Pewee Valley Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Pewee Valley holiday rentals

Smart TV

Cozy, historic, pet-friendly home!

Cozy, historic, pet-friendly home!
Louisville
9.8 out of 10, Exceptional, (37 reviews)
"Very good place"
United States
Jim H.
The price is HK$1,919
HK$3,037 total
includes taxes & fees
15 May - 16 May
Cozy, historic, pet-friendly home!
TV

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is HK$744
HK$1,435 total
includes taxes & fees
10 May - 11 May
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Fridge, microwave, oven, stovetop

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
The price is HK$987
HK$2,749 total
includes taxes & fees
10 May - 11 May
Quiet Downtown Maple Cottage Gem
Bar (on property)

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is HK$932
HK$1,644 total
includes taxes & fees
26 May - 27 May
Unique Downtown Studio with an Industrial Vibe
Interior

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, (31 reviews)
"Very convenient stay. Easily fit the needs to access area we needed to stay in and place was comfortable clean."
United States
Michelle W.
The price is HK$317
HK$1,368 total
includes taxes & fees
10 May - 11 May
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Smart TV

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, (44 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is HK$540
HK$1,540 total
includes taxes & fees
10 May - 11 May
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Fridge, microwave, oven, stovetop

Whiskey Stop-Close to Ky Expo, Walkable & Parking!

Whiskey Stop-Close to Ky Expo, Walkable & Parking!
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is HK$693
HK$1,633 total
includes taxes & fees
10 May - 11 May
Whiskey Stop-Close to Ky Expo, Walkable & Parking!
Fridge, microwave, oven, stovetop

Top Floor Apt Near Churchill Downs & Expo Center

Top Floor Apt Near Churchill Downs & Expo Center
Audubon
10.0 out of 10, Exceptional, (3 reviews)
"Super unique spot with great ambiance and energy! You can tell the hosts put a lot of time into making it a one-of-a-kind retreat. "
United States
andrew
The price is HK$484
HK$1,230 total
includes taxes & fees
10 May - 11 May
Top Floor Apt Near Churchill Downs & Expo Center
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (33 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is HK$548
HK$1,500 total
includes taxes & fees
10 May - 11 May
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Smart TV

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (38 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is HK$822
HK$2,109 total
includes taxes & fees
12 May - 13 May
Close to Everything in Louisville!!!
Exterior

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is HK$666
HK$3,191 total
includes taxes & fees
25 May - 26 May
St. Matthew’s - Walk to Shops & Restaurants
Smart TV, books

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.6 out of 10, Exceptional, (36 reviews)
"This little apartment was great for what we needed! Clean, efficient, fast communication with the host, and right on the river near cute shops and restaurants. The washer/dryer was a great bonus. "
United States
Courtney
The price is HK$392
HK$1,062 total
includes taxes & fees
10 May - 11 May
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Interior

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"Amazing host! Great place to stay."
United States
Robert M.
The price is HK$1,057
HK$1,900 total
includes taxes & fees
10 May - 11 May
Carriage House, 7 minutes from downtown Louisville
Interior

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, (21 reviews)
"Great house for my family of five! The pool/ping pong table was the perfect way to spend our wit we getaway. "
United States
Jenn S.
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (11 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is HK$423
HK$1,123 total
includes taxes & fees
26 May - 27 May
Alfesco - Walkable Highlands Guesthouse
Interior

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (20 reviews)
"Everything was outstanding!"
United States
John W.
The price is HK$1,396
HK$2,193 total
includes taxes & fees
13 May - 14 May
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Exterior

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.6 out of 10, Exceptional, (23 reviews)
"This home is warm and cozy and close to everything we had planned."
United States
Dawn G.
The price is HK$740
HK$1,796 total
includes taxes & fees
11 May - 12 May
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Fridge, microwave, oven, stovetop

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (18 reviews)
"Great property. Good location. "
United States
Damont P.
The price is HK$979
HK$3,293 total
includes taxes & fees
10 May - 11 May
Uptown Class
Fridge, microwave, oven, stovetop

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, (17 reviews)
"House was cozy, and host was responsive. Rooms were clean and welcoming. A lovely place to stay."
United States
Alec S.
The price is HK$901
HK$1,328 total
includes taxes & fees
2 Jun - 3 Jun
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Exterior

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (144 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is HK$1,997
HK$3,146 total
includes taxes & fees
19 May - 20 May
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pewee Valley Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

8/10 Good
"Great hotel only issue: no bathroom fan and the pillows were WAY too big and hard "
Sonya 2-night trip
Posted 2 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property

Find out more about Pewee Valley

Search for holiday rentals in Pewee Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Pewee Valley using one of the methods below:

  • View our selection of featured holiday rentals in Pewee Valley
  • Use the map to find apartments and other holiday homes in the Pewee Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pewee Valley while they last

Look no further and take a look at our great range of rental properties in Pewee Valley!

Frequently asked questions

Can I find holiday rentals in Pewee Valley?

Yes, there are holiday rentals close to the most popular sights in Pewee Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pewee Valley has to offer?

Newly renovated 4BR CozySuites: This holiday home rental outside Pewee Valley is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Pewee Valley?

While exploring the area, visit family-friendly sights like Louisville Zoo, or get outside and enjoy nature at Yew Dell Botanical Gardens. In the wider area, you’ll find Pewee Valley Confederate Cemetery and Springhurst Towne Center Shopping Center.

What’s a holiday rental in Pewee Valley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pewee Valley. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family getaway.