A rural road flanked by trees and a wooden fence.

Crestwood Vacation Rentals

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Our top choices for Crestwood vacation rentals

1. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
$301 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
9.0 out of 10, Wonderful, (2 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
$94 nightly
The price is $111
Sep 2 - Sep 3
Total with taxes and fees
StudioRes by Marriott Louisville East

3. Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (57 reviews)
"Ross was super helpful from start to finish, and had plenty of space for our 14 guests to stay. This property would be very very high on my list to stay at again as a home base for a future Kentucky Derby weekend, or even a bourbon trail trip."
United States
Stephen Y.
$339 nightly
The price is $393
Sep 7 - Sep 8
Total with taxes and fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions

4. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"The neighborhood is safe and we walked around to enjoy all the nearby shops and restaurants. Very quiet and peaceful, enjoyed the porch every morning."
United States
Stacy B.
$283 nightly
The price is $328
Aug 30 - Aug 31
Total with taxes and fees
St. Matthew’s - Walk to Shops & Restaurants

5. 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, (25 reviews)
"Everything was outstanding!"
United States
John W.
$244 nightly
The price is $283
Aug 30 - Aug 31
Total with taxes and fees
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

6. 3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay!"
United States
Katie H.
$1,005 nightly
The price is $1,103
Sep 9 - Sep 10
Total with taxes and fees
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (87 reviews)
"We had a great time! "
United States
Amber H.
$975 nightly
The price is $1,131
Aug 30 - Aug 31
Total with taxes and fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

8. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveler
$52 nightly
The price is $58
Sep 13 - Sep 14
Total with taxes and fees
2 Queen Beds|Nsmk,Micfridge

9. Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (133 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
$200 nightly
The price is $232
Aug 28 - Aug 29
Total with taxes and fees
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

10. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
$207 nightly
The price is $233
Aug 27 - Aug 28
Total with taxes and fees
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

11. 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
9.8 out of 10, Exceptional, (44 reviews)
"Great stay and great host"
United States
Chayil B.
$164 nightly
The price is $190
Aug 30 - Aug 31
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

12. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Awesome little spot "
United States
Paul G.
$146 nightly
The price is $156
Aug 27 - Aug 28
Total with taxes and fees
Riverside Suite: Walk to Big Four Bridge &

13. OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
$409 nightly
The price is $474
Sep 7 - Sep 8
Total with taxes and fees
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

14. 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, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
$165 nightly
The price is $186
Sep 21 - Sep 22
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

15. 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, (151 reviews)
"One of the most beautiful locations I've had the pleasure of staying in. Plan to book again in the future. So much historical value and comfort"
United States
Bill H.
$322 nightly
The price is $373
Sep 1 - Sep 2
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

16. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (54 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
$148 nightly
The price is $171
Sep 1 - Sep 2
Total with taxes and fees
The Bellwether Hotel

17. American Pharoah Twin Spires Suite

American Pharoah Twin Spires Suite
Jeffersonville
10.0 out of 10, Exceptional, (6 reviews)
"Great place in downtown Jeffersonville. Clean and great location for Abbey Road on the River. Just had a few suggestions for mgr, im sure he'll consider. We'd def stay here again!"
United States
doris S.
$140 nightly
The price is $143
Aug 30 - Aug 31
Total with taxes and fees
American Pharoah Twin Spires Suite

18. The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (213 reviews)
"Beautiful location…very relaxing after a busy day!"
United States
Jim N.
$425 nightly
The price is $493
Sep 23 - Sep 24
Total with taxes and fees
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

19. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 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.
$160 nightly
The price is $178
Aug 30 - Aug 31
Total with taxes and fees
Unique Downtown Studio with an Industrial Vibe

20. +Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (95 reviews)
"6 of us met from 3 different stars to celebrate a birthday. The house was perfect, location couldn’t have been better & everyone had a great time!"
United States
Dawn D.
$302 nightly
The price is $344
Aug 31 - Sep 1
Total with taxes and fees
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
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

Find out more about Crestwood

Everything you need to know about Crestwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Crestwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Crestwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crestwood vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $58 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Crestwood rentals

At Expedia, we put the best Crestwood vacation 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 Crestwood 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 Crestwood vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Crestwood?

Yes, we offer vacation rentals in Crestwood near Yew Dell Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Crestwood has to offer?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: Visitors like this Crestwood vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a hot tub and a selection of books.

How many vacation rentals are there in Crestwood?

Expedia has 6 vacation rentals for your stay in Crestwood.

What’s there to see and do in Crestwood?

Yew Dell Botanical Gardens and Summer Field by the Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Kentucky Artisan Distillery and Oldham County Arts Center.

What’s a vacation rental in Crestwood like?

Vacation rentals are private properties you can book for a long or short time in Crestwood. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.