Search Vacation Homes in Crestwood

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Crestwood vacation homes

Outdoor spa tub
Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!

Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!

Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!
Bagdad
9.4 out of 10, Exceptional, (10)
"I had my bachelor party here and it was the perfect place to get away!"
United States
Kyser M.
Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
$205 nightly
The price is $226
Dec 13 - Dec 14
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Fridge, microwave, oven, stovetop
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
$151 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Outdoor spa tub
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

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

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
10.0 out of 10, Exceptional, (18)
"Awesome place, it was clean and spacious! "
United States
Ben M.
$402 nightly
The price is $456
Dec 14 - Dec 15
Total with taxes and fees
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Fridge, microwave, oven, stovetop
Private Home Close to Zoo, U of L, Churchill Downs

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

Private Home Close to Zoo, U of L, Churchill Downs
Poplar Level
9.6 out of 10, Exceptional, (19)
"I love this property! Great neighborhood near the park and zoo, comfortable beds, and a nice living room to hang out in. Very charming older home"
United States
Rosemary P.
$266 nightly
The price is $311
Dec 15 - Dec 16
Total with taxes and fees
Private Home Close to Zoo, U of L, Churchill Downs
Exterior
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
St. Matthews
9.0 out of 10, Wonderful, (6)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
$230 nightly
The price is $266
Dec 14 - Dec 15
Total with taxes and fees
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
Fridge, microwave, oven, stovetop
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

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

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
$440 nightly
The price is $490
Dec 12 - Dec 13
Total with taxes and fees
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Fridge, microwave, oven, stovetop
Close to Expo Ctr, UofL, Walk to bars, shops!

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

Close to Expo Ctr, UofL, Walk to bars, shops!
Germantown
10.0 out of 10, Exceptional, (70)
"The place was very clean and organized. Furniture, floors, and appliances are all of good quality. I enjoyed my stay and would definitely book again "
United States
Victor H.
$161 nightly
The price is $187
Dec 14 - Dec 15
Total with taxes and fees
Close to Expo Ctr, UofL, Walk to bars, shops!
Interior
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
$130 nightly
The price is $147
Dec 12 - Dec 13
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Terrace/patio
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
Bagdad
10.0 out of 10, Exceptional, (22)
"We loved this place. It is beautiful and so peaceful. We visited Frankfort, Versailles, Lexington and Louisville while we were here. It was wonderful."
United States
Shawnee W.
$536 nightly
The price is $595
Dec 14 - Dec 15
Total with taxes and fees
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
Interior
3BR Relaxing Home in Louisville's Prime Location!

3BR Relaxing Home in Louisville's Prime Location!

3BR Relaxing Home in Louisville's Prime Location!
2.0 star property
Smoketown Jackson
10.0 out of 10, Exceptional, (2)
"Great location for our stay while attending the state fair. Fit all of us perfectly. Beautifully remodeled 20th century home. Host was amazing. "
United States
Le Ann G.
$218 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
3BR Relaxing Home in Louisville's Prime Location!
Exterior
Cozy Home | Walk to Churchill & Cardinal Stadium!

Cozy Home | Walk to Churchill & Cardinal Stadium!

Cozy Home | Walk to Churchill & Cardinal Stadium!
2.0 star property
Wilder Park
10.0 out of 10, Exceptional, (1)
"The property had 3 nice size bedrooms and 1-1/2 baths with a modern kitchen and nice layout. I appreciated the quiet neighborhood and off road parking."
United States
Lise M.
$233 nightly
The price is $248
Dec 15 - Dec 16
Total with taxes and fees
Cozy Home | Walk to Churchill & Cardinal Stadium!
Fridge, microwave, oven, stovetop
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (34)
"Property is great for those traveling with pets. Yard big enough to play. New Albany great location with restaurants close by. Really nice greenway along the river as well. All in all I would highly recommend this property. "
United States
Robin S.
$173 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Fridge, microwave, oven, stovetop
Lumos Stays: 65" 4K TV, memory foam, kid-friendly

Lumos Stays: 65" 4K TV, memory foam, kid-friendly

Lumos Stays: 65" 4K TV, memory foam, kid-friendly
Bon Air
10.0 out of 10, Exceptional, (5)
"This was a very pleasant and comfortable stay at this home! I thoroughly enjoyed the decor, and everything was clean and well-maintained. Overall, it was a great stay."
United States
Brionna W.
$308 nightly
The price is $358
Dec 18 - Dec 19
Total with taxes and fees
Lumos Stays: 65" 4K TV, memory foam, kid-friendly
TV, offices
Charming 3BR Home | Near Louisville Attractions!

Charming 3BR Home | Near Louisville Attractions!

Charming 3BR Home | Near Louisville Attractions!
2.0 star property
South Louisville
10.0 out of 10, Exceptional, (1)
"House was clean with all appliances functioning well. Host was responsive. The property was described well. The location was ideal for a visit to Churchill Downs or to attend a Louisville football game. "
United States
Claude M.
$235 nightly
The price is $252
Dec 14 - Dec 15
Total with taxes and fees
Charming 3BR Home | Near Louisville Attractions!
Fridge, microwave, oven, stovetop
Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
Carriage House, 7 minutes from downtown Louisville
Exterior detail
Close to Everything in Louisville!!!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
$219 nightly
The price is $254
Dec 15 - Dec 16
Total with taxes and fees
Close to Everything in Louisville!!!
Private kitchen
Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
$260 nightly
The price is $294
Dec 21 - Dec 22
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
Fridge, microwave, oven, stovetop
The Burnt Barrel | New HotTub & Grill | Backyard!

The Burnt Barrel | New HotTub & Grill | Backyard!

The Burnt Barrel | New HotTub & Grill | Backyard!
2.0 star property
Germantown
10.0 out of 10, Exceptional, (1)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
$208 nightly
The price is $224
Dec 16 - Dec 17
Total with taxes and fees
The Burnt Barrel | New HotTub & Grill | Backyard!
Fridge, microwave, oven, stovetop
Southern Family Charmer - Perfect Space & Location with style and comfort!

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

Southern Family Charmer - Perfect Space & Location with style and comfort!
Schnitzelburg
10.0 out of 10, Exceptional, (22)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
$249 nightly
The price is $289
Dec 18 - Dec 19
Total with taxes and fees
Southern Family Charmer - Perfect Space & Location with style and comfort!
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

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Clean room, safe parking, and we love the bar! "
julie 1-night trip
Posted 5 hours ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Crestwood

Crestwood Vacation Homes information

Number of reviews
403
Accommodation
938 Vacation Homes
Lowest Price
$147
Highest Price
$595

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