A rural road flanked by trees and a wooden fence.

Crestwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Crestwood vacation rentals

A modern kitchen with a large window, a dining area with a table and chairs, and a view of the outdoors.

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, (87 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
$347 nightly
The price is $403
Oct 12 - Oct 13
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods
A multi-story hotel with a flat facade, a parking lot in front, and a sign indicating 'STUDIOS.'

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (12 reviews)
"The front desk staff made check in/out so smooth & were amazing!"
United States
Brandon
$94 nightly
The price is $111
Oct 25 - Oct 26
Total with taxes and fees
StudioRes by Marriott Louisville East
A wooden cabin with a green roof, surrounded by lush greenery and a gravel path.

3. 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.
$1,113 nightly
The price is $1,292
Nov 2 - Nov 3
Total with taxes and fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
A spacious dining area with a large table set for six, surrounded by modern chairs. A chandelier hangs from the ceiling, and a staircase leads to an upper level. The kitchen in the background features white cabinets and a central island.

4. Estate: Heated Pool, Hot Tub, Game Rooms, Pets

Estate: Heated Pool, Hot Tub, Game Rooms, Pets
La Grange
10.0 out of 10, Exceptional, (28 reviews)
"My family enjoyed the house. We loved the pool and hot tub and there were so many other things we could do while staying in the house. The kids loved all of the games and the karaoke. The house fit our needs perfectly and the hosts were very kind and helpful."
United States
Linda L.
Estate: Heated Pool, Hot Tub, Game Rooms, Pets
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

5. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (9 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
$469 nightly
The price is $530
Oct 12 - Oct 13
Total with taxes and fees
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
A living room with a fireplace, a sofa, a coffee table, and a dining area with a table and chairs.

6. 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)
"This is the second time we’ve stayed a long weekend here and plan to do so again in the future! Highly recommended!"
United States
Clint S.
$381 nightly
The price is $442
Oct 25 - Oct 26
Total with taxes and fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
A brick building with arched windows and a sign reading "The Bellwether."

7. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.2 out of 10, Wonderful, (62 reviews)
"This is a hotel not to be missed. The Art Deco style in the rooms combined with the cleanliness and boutique style makes it a Louisville treasure. Plenty of street parking and a great neighborhood."
United States
Sandy
$123 nightly
The price is $142
Oct 26 - Oct 27
Total with taxes and fees
The Bellwether Hotel
A modern hotel lobby with a reception desk, seating area, and a staircase leading to the upper floor.

8. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.4 out of 10, Exceptional, (155 reviews)
"Location was great near meant restaurants and nightspots"
United States
Kevin
$160 nightly
The price is $186
Oct 26 - Oct 27
Total with taxes and fees
Stellar Suites
A cozy log cabin interior with a stone fireplace, leather furniture, and rustic decor.

9. 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, (154 reviews)
"Unique cabin in the woods. Tammy and Jan were attentive hosts. Breakfast in the morning was delicious. Would definitely stay here again"
United States
Suzanne H.
$355 nightly
The price is $412
Oct 19 - Oct 20
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance
A rooftop pool area with multiple lounge chairs and umbrellas, surrounded by a high-rise building with balconies.

10. CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
7.6 out of 10, Good, (36 reviews)
"We love staying at this location when we come to Louisville. It’s a great apartment that is conveniently located. Love the view of the Big Four Bridge at night!"
United States
Jennifer
$185 nightly
The price is $215
Oct 13 - Oct 14
Total with taxes and fees
CozySuites at Nulu
A living room with a sofa, coffee table, and a dining area with chairs and a table.

11. 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)
"Perfect location and awesome house. Perfect communication from the host. Would definitely stay here again."
United States
Daniel O.
$398 nightly
The price is $462
Oct 26 - Oct 27
Total with taxes and fees
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
A garden with a stone bench, a decorative dragon statue, and various plants.

12. 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, (137 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
$205 nightly
The price is $238
Oct 18 - Oct 19
Total with taxes and fees
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Room

13. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (38 reviews)
"Great location in Clifton neighborhood!"
United States
Kelly D.
$162 nightly
The price is $174
Oct 14 - Oct 15
Total with taxes and fees
Charming Clifton Loft with Balcony & Free
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

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, (25 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
$145 nightly
The price is $164
Oct 20 - Oct 21
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
A hotel room with two beds, a desk, and a chair.

15. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (273 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveler
$50 nightly
The price is $56
Oct 12 - Oct 13
Total with taxes and fees
2 Queen Beds|Nsmk,Micfridge
A log cabin with a covered porch, large windows, and a well-maintained front yard.

16. The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
Shelbyville
10.0 out of 10, Exceptional, (11 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
$489 nightly
The price is $544
Oct 13 - Oct 14
Total with taxes and fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
A modern living room with a sofa, coffee table, TV, and wooden cabinet.

17. 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, (12 reviews)
"Has all the amenities you would need and is in a quiet neighborhood. Great for families."
United States
Stephen
$242 nightly
The price is $273
Oct 25 - Oct 26
Total with taxes and fees
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
A modern dining area with a round wooden table, leather chairs, and a chandelier.

18. ☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Jeffersonville
8.6 out of 10, Excellent, (44 reviews)
"Clean place, not far from downtown Louisville, and the host was very responsive."
United States
Brandon S.
$365 nightly
The price is $418
Nov 2 - Nov 3
Total with taxes and fees
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
A spacious room with hardwood flooring, a chandelier, and large windows.

19. Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.2 out of 10, Wonderful, (62 reviews)
"Great older house in a very quiet neighborhood very close to downtown Louisville. The property was great for our party of six. Would stay again if in the area."
United States
NanetteSteve K.
$295 nightly
The price is $333
Oct 12 - Oct 13
Total with taxes and fees
Victorian Center Jeffersonville
A modern two-story house with a dark exterior, a covered front porch with stone pillars, and a stone pathway leading to the entrance.

20. The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
$277 nightly
The price is $313
Oct 13 - Oct 14
Total with taxes and fees
The Adelyn, where comfort meets convenience
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
"Beautiful view and right on top of everything going in downtown. Lots to do at the Hotel as well. Highly recommended"
Michael 1-night trip
Posted 6 hours ago
Galt House Hotel Trademark Collection by Wyndham

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 $56 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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: Visitors like this Crestwood vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.