Douglass Hills Holiday Rentals

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Our top choices for Douglass Hills holiday rentals

9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is NZ$727
includes taxes & fees
2 Mar - 3 Mar
Beautiful restored Victorian farmhouse

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (38 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is NZ$220
includes taxes & fees
2 Mar - 3 Mar
The Bellwether Hotel
9.8 out of 10, Exceptional, (142 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 NZ$664
includes taxes & fees
22 Mar - 23 Mar
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
10.0 out of 10, Exceptional, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is NZ$511
includes taxes & fees
2 Mar - 3 Mar
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.
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
9.6 out of 10, Exceptional, (30 reviews)
"Stay was great"
United States
Jake T.
The price is NZ$1,206
includes taxes & fees
10 Mar - 11 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
10.0 out of 10, Exceptional, (17 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is NZ$1,000
includes taxes & fees
11 Mar - 12 Mar
Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Room was comfortable. "
United States
Mary
The price is NZ$234
includes taxes & fees
2 Mar - 3 Mar
The Duke Hotel
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$306
includes taxes & fees
1 Mar - 2 Mar
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
10.0 out of 10, Exceptional, (378 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 NZ$317
includes taxes & fees
1 Mar - 2 Mar
A Cozy Cottage Near the Heart of All Louisville Attractions!

Holiday Home in louisville

Historic Cottage with modern amenities
9.4 out of 10, Exceptional, (25 reviews)
"The cottage was well stocked & beautifully prepared for our arrival. We wish we could have stayed longer & enjoyed the peaceful setting. Thanks for a lovely stay in Louisville!"
United States
Terry M.
The price is NZ$654
includes taxes & fees
13 Mar - 14 Mar
Historic Cottage with modern amenities

Holiday Home in Camp Taylor

Close to Everything in Louisville!!!
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 NZ$447
includes taxes & fees
9 Mar - 10 Mar
Close to Everything in Louisville!!!
10.0 out of 10, Exceptional, (118 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 NZ$387
includes taxes & fees
9 Mar - 10 Mar
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Holiday Home in Brownsboro Zorn

Large Centrally Located Home
10.0 out of 10, Exceptional, (16 reviews)
"Great property and location. Perfect for our wedding celebration weekend!"
United States
Craig and Patty F.
The price is NZ$1,803
includes taxes & fees
13 Mar - 14 Mar
Large Centrally Located Home
9.6 out of 10, Exceptional, (24 reviews)
"This house was just as described. We had everything we needed and the property manager was awesome communicating the whole time. Would definitely recommend to anyone! "
United States
Renee C.
The price is NZ$567
includes taxes & fees
1 Mar - 2 Mar
Private Home Close to Zoo, U of L, Churchill Downs

Holiday Home in Jeffersonville

The Adelyn, where comfort meets convenience
10.0 out of 10, Exceptional, (5 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is NZ$571
includes taxes & fees
11 Mar - 12 Mar
The Adelyn, where comfort meets convenience
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is NZ$1,245
includes taxes & fees
3 Mar - 4 Mar
Heated Pool, Karaoke, 5 Kings, Hot Tub, 2 Game Rms

Condo in Old Louisville

Charming Churchill Downs Cottage
9.2 out of 10, Wonderful, (29 reviews)
"Very clean and well decorated. Great parking area and easy to access places for entertainment. Property Manager Shannon was so kind and helpful throughout the visit. Will stay again when we are in town. Thanks for providing a great place to stay "
United States
Ronnie M.
The price is NZ$538
includes taxes & fees
11 Mar - 12 Mar
Charming Churchill Downs Cottage
9.4 out of 10, Exceptional, (83 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is NZ$554
includes taxes & fees
1 Mar - 2 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Holiday Home in Beechmont

Prime Derby Location - Firepit - Yard
9.8 out of 10, Exceptional, (11 reviews)
"We did a guys' weekend here and it was great for our group. Communication with the property manager was excellent."
United States
Paul S.
The price is NZ$978
includes taxes & fees
10 Mar - 11 Mar
Prime Derby Location - Firepit - Yard
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 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$220 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?

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.