Douglass Hills Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Douglass Hills holiday rentals

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 NZ$320
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is NZ$597
includes taxes & fees
14 Jan - 15 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is NZ$267
includes taxes & fees
14 Jan - 15 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is NZ$388
includes taxes & fees
22 Jan - 23 Jan
Alfesco - Walkable Highlands Guesthouse
10.0 out of 10, Exceptional, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is NZ$300
includes taxes & fees
22 Jan - 23 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is NZ$231
includes taxes & fees
14 Jan - 15 Jan
The Bellwether Hotel
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$254
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (71 reviews)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is NZ$325
includes taxes & fees
22 Jan - 23 Jan
Book for Derby! Close to Churchill & Expo Center!
10.0 out of 10, Exceptional, (49 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is NZ$422
includes taxes & fees
20 Jan - 21 Jan
Carriage House, 7 minutes from downtown Louisville
10.0 out of 10, Exceptional, (77 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is NZ$500
includes taxes & fees
26 Jan - 27 Jan
Charming house in one of Louisville's most coveted neighborhoods
10.0 out of 10, Exceptional, (19 reviews)
"The cabin was cozy and inviting with so much history, and the grounds are meticulously maintained and absolutely gorgeous. Don was very nice to talk to and we enjoyed the 2 house pups that would let us pet them. "
United States
Adam H.
The price is NZ$483
includes taxes & fees
14 Jan - 15 Jan
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
10.0 out of 10, Exceptional, (35 reviews)
"Nice place"
United States
Amanda C.
The price is NZ$385
includes taxes & fees
19 Jan - 20 Jan
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is NZ$550
includes taxes & fees
14 Jan - 15 Jan
The Sweet Retreat Wheelchair Accessible Historic Home
2.0 star property
10.0 out of 10, Exceptional, (16 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is NZ$964
includes taxes & fees
14 Jan - 15 Jan
Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm

Holiday Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is NZ$464
includes taxes & fees
14 Jan - 15 Jan
Close to Everything in Louisville!!!

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is NZ$299
includes taxes & fees
29 Jan - 30 Jan
Stellar Suites

Holiday Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is NZ$511
includes taxes & fees
25 Jan - 26 Jan
Putt Putt House by Louisville Walking Bridge
10.0 out of 10, Exceptional, (23 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is NZ$523
includes taxes & fees
25 Jan - 26 Jan
Southern Family Charmer - Perfect Space & Location with style and comfort!

Holiday Home in Jeffersonville

Entire Home with Indoor Spa & Pool
9.8 out of 10, Exceptional, (24 reviews)
"Great pool and great neighboorhood."
United States
Anonymous traveller
The price is NZ$608
includes taxes & fees
27 Jan - 28 Jan
Entire Home with Indoor Spa & Pool

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is NZ$288
includes taxes & fees
19 Jan - 20 Jan
The Duke Hotel
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

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 favorite 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 depends 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 NZ$231 per night. Entering your travel dates in the search wizard you might find 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?

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths: This holiday home rental outside of Douglass Hills offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, 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.