Photo by Christ Medina

Crestwood Holiday Rentals

    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

Tonight
14 Jul - 15 Jul
Tomorrow
15 Jul - 16 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Crestwood

The Bellwether Hotel
Effortlessly cook and entertain in this sleek kitchen with a stainless steel range hood, oven, and double sink.

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (16)
"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 HK$915
HK$1,063 total
includes taxes & fees
10 Aug - 11 Aug
The Bellwether Hotel
Stellar Suites
Relax in this inviting space with a large bed, a green sofa, and a small table.

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (99)
"Great spot a must stay"
The price is HK$860
HK$1,409 total
includes taxes & fees
28 Jul - 29 Jul
Stellar Suites
InTown Suites Extended Stay Louisville KY - Preston Hwy
Enjoy cooking in this well-equipped kitchen with microwave, stainless steel refrigerator, and ample countertop space.

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
6.2 out of 10, (10)
"Close to walk to"
InTown Suites Extended Stay Louisville KY - Preston Hwy
Newly renovated 4BR CozySuites
Enjoy cooking in this well-equipped kitchen with oven, microwave, and large island with seating.

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites
Hancock House
Enjoy the city view from the comfort of a bench along the large, arched windows.

Hancock House

3.0 star property
8.0 out of 10, Very good, (237)
"Excellent location, great parking, well equipped apartment with a comfortable bed. I’d highly recommend to anyone wanting to explore Louisville, and will definitely stay again!"
Hancock House
CozySuites at Nulu
Relax by the rooftop pool surrounded by lounge chairs and umbrellas.

CozySuites at Nulu

4.0 star property
8.0 out of 10, Very good, (20)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is HK$589
HK$1,549 total
includes taxes & fees
22 Jul - 23 Jul
CozySuites at Nulu
A Cozy Cottage Near the Heart of All Louisville Attractions!
Relax by the serene pool surrounded by lush greenery, complete with lounge chairs and a shaded seating area.

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (359)
"We just did an overnight on our trip south but as many others have said wish we could have stayed longer. Don't stay in a hotel/motel if you can stay here!!"
The price is HK$1,130
HK$1,494 total
includes taxes & fees
16 Jul - 17 Jul
A Cozy Cottage Near the Heart of All Louisville Attractions!
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Enjoy cooking in this well-appointed kitchen with a stainless steel sink, wooden countertop, and range hood.

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

9.8 out of 10, Exceptional, (69)
"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 HK$4,938
HK$9,659 total
includes taxes & fees
15 Jul - 16 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Big Chill! 5br 2ba Walkable- Hot tub!
Relax in the hot tub surrounded by a deck and seating area.

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

2.0 star property
9.4 out of 10, Exceptional, (9)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
4 rooms for rent
Relax in this stylish living room with a large L-shaped sofa, patterned cushions, and a contemporary rug.

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 HK$392
HK$1,093 total
includes taxes & fees
15 Jul - 16 Jul
4 rooms for rent
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Kitchen features a large island with a granite countertop, double oven, and microwave.

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Enjoy a serene stay in a spacious two-story home with a deck and large windows.

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.4 out of 10, Exceptional, (9)
"Super cute"
The price is HK$569
HK$1,298 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
Experience grandeur in this opulent space with tall columns, a large mirror, and a stunning chandelier.

Family Friendly, Historic Mansion Row, **5 min from Louisville!**

10.0 out of 10, Exceptional, (37)
"Convent and accommodation was excellent for 10 "
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Relax by the rooftop pool, surrounded by lounge chairs and a hot tub.

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

10.0 out of 10, Exceptional, (30)
"Perfect for our needs"
The price is HK$510
HK$1,312 total
includes taxes & fees
22 Jul - 23 Jul
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Surrounded by lush greenery, this cabin features a charming front porch and a nearby gazebo in a well-maintained garden.

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

9.6 out of 10, Exceptional, (227)
"This house was perfect for a ladies getaway.."
The price is HK$3,250
HK$5,321 total
includes taxes & fees
13 Aug - 14 Aug
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
The Caldwell - Germantown Highlands
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and ample storage.

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (21)
"Very pleasant stay in a beautifully appointed,immaculate home. Definitely will book again!"
The price is HK$620
HK$1,585 total
includes taxes & fees
30 Jul - 31 Jul
The Caldwell - Germantown Highlands
3 BR Downtown Sanctuary! Huge back yard
Relax in this stylish living space with a high ceiling, dining area, and comfortable sofa.

3 BR Downtown Sanctuary! Huge back yard

8.8 out of 10, Excellent, (33)
"House was very nice"
The price is HK$871
HK$1,953 total
includes taxes & fees
21 Jul - 22 Jul
3 BR Downtown Sanctuary! Huge back yard
New! Walkable, Classic Design - Sleeps 4!
Relax in this stylish living room with a leather sofa, ottoman, and coffee table, surrounded by a brick wall and large window.

New! Walkable, Classic Design - Sleeps 4!

9.6 out of 10, Exceptional, (8)
"Cool spot to relax and felt very upscale."
New! Walkable, Classic Design - Sleeps 4!
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Relax in the backyard hot tub, surrounded by a deck and outdoor seating.

Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

9.8 out of 10, Exceptional, (54)
"The property was very nice. Everything we wanted to do was less than a 20min drive from the property. Everyone had a great time!"
The price is HK$848
HK$3,171 total
includes taxes & fees
20 Jul - 21 Jul
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
King Bed in Historic Building Downtown
Stunning grand hallway with ornate columns and a decorative fresco ceiling.

King Bed in Historic Building Downtown

9.4 out of 10, Exceptional, (22)
"Great location and property. Listing was just as described and in a very central location for where I needed to be."
The price is HK$495
HK$1,207 total
includes taxes & fees
23 Jul - 24 Jul
King Bed in Historic Building Downtown
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

Frequently asked questions

Can I find a holiday rental in Crestwood?

Yes, there are holiday rentals in Crestwood close to Yew Dell Botanical Gardens, 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 Crestwood has to offer?

Newly renovated 4BR CozySuites: This holiday home rental outside Crestwood offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Crestwood?

Expedia has 6 holiday 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 holiday rental in Crestwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crestwood. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.