Douglass Hills Holiday Rentals

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Our top choices for Douglass Hills holiday rentals

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AU$623
includes taxes & fees
24 Mar - 25 Mar
Beautiful restored Victorian farmhouse

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$264
includes taxes & fees
14 Apr - 15 Apr
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

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$292
includes taxes & fees
31 Mar - 1 Apr
Unique Downtown Studio with an Industrial Vibe

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, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$217
includes taxes & fees
24 Mar - 25 Mar
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is AU$569
includes taxes & fees
26 Mar - 27 Mar
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 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$389
includes taxes & fees
24 Mar - 25 Mar
Close to Everything in Louisville!!!

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is AU$185
includes taxes & fees
30 Mar - 31 Mar
The Bellwether Hotel

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, (40 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is AU$286
includes taxes & fees
25 Mar - 26 Mar
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
8.6 out of 10, Excellent, (8 reviews)
"Clean, lovely stay. "
United States
Hannah
The price is AU$200
includes taxes & fees
24 Mar - 25 Mar
The Duke Hotel

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, (32 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$267
includes taxes & fees
29 Mar - 30 Mar
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

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, (381 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$274
includes taxes & fees
24 Mar - 25 Mar
A Cozy Cottage Near the Heart of All Louisville Attractions!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is AU$351
includes taxes & fees
24 Mar - 25 Mar
Carriage House, 7 minutes from downtown Louisville

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Very nice place"
United States
Seth B.
The price is AU$491
includes taxes & fees
31 Mar - 1 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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, (119 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is AU$342
includes taxes & fees
24 Mar - 25 Mar
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is AU$207
includes taxes & fees
30 Mar - 31 Mar
Alfesco - Walkable Highlands Guesthouse

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, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is AU$433
includes taxes & fees
31 Mar - 1 Apr
Charming house in one of Louisville's most coveted neighborhoods

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

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (31 reviews)
"Great place! Cozy with everything you need. The host was very responsive too!"
United States
Laura B.
The price is AU$180
includes taxes & fees
24 Mar - 25 Mar
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

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, (19 reviews)
"Everything was outstanding!"
United States
John W.
The price is AU$395
includes taxes & fees
31 Mar - 1 Apr
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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, (24 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is AU$243
includes taxes & fees
24 Mar - 25 Mar
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Charming Churchill Downs Cottage

Charming Churchill Downs Cottage
Old Louisville
9.2 out of 10, Wonderful, (29 reviews)
"Very welcoming, great communication and nice place!!"
United States
Wendie V.
The price is AU$467
includes taxes & fees
24 Mar - 25 Mar
Charming Churchill Downs Cottage
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$185 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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This holiday home rental outside of Douglass Hills offers a fireplace, a balcony 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 stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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.