Douglass Hills Holiday Rentals

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Our top choices for Douglass Hills holiday rentals

Cozy, historic, pet-friendly home!

Cozy, historic, pet-friendly home!
Louisville
9.8 out of 10, Exceptional, (37 reviews)
"Very good place"
United States
Jim H.
The price is AU$539
includes taxes & fees
15 May - 16 May
Cozy, historic, pet-friendly home!

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AU$256
includes taxes & fees
11 May - 12 May
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
The price is AU$478
includes taxes & fees
12 May - 13 May
Quiet Downtown Maple Cottage Gem

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 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 AU$297
includes taxes & fees
26 May - 27 May
Unique Downtown Studio with an Industrial Vibe

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
10.0 out of 10, Exceptional, (32 reviews)
"Very convenient stay. Easily fit the needs to access area we needed to stay in and place was comfortable clean."
United States
Michelle W.
The price is AU$289
includes taxes & fees
31 May - 1 June
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

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, (44 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is AU$274
includes taxes & fees
27 May - 28 May
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"Amazing host! Great place to stay."
United States
Robert M.
The price is AU$340
includes taxes & fees
13 May - 14 May
Carriage House, 7 minutes from downtown Louisville

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, (144 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is AU$549
includes taxes & fees
18 May - 19 May
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Whiskey Stop-Close to Ky Expo, Walkable & Parking!

Whiskey Stop-Close to Ky Expo, Walkable & Parking!
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is AU$294
includes taxes & fees
13 May - 14 May
Whiskey Stop-Close to Ky Expo, Walkable & Parking!

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (47 reviews)
"Unique and beautiful hotel in a great area. Would highly recommend."
United States
Erika
The price is AU$215
includes taxes & fees
1 June - 2 June
The Bellwether Hotel

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, (390 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is AU$265
includes taxes & fees
11 May - 12 May
A Cozy Cottage Near the Heart of All Louisville Attractions!

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, (33 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 AU$317
includes taxes & fees
25 May - 26 May
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (39 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is AU$377
includes taxes & fees
13 May - 14 May
Close to Everything in Louisville!!!

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, (20 reviews)
"Everything was outstanding!"
United States
John W.
The price is AU$392
includes taxes & fees
13 May - 14 May
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (18 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AU$571
includes taxes & fees
12 May - 13 May
Uptown Class

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is AU$554
includes taxes & fees
31 May - 1 June
St. Matthew’s - Walk to Shops & Restaurants

Top Floor Apt Near Churchill Downs & Expo Center

Top Floor Apt Near Churchill Downs & Expo Center
Audubon
10.0 out of 10, Exceptional, (3 reviews)
"Super unique spot with great ambiance and energy! You can tell the hosts put a lot of time into making it a one-of-a-kind retreat. "
United States
andrew
The price is AU$219
includes taxes & fees
13 May - 14 May
Top Floor Apt Near Churchill Downs & Expo Center

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, (125 reviews)
"Really nice unit. Very comfortable and clean. Very nice area -"
United States
Harry
The price is AU$332
includes taxes & fees
21 May - 22 May
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

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, (17 reviews)
"House was cozy, and host was responsive. Rooms were clean and welcoming. A lovely place to stay."
United States
Alec S.
The price is AU$227
includes taxes & fees
2 June - 3 June
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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, (23 reviews)
"This home is warm and cozy and close to everything we had planned."
United States
Dawn G.
The price is AU$321
includes taxes & fees
13 May - 14 May
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
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 Douglass Hills Hotel Reviews

Find out more about Douglass Hills

Everything you need to know about Douglass Hills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Douglass Hills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Douglass Hills holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Douglass Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Douglass Hills. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Douglass Hills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Douglass Hills holiday rentals we have selected for you start as low as AU$215 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Douglass Hills rentals

At Expedia, we put the best Douglass Hills holiday 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 Douglass Hills 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 Douglass Hills holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Douglass Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Douglass Hills?

Yes, there are holiday rentals close to the most popular sights in Douglass Hills, or you can select a more secluded option if you're looking for a relaxing stay. Douglass Hills is known for its shopping and cafés. Make sure you have time to check out the breweries and restaurants during your trip.

What are some of the best holiday rentals that Douglass Hills has to offer?

Newly renovated 4BR CozySuites: This holiday home rental outside Douglass Hills is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay. 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 Douglass Hills?

Choose from 3 Expedia holiday rentals in Douglass Hills for a memorable holiday.

What can I see and do in Douglass Hills?

Enjoy the area's cultural attractions such as Locust Grove Historic Home, or get outdoors into nature at a spot like E.P. Tom Sawyer State Park. In the wider area, you’ll find Douglass Hills Tennis Center and Southeast Christian Church.

What are holiday rentals like in Douglass Hills?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Douglass Hills. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.