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, (88 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is CA $322
CA $566 total
includes taxes & fees
Oct 26 - Oct 27
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
7.6 out of 10, Good, (12 reviews)
"The front desk staff made check in/out so smooth & were amazing!"
United States
Brandon
The price is CA $126
CA $157 total
includes taxes & fees
Oct 24 - Oct 25
StudioRes by Marriott Louisville East

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.
The price is CA $955
CA $1,827 total
includes taxes & fees
Nov 2 - Nov 3
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

4. 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, (58 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.
The price is CA $255
CA $583 total
includes taxes & fees
Oct 28 - Oct 29
Near Highways and a 20 Min Drive to Louisville's Main Attractions

5. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.2 out of 10, Wonderful, (63 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
The price is CA $182
CA $220 total
includes taxes & fees
Oct 26 - Oct 27
The Bellwether Hotel

6. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.4 out of 10, Exceptional, (156 reviews)
"Location was great near meant restaurants and nightspots"
United States
Kevin
The price is CA $147
CA $245 total
includes taxes & fees
Nov 3 - Nov 4
Stellar Suites

7. 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, (155 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.
The price is CA $368
CA $579 total
includes taxes & fees
Oct 19 - Oct 20
Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance

8. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (57 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
The price is CA $196
CA $221 total
includes taxes & fees
Oct 30 - Oct 31
stayAPT Suites Louisville North-Clarksville

9. 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, (28 reviews)
"Beautiful cabin with beautiful views!"
United States
Frida G.
The price is CA $252
CA $401 total
includes taxes & fees
Oct 19 - Oct 20
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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
The price is CA $133
CA $318 total
includes taxes & fees
Oct 18 - Oct 19
CozySuites at Nulu

11. 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, (138 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
The price is CA $184
CA $336 total
includes taxes & fees
Oct 18 - Oct 19
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

12. 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.
The price is CA $244
CA $653 total
includes taxes & fees
Oct 28 - Oct 29
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

13. 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, (26 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
The price is CA $153
CA $229 total
includes taxes & fees
Oct 26 - Oct 27
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

14. 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.
The price is CA $93
CA $272 total
includes taxes & fees
Oct 18 - Oct 19
Charming Clifton Loft with Balcony & Free

15. 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.
The price is CA $636
CA $809 total
includes taxes & fees
Oct 18 - Oct 19
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+

16. 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 traveller
The price is CA $69
CA $78 total
includes taxes & fees
Oct 26 - Oct 27
2 Queen Beds|Nsmk,Micfridge

17. ☆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.
The price is CA $204
CA $592 total
includes taxes & fees
Oct 28 - Oct 29
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

18. 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.
The price is CA $113
CA $202 total
includes taxes & fees
Nov 4 - Nov 5
American Pharoah Twin Spires Suite

19. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is CA $179
CA $396 total
includes taxes & fees
Oct 19 - Oct 20
Convenient & Cozy! Close to everything Louisville!

20. Rooftop Patio & Games in Historic Highlands

Rooftop Patio & Games in Historic Highlands
Cherokee Triangle
9.4 out of 10, Exceptional, (16 reviews)
"Great location for local food and entertainment. Spacious bedrooms. The rooftop deck was a great addition and off-street parking was very convenient. A nice, safe neighborhood with a lot of activity."
United States
Norman
The price is CA $74
CA $247 total
includes taxes & fees
Oct 18 - Oct 19
Rooftop Patio & Games in Historic Highlands
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Crestwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.