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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 801 Vacation Homes in Crestwood with updated reviews, rates, and availability.

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Shelbyville Vacation Rental | 3BR | 2BA | 1,700 Sq Ft | Steps Required to Access

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (12)
"There are a few issues with the listing and the property. Very happy overall with our stay. However, second bathroom door does not latch. No heat register in the second bathroom which makes it very cold. Master bedroom door does not latch. Grounds were not kept up very well. Extensions cords laying across the back sidewalk. Yard is NOT fenced in like the description indicates. We loved the location and the overall layout of the house, just needs some attention. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Home Sweet Hayden - 4 beds/3 Full Bath in East End
Private kitchen

Home Sweet Hayden - 4 beds/3 Full Bath in East End

10.0 out of 10, Exceptional, (33)
"Wonderful property. We will definitely be staying there again."
Home Sweet Hayden - 4 beds/3 Full Bath in East End
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Spring blooms!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (81)
"We could not have found a more perfect location and home for our family Christmas trip! This home is wonderful and Tammie was so easy to work with and so responsive to any questions we had. And a very convienent location for our family to meet. Very quiet and so many amenities. We hope to beable to come here again in the future. We had lots of room and the kitchen allowed us to make our usual very large Christmas Eve dinner. I highly recommend this home !!!!!!!!"
The price is AED 735
AED 1,856 total
includes taxes & fees
28 Jan - 29 Jan
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
New! Kings on Restaurant Row! HotTub!Close to NuLu

New! Kings on Restaurant Row! HotTub!Close to NuLu

8.8 out of 10, Excellent, (16)
"Great location, really enjoyed visiting Louisville."
New! Kings on Restaurant Row! HotTub!Close to NuLu
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Exterior

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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is AED 364
AED 793 total
includes taxes & fees
28 Jan - 29 Jan
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Preston Retreat - Convenient Germantown Location
Living area

Preston Retreat - Convenient Germantown Location

The price is AED 294
AED 856 total
includes taxes & fees
28 Jan - 29 Jan
Preston Retreat - Convenient Germantown Location
Peaceful Contemporary Close to Everything
Master Bedroom - Firm King Size Bed

Peaceful Contemporary Close to Everything

10.0 out of 10, Exceptional, (39)
"We had a great stay at this beautiful house. Everything was nice and clean. Just what we were looking for. "
Peaceful Contemporary Close to Everything
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.6 out of 10, Exceptional, (19)
"Well price, unique and entertaining space."
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
3 BR Downtown Sanctuary! Huge back yard

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (26)
"The property was in a convenient location for our stay. We went to the Louisville Mega Caverns, the Ohio River Falls, the Kentucky Derby Museum, Derby Downs Casino. We had 6 adults and the place was roomy for us all"
The price is AED 393
AED 880 total
includes taxes & fees
28 Jan - 29 Jan
3 BR Downtown Sanctuary! Huge back yard
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Terrace/patio

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (28)
"It was great. We were able to relax and spend time together as a family. We used all the amenities and everything was as described. The house and property were clean. The neighborhood was quiet and had lots of Christmas lights. We had plenty of room for all of us. The light in the refrigerator needs replaced and one in the downstairs bathroom started flickering today just before we left, other than that everything was perfect. Happy New Year!"
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Chic Flat on Central Park
Interior

Chic Flat on Central Park

10.0 out of 10, Exceptional, (15)
"If you love historic districts in cities, this apartment is for you. It is well-appointed and conveniently located to many Louisville attractions. It is especially great if you want to be near the University of Louisville or the downtown distilleries. For us it was a great location to visit relatives off Bardstown Road and in Southern Indiana. "
Chic Flat on Central Park
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

10.0 out of 10, Exceptional, (71)
"The stay was exactly what I was looking for with my group. Owner/manager was very prompt in communicating and generous by giving us a late checkout. Would stay again"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Original stained glass windows adorn your expansive living area!

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (143)
"Great stay. Very convenient "
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private
Top of steps and enjoy some local art

Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

10.0 out of 10, Exceptional, (77)
"Well stocked full kitchen, comfortable bed, covered parking. Nice size for two. Say “hi” to Mike for us if you stay!"
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.
Outdoor spa tub

NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.

10.0 out of 10, Exceptional, (1)
"Our stay at the Bourbon Bungalow was a fantastic experience for our group of three families! The property is in a peaceful, rural spot across from Guist Creek Lake, offering a relaxing atmosphere and perfect access to the Bourbon Trail.The house is incredibly spacious and thoughtfully designed. Each of the four bedrooms is themed after a local distillery, adding a unique, fun touch. The Woodford and Buffalo Trace rooms, both with king beds and en-suite baths, were hits for the adults. The...
The price is AED 643
AED 1,728 total
includes taxes & fees
28 Jan - 29 Jan
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.
River City Retreat
Living area

River City Retreat

9.8 out of 10, Exceptional, (8)
"We felt comfortable in this home"
River City Retreat
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.
Dining

Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

10.0 out of 10, Exceptional, (2)
"I was really impressed with this beautifully restored historic property. It was very clean and included some very welcoming touches. I want to come back this summer and enjoy both decks. A wonderful spot to enjoy downtown Jeff when it’s really hoppin."
The price is AED 349
AED 1,042 total
includes taxes & fees
28 Jan - 29 Jan
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Exterior

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,384
AED 4,617 total
includes taxes & fees
28 Jan - 29 Jan
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
Interior detail

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (51)
"It was exactly what we needed. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
2BR/1BA Bourbon Bungalow - Expo Center
Interior

2BR/1BA Bourbon Bungalow - Expo Center

9.8 out of 10, Exceptional, (26)
"The house was centrally, located to all the wonderful places to try bourbon. "
2BR/1BA Bourbon Bungalow - Expo Center
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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Other property types in Crestwood

12 Guest/Top Area /Families/Park
Living area

12 Guest/Top Area /Families/Park

9.6 out of 10, Exceptional, (5)
"Cozy home in a quiet neighborhood that worked really well for 5 adults & a dog. Could easily have had another 2-3 adults & it still wouldn’t be crowded!"
12 Guest/Top Area /Families/Park
Hancock House
Exterior

Hancock House

3.0 star property
8.0 out of 10, Very Good, (199)
"The property was great. "
The price is AED 297
AED 558 total
includes taxes & fees
4 Feb - 5 Feb
Hancock House
Stellar Suites
Front of property

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (90)
"Outstanding!"
The price is AED 448
AED 711 total
includes taxes & fees
10 Feb - 11 Feb
Stellar Suites
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.