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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 975 Vacation Homes in Pewee Valley with updated reviews, rates, and availability.

Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!
Outdoor dining

Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!

9.6 out of 10, Exceptional, (24)
"Perfect size and location. Would stay again."
Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!
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, (18)
"The home was well worth the price. The amenities were good and the home was welcoming. "
The price is AED 621
AED 1,124 total
includes taxes & fees
5 May - 6 May
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Enchanting, energizing, and enjoyable!
Fridge, microwave, oven, stovetop

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (77)
"We stayed here for a group trip to the Bourbon Trail. Great property and neighborhood! "
Enchanting, energizing, and enjoyable!
The Curated Chateau—Minutes from Louisville
Onsite parking

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (28)
"Perfect location for the Kentucky Bourbon Trail and many other attractions!"
The Curated Chateau—Minutes from Louisville
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky
Interior

Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky

10.0 out of 10, Exceptional, (1)
"Had a great stay at this property. Check-in was super easy, the house was beautiful and clean, host responded quick and helped with anything I needed. 10/10 would stay again."
The price is AED 1,186
AED 2,668 total
includes taxes & fees
6 May - 7 May
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky
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, (17)
"Comfy"
The price is AED 323
AED 809 total
includes taxes & fees
25 May - 26 May
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Spacious and Beautiful home near downtown Louisville, Kentucky.
Terrace/patio

Spacious and Beautiful home near downtown Louisville, Kentucky.

10.0 out of 10, Exceptional, (3)
"Easy access, clean, everything was great. "
The price is AED 547
AED 1,154 total
includes taxes & fees
5 May - 6 May
Spacious and Beautiful home near downtown Louisville, Kentucky.
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Terrace/patio

3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

9.8 out of 10, Exceptional, (55)
"Awesome location and great stay!"
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (65)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,567
AED 4,860 total
includes taxes & fees
12 May - 13 May
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Fridge, microwave, oven, stovetop

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (89)
"Nice, comfy home. The property was clean and convenient. Tammy was easy to contact and very helpful. Definitely would book again."
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
Fridge, microwave, oven, stovetop

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

8.0 out of 10, Very Good, (4)
"Great place for a get away with friends or family. A lot of extra perks that come along with the house. Along with cleanliness and easy check in process. Tyler is great to deal with and answer anytime we had a question about the property. Would definitely stay if we are back in the area. "
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
Historic District Townhouse in City's BEST Location
Fridge, microwave, oven, stovetop

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (192)
"Huge well appointed townhouse, nicely decorated and some of the most comfortable beds we have ever slept in!Restaurants, bars, art and coffee right out your front door. Rent this place. "
Historic District Townhouse in City's BEST Location
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Fridge, microwave, oven, stovetop

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.4 out of 10, Very Good, (11)
"The house was the perfect size and setup for my family. All bedrooms are upstairs so there privacy from downstairs noise. The house was very cozy, heat worked extremely well in the winter. We did not use the pool. Just a note, it’s small but big enough for a small group of people or family with young kids. Great price for the size of home in the area. "
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Brand New Downtown Luxury Home
Outdoor dining

Brand New Downtown Luxury Home

9.8 out of 10, Exceptional, (10)
"This house was the perfect home base for our large group trip to Louisville! The location was very convenient - we were a few miles away from all the action on Whiskey Row, with tons of bars and restaurants right down the street. Despite being in the heart of downtown, the house itself was surprisingly spacious and comfortable. Plenty of room for everyone to spread out and relax, and the common areas were great for hanging out and playing games. We would definitely recommend this VRBO to...
Brand New Downtown Luxury Home
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!
Living area

Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

2.0 out of 10, (1)
"Horrible"
The price is AED 1,102
AED 1,607 total
includes taxes & fees
5 May - 6 May
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!
Pet-Friendly Clarksville Home w/ Central A/C
Outdoor dining

Pet-Friendly Clarksville Home w/ Central A/C

10.0 out of 10, Exceptional, (31)
"Stayed here with my family for the weekend. It was very clean and close to everything. Great place!"
Pet-Friendly Clarksville Home w/ Central A/C
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!
Outdoor dining

Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!

10.0 out of 10, Exceptional, (23)
"We stayed at the property while in Louisville for an event at the YUM Center and found that everything we needed was just a short drive away. We had a great stay and would definitely stay again if we are in the area. "
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Exterior

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

10.0 out of 10, Exceptional, (150)
"Great time visiting family!"
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.
Property grounds

Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.

7.0 out of 10, Good, (4)
"Inside of the house was very nicely updated and clean. Questions on the neighborhood."
Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Exterior

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

9.4 out of 10, Exceptional, (3)
"Visit to celebrate my wife’s commencement, we all enjoyed our stay very much"
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
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 Pewee Valley

Hancock House
Executive Room | View from room

Hancock House

3.0 star property
8.0 out of 10, Very Good, (232)
"Great stay!"
The price is AED 364
AED 764 total
includes taxes & fees
6 May - 7 May
Hancock House
Stellar Suites
Front of property

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (93)
"Great location! Excellent dining options nearby!"
The price is AED 430
AED 691 total
includes taxes & fees
5 May - 6 May
Stellar Suites
The Bellwether Hotel
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels

The Bellwether Hotel

2.0 star property
8.4 out of 10, Very Good, (13)
"The boutique Bellwether Hotel is so beautiful and a step back in time. The art deco design, the second floor lounge, and the rooms all beautifully decorated and comfortable. Walk to restaurants, grocery, bars and antique shops. "
The price is AED 537
AED 624 total
includes taxes & fees
27 May - 28 May
The Bellwether Hotel
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.