
SAR 758 total
includes taxes & fees
15 Sep - 16 Sep
The Chestnut - Nulu
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 property! Perfect for the five couples! House was very cute and relaxing! Plenty of space for all 10 of us!"
NEW Hot Tub, Expo, King Beds, Downtown, Churchill
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. "
The price is SAR 331
SAR 734 total
includes taxes & fees
1 Sep - 2 Sep
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Fridge, microwave, oven, stovetop

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (13)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is SAR 634
SAR 1,620 total
includes taxes & fees
2 Sep - 3 Sep
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Close to Expo Ctr, UofL, Walk to bars, shops!
Fridge, microwave, oven, stovetop

Close to Expo Ctr, UofL, Walk to bars, shops!

10.0 out of 10, Exceptional, (65)
"Lovely property in a nice neighborhood that reminded us of Soulard in STL"
Close to Expo Ctr, UofL, Walk to bars, shops!
Historic 4 BR 3-1/2 BA Brick Home Old Louisville | Near Downtown Expo Derby UL
Terrace/patio

Historic 4 BR 3-1/2 BA Brick Home Old Louisville | Near Downtown Expo Derby UL

2.0 star property
10.0 out of 10, Exceptional, (1)
"It's a lovely, spacious house in a good location. On street parking isn't an issue as it's at the end of a dead-end (gated actually) street. But take note of the orange street sweeping signs. They aren't kidding about cars being towed on Thursdays.Everything we needed and a short walk to 610 Magnolia. Edward Lee is a genius with food."
Historic 4 BR 3-1/2 BA Brick Home Old Louisville | Near Downtown Expo Derby UL
Chic Downtown King Suite~Free Parking~A+ Location
Living area

Chic Downtown King Suite~Free Parking~A+ Location

9.0 out of 10, Wonderful, (2)
"This place was absolutely perfect for us. It was within a few blocks of several distilleries. "
The price is SAR 319
SAR 784 total
includes taxes & fees
1 Sep - 2 Sep
Chic Downtown King Suite~Free Parking~A+ Location
3-BR First Floor Home Near Louisville Attractions
Game room

3-BR First Floor Home Near Louisville Attractions

2.0 star property
8.0 out of 10, Very Good, (1)
"Excellent property, quiet and enjoyable"
3-BR First Floor Home Near Louisville Attractions
The Caldwell - Germantown Highlands
Fridge, microwave, oven, stovetop

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (30)
"Nice house for our weekend stay. We would book again! "
The price is SAR 267
SAR 723 total
includes taxes & fees
1 Sep - 2 Sep
The Caldwell - Germantown Highlands
*Fun for All *LUX Hot Tub *Fire Pit *Games Galore
Terrace/patio

*Fun for All *LUX Hot Tub *Fire Pit *Games Galore

10.0 out of 10, Exceptional, (18)
"This is a very remote property, but it was comfortable and a fun place to relax after visiting distilleries. If you're looking to be away from everything, this is the place for you."
The price is SAR 825
SAR 2,408 total
includes taxes & fees
23 Sep - 24 Sep
*Fun for All *LUX Hot Tub *Fire Pit *Games Galore
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