Photo by Christ Medina

Crestwood Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Crestwood

Our top choices for Crestwood vacation rentals

Stellar Suites
Signature Suite, 1 Queen Bed, Non Smoking | 2 bedrooms, premium bedding, down comforters, memory foam beds

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (104)
"Great spot a must stay"
The price is ￥16,991
￥27,477 total
includes taxes & fees
Sep 29 - Sep 30
Stellar Suites
InTown Suites Extended Stay Louisville KY - Preston Hwy
Fridge, microwave, stovetop, freezer

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
6.8 out of 10, (17)
"Staff has been great "
InTown Suites Extended Stay Louisville KY - Preston Hwy
Hancock House
Executive Room | View from room

Hancock House

3.0 star property
8.2 out of 10, Very Good, (241)
"Worked great for our family. Would stay again. "
Hancock House
The Bellwether Hotel
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels

The Bellwether Hotel

2.0 star property
8.2 out of 10, Very Good, (17)
"The boutique Bellwether Hotel is so beautiful and a step back in time. The art deco design, the second floor lounge, and the rooms all beautifully decorated and comfortable. Walk to restaurants, grocery, bars and antique shops. "
The price is ￥21,421
￥24,862 total
includes taxes & fees
Sep 23 - Sep 24
The Bellwether Hotel
Newly renovated 4BR CozySuites
House | Private kitchen | Fridge, microwave, oven, stovetop

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites
CozySuites at Nulu
Seasonal outdoor pool

CozySuites at Nulu

4.0 star property
8.2 out of 10, Very Good, (21)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is ￥10,095
￥28,088 total
includes taxes & fees
Sep 8 - Sep 9
CozySuites at Nulu
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

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

9.8 out of 10, Exceptional, (71)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is ￥102,879
￥194,407 total
includes taxes & fees
Sep 22 - Sep 23
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
King Bed in Historic Building Downtown
Interior

King Bed in Historic Building Downtown

9.6 out of 10, Exceptional, (28)
"Great location and property. Listing was just as described and in a very central location for where I needed to be."
The price is ￥9,272
￥22,626 total
includes taxes & fees
Sep 29 - Sep 30
King Bed in Historic Building Downtown
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Exterior

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

8.8 out of 10, Excellent, (8)
"Had a great time "
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
A Cozy Cottage Near the Heart of All Louisville Attractions!
Outdoor pool, a heated pool

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (368)
"Property was unique and offered the best space to refresh"
The price is ￥21,194
￥28,016 total
includes taxes & fees
Sep 7 - Sep 8
A Cozy Cottage Near the Heart of All Louisville Attractions!
Wanderlust - Hot tub / fire pit - Location!
Outdoor spa tub

Wanderlust - Hot tub / fire pit - Location!

9.8 out of 10, Exceptional, (7)
"4 guys in our group. We all had big comfy beds and enjoyed the hot tub and fire pit outside. Would recommend!"
Wanderlust - Hot tub / fire pit - Location!
Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
2 bedrooms, free WiFi, bed sheets

Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

9.8 out of 10, Exceptional, (34)
"A rustic cabin situated in a quiet rural setting with all the essentials provided for a restful getaway. Clean and well maintained, with a super simple check-in process. "
Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Exterior

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (229)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Close to Everything in Louisville!!!
Exterior detail

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (33)
"House provided a clean environment and space for three adults and two small dogs. It was central location to get to other stops in Louisville. Enclosed back yard provided spot for dogs. Neighbors were nice. Everything we needed was provided. "
The price is ￥16,926
￥41,514 total
includes taxes & fees
Sep 4 - Sep 5
Close to Everything in Louisville!!!
4 rooms for rent
Interior

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is ￥7,359
￥20,499 total
includes taxes & fees
Sep 4 - Sep 5
4 rooms for rent
Gallant Fox - NuLu/Downtown
Fridge, microwave, oven, stovetop

Gallant Fox - NuLu/Downtown

10.0 out of 10, Exceptional, (23)
"This was a beautiful place and close to great restaurants downtown. Would definitely recommend!"
The price is ￥16,558
￥46,381 total
includes taxes & fees
Sep 8 - Sep 9
Gallant Fox - NuLu/Downtown
Big Chill! 5br 2ba Walkable- Hot tub!
Terrace/patio

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.0 out of 10, Wonderful, (12)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Outdoor dining

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

10.0 out of 10, Exceptional, (179)
"Way beyond our expectations. We loved our stay!"
The price is ￥26,492
￥53,642 total
includes taxes & fees
Sep 8 - Sep 9
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (14)
"We absolutely loved staying here while in town visiting family. This place is spacious and beautifully decorated with lots of amenities. We would definitely stay here again. "
The price is ￥10,663
￥24,333 total
includes taxes & fees
Sep 4 - Sep 5
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Outdoor pool

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (94)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Crestwood Hotel Reviews

Find out more about Crestwood

Find out more about Crestwood

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

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

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

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?

Close to Everything in Louisville!!!: Visitors like this Crestwood vacation home rental. It is located on a river and offers a barbecue grill, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 enjoy the outdoors, whereas family-friendly attractions include Open Range Sports. Other places in town to visit include Kentucky Artisan Distillery and South Oldham Library.

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.