Pewee Valley Holiday Rentals

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Holiday Rentals in Pewee Valley

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

Shelbyville
10.0 out of 10, Exceptional, (19)
"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 AU$304
includes taxes & fees
9 Dec - 10 Dec
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

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.
The price is AU$356
includes taxes & fees
13 Dec - 14 Dec
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

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.
The price is AU$751
includes taxes & fees
11 Dec - 12 Dec
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

3.0 star property
New Albany
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is AU$583
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Alfesco - Walkable Highlands Guesthouse

Deer Park
8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
Alfesco - Walkable Highlands Guesthouse

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Louisville
9.8 out of 10, Exceptional, (19)
"Nice place to stay"
United States
Terry M.
The price is AU$245
includes taxes & fees
8 Dec - 9 Dec
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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.
The price is AU$267
includes taxes & fees
15 Dec - 16 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

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

Jeffersonville
9.8 out of 10, Exceptional, (28)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
The price is AU$182
includes taxes & fees
9 Dec - 10 Dec
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

The Reserve on Main

4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is AU$282
includes taxes & fees
8 Dec - 9 Dec
The Reserve on Main

4th Street Suites - Stunning King Bed Suite

2.0 star property
Downtown Louisville
9.0 out of 10, Wonderful, (10)
"We loved our stay here! Property and room were very nice and clean! Room had everything you needed. Location was a very short walk to 4th street live and other attractions. We would stay here again! "
United States
Amy B.
The price is AU$230
includes taxes & fees
10 Dec - 11 Dec
4th Street Suites - Stunning King Bed Suite

The Duke Hotel

2.0 star property
Downtown Louisville
The price is AU$242
includes taxes & fees
8 Dec - 9 Dec
The Duke Hotel

CozySuites at Nulu

4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is AU$297
includes taxes & fees
5 Jan - 6 Jan 2026
CozySuites at Nulu

Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Downtown Louisville
9.8 out of 10, Exceptional, (12)
"Stayed for a few days in July of 2025. Property was clean, spacious and had access to a great pool and amenities. Good central location, lots of stuff within a short walk or Uber. We were happy with the space and would stay here if traveling to Louisville again. Tyler the host responded quickly to questions I had. "
United States
Kristen C.
The price is AU$223
includes taxes & fees
8 Dec - 9 Dec
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Stylish House Walking Distance from the Fun of the Highlands!

Phoenix Hill
9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
The price is AU$418
includes taxes & fees
18 Dec - 19 Dec
Stylish House Walking Distance from the Fun of the Highlands!

4th Street Suites - Extravagant King Bed Suite

Downtown Louisville
9.8 out of 10, Exceptional, (19)
"Clean room and great location. Enjoyed being able to walk to many restaurants and to tours. "
United States
Doug H.
The price is AU$244
includes taxes & fees
21 Dec - 22 Dec
4th Street Suites - Extravagant King Bed Suite

Charming Churchill Downs Cottage

Old Louisville
9.2 out of 10, Wonderful, (26)
"Nice quite location i thought "
United States
josh b.
The price is AU$350
includes taxes & fees
8 Dec - 9 Dec
Charming Churchill Downs Cottage

Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

Downtown Louisville
9.8 out of 10, Exceptional, (42)
"This is one of the best apartments I've ever stayed in. It is exceptionally clean and well maintained. It is significantly larger than a hotel room and has a full, well stocked kitchen with plenty of coffee. There is a pleasant little balcony, and the building itself is amazing: beautiful pool with hammocks, Cafe with pool table and free beverages, gym, pet spa, and a golf simulator. Better than staying at the Omni. "
United States
Richard
The price is AU$223
includes taxes & fees
8 Dec - 9 Dec
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

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
The price is AU$447
includes taxes & fees
21 Dec - 22 Dec
Putt Putt House by Louisville Walking Bridge

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.
The price is AU$224
includes taxes & fees
8 Dec - 9 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is AU$388
includes taxes & fees
8 Dec - 9 Dec
Close to Everything in Louisville!!!
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 Pewee Valley Hotel Reviews

Find out more about Pewee Valley

Everything you need to know about Pewee Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pewee Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pewee Valley holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pewee Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pewee Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pewee Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pewee Valley holiday rentals we have selected for you start as low as AU$189 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pewee Valley rentals

At Expedia, we put the best Pewee Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pewee Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pewee Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pewee Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Pewee Valley is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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

While exploring the area, visit family-friendly sights like IceLand Sports Complex, 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.