Roadway and fences on horse farm at sunrise on foggy morning, Oldham County, Kentucky

Crestwood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Crestwood vacation rentals

Free WiFi

2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (269 reviews)
"Wasn't expecting much but it really hit the mark for a short stay. Quiet atmosphere helped me relax after a long drive."
United States
Anonymous traveler
The price is AED 234
AED 265 total
includes taxes & fees
28 Jun - 29 Jun
2 Queen Beds|Nsmk,Micfridge
Fridge, microwave, oven, stovetop

Preston Retreat - Convenient Germantown Location

Preston Retreat - Convenient Germantown Location
Merriwether
8.2 out of 10, Very Good, (13 reviews)
"Close to where we needed to be"
United States
terry k.
The price is AED 235
AED 797 total
includes taxes & fees
28 Jun - 29 Jun
Preston Retreat - Convenient Germantown Location
Smart TV

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (47 reviews)
"Clean great location and host "
United States
Donna L.
The price is AED 253
AED 722 total
includes taxes & fees
28 Jun - 29 Jun
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Smart TV

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (40 reviews)
"Everything about our stay was excellent."
United States
James H.
The price is AED 386
AED 989 total
includes taxes & fees
30 Jun - 1 Jul
Close to Everything in Louisville!!!
Fridge, microwave, oven, stovetop

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (24 reviews)
"Very nice stay!"
United States
Tammy W.
The price is AED 349
AED 581 total
includes taxes & fees
29 Jun - 30 Jun
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Smart TV, books

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.6 out of 10, Exceptional, (42 reviews)
"This little apartment was great for what we needed! Clean, efficient, fast communication with the host, and right on the river near cute shops and restaurants. The washer/dryer was a great bonus. "
United States
Courtney
The price is AED 294
AED 623 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.8 out of 10, Excellent, (12 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is AED 198
AED 526 total
includes taxes & fees
6 Jul - 7 Jul
Alfesco - Walkable Highlands Guesthouse
Exterior

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"We had everything we needed. Great location!"
United States
Adam S.
The price is AED 298
AED 1,479 total
includes taxes & fees
2 Jul - 3 Jul
St. Matthew’s - Walk to Shops & Restaurants
Fridge, microwave, oven, stovetop

Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (25 reviews)
"The bakery near by and the people in the community were an added bonus. Would stay hear again!"
United States
Kristen A.
The price is AED 459
AED 1,544 total
includes taxes & fees
7 Jul - 8 Jul
Uptown Class
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (35 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is AED 275
AED 725 total
includes taxes & fees
28 Jun - 29 Jun
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Exterior

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, (148 reviews)
"Host were nice and friendly "
United States
Robert M.
The price is AED 843
AED 1,354 total
includes taxes & fees
2 Jul - 3 Jul
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Interior

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
9.6 out of 10, Exceptional, (40 reviews)
"Convenient location and great host"
United States
Bryan R.
The price is AED 349
AED 874 total
includes taxes & fees
22 Jul - 23 Jul
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Fridge, microwave, oven, stovetop

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, (23 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AED 389
AED 585 total
includes taxes & fees
29 Jun - 30 Jun
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Bar (on property)

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.
The price is AED 331
AED 653 total
includes taxes & fees
28 Jun - 29 Jun
Unique Downtown Studio with an Industrial Vibe
Interior

5BR House Near Kentucky Exposition Center with Pool

5BR House Near Kentucky Exposition Center with Pool
Beechmont
9.4 out of 10, Exceptional, (33 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
5BR House Near Kentucky Exposition Center with Pool
Outdoor pool, a heated pool

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (395 reviews)
"Everything was nice and clean. The hosts were very friendly. "
United States
T W.
The price is AED 579
AED 757 total
includes taxes & fees
29 Jun - 30 Jun
A Cozy Cottage Near the Heart of All Louisville Attractions!
Interior

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
9.8 out of 10, Exceptional, (18 reviews)
"Matt communicated well and was always on top of anything we asked for. Great location and great apartment!! Will definitely stay here again."
United States
Stacey W.
The price is AED 198
AED 526 total
includes taxes & fees
6 Jul - 7 Jul
Contemporary Studio in NuLu Arts District
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (51 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is AED 487
AED 566 total
includes taxes & fees
1 Jul - 2 Jul
The Bellwether Hotel
Exterior

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.6 out of 10, Exceptional, (25 reviews)
"Cool spot, great location. "
United States
Luke M.
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Outdoor dining

Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck

Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
Schnitzelburg
9.2 out of 10, Wonderful, (5 reviews)
"Nice place! "
United States
Sierra S.
The price is AED 401
AED 990 total
includes taxes & fees
22 Jul - 23 Jul
Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
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.
View all properties
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

Omni Louisville Hotel

Omni Louisville Hotel

10/10 Excellent
"Oh MY! 6-star hotel, if I could give it that. I felt like I was at a resort (out of the country). Top-notch facilities, top-notch staff, top-notch rooms, top-notch ambience, top-notch amenities! I came to Louisville for a work trip. I am already making plans to come back later this summer to explore the town some more on a personal note. We couldn't have been more pleased. It was really one of the best hotels that I have stayed at in a long time. GREAT TIME, GREAT PLACE!!!! Will definitely be back!"
Kedrah 2-night trip
Posted 1 hour ago
Omni Louisville Hotel

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?

H1: Bourbon &Derby Getaway+Gift: You might want to consider this vacation home rental near Crestwood, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms and a kitchen with kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Crestwood?

Expedia has 7 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. You’ll find favorite places to visit like Kentucky Kingdom and Churchill Downs in the larger area.

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.