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Check prices for these dates

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

Our top choices for Crestwood vacation homes

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

Vacation Home in Bagdad

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

Vacation Home in Pendleton

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
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.
The price is AED 312
AED 846 total
includes taxes & fees
19 Dec - 20 Dec
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!

Vacation Home in South Louisville

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
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.
The price is AED 151
AED 644 total
includes taxes & fees
11 Jan - 12 January 2026
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

Vacation Home in Frankfort

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
10.0 out of 10, Exceptional, (18)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is AED 573
AED 1,674 total
includes taxes & fees
14 Dec - 15 Dec
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

Vacation Home in Poplar Level

Private Home Close to Zoo, U of L, Churchill Downs
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.
The price is AED 327
AED 1,142 total
includes taxes & fees
15 Dec - 16 Dec
Private Home Close to Zoo, U of L, Churchill Downs
Exterior
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Vacation Home in St. Matthews

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
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.
The price is AED 312
AED 1,006 total
includes taxes & fees
5 Jan - 6 January 2026
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

Vacation Home in Shelbyville

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is AED 790
AED 1,799 total
includes taxes & fees
12 Dec - 13 Dec
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!

Vacation Home in Germantown

Close to Expo Ctr, UofL, Walk to bars, shops!
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.
The price is AED 262
AED 688 total
includes taxes & fees
14 Dec - 15 Dec
Close to Expo Ctr, UofL, Walk to bars, shops!
Interior
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Vacation Home in Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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.
The price is AED 349
AED 540 total
includes taxes & fees
12 Dec - 13 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Terrace/patio
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

Vacation Home in Bagdad

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
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.
The price is AED 771
AED 2,184 total
includes taxes & fees
14 Dec - 15 Dec
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
Interior
3BR Relaxing Home in Louisville's Prime Location!

Vacation Home in Smoketown Jackson

3BR Relaxing Home in Louisville's Prime Location!
2.0 star property
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.
The price is AED 297
AED 852 total
includes taxes & fees
14 Dec - 15 Dec
3BR Relaxing Home in Louisville's Prime Location!
Exterior
Cozy Home | Walk to Churchill & Cardinal Stadium!

Vacation Home in Wilder Park

Cozy Home | Walk to Churchill & Cardinal Stadium!
2.0 star property
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.
Cozy Home | Walk to Churchill & Cardinal Stadium!
Fridge, microwave, oven, stovetop
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Vacation Home in New Albany

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
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.
The price is AED 323
AED 800 total
includes taxes & fees
11 Jan - 12 January 2026
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Fridge, microwave, oven, stovetop
Lumos Stays: 65" 4K TV, memory foam, kid-friendly

Vacation Home in Bon Air

Lumos Stays: 65" 4K TV, memory foam, kid-friendly
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.
Lumos Stays: 65" 4K TV, memory foam, kid-friendly
TV, offices
Charming 3BR Home | Near Louisville Attractions!

Vacation Home in South Louisville

Charming 3BR Home | Near Louisville Attractions!
2.0 star property
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.
The price is AED 385
AED 937 total
includes taxes & fees
11 Jan - 12 January 2026
Charming 3BR Home | Near Louisville Attractions!
Fridge, microwave, oven, stovetop
Carriage House, 7 minutes from downtown Louisville

Vacation Home in louisville

Carriage House, 7 minutes from downtown 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.
The price is AED 551
AED 959 total
includes taxes & fees
7 Jan - 8 January 2026
Carriage House, 7 minutes from downtown Louisville
Exterior detail
Close to Everything in Louisville!!!

Vacation Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is AED 349
AED 934 total
includes taxes & fees
15 Dec - 16 Dec
Close to Everything in Louisville!!!
Private kitchen
Putt Putt House by Louisville Walking Bridge

Vacation Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
The price is AED 367
AED 1,079 total
includes taxes & fees
21 Dec - 22 Dec
Putt Putt House by Louisville Walking Bridge
Fridge, microwave, oven, stovetop
The Burnt Barrel | New HotTub & Grill | Backyard!

Vacation Home in Germantown

The Burnt Barrel | New HotTub & Grill | Backyard!
2.0 star property
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.
The price is AED 396
AED 864 total
includes taxes & fees
11 Jan - 12 January 2026
The Burnt Barrel | New HotTub & Grill | Backyard!
Fridge, microwave, oven, stovetop
Southern Family Charmer - Perfect Space & Location with style and comfort!

Vacation Home in Schnitzelburg

Southern Family Charmer - Perfect Space & Location with style and comfort!
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.
The price is AED 382
AED 1,104 total
includes taxes & fees
15 Dec - 16 Dec
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 4 hours ago
Galt House Hotel Trademark Collection by Wyndham