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Douglass Hills Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Douglass Hills holiday rentals

A spacious living room with a fireplace, wooden flooring, and a ceiling fan.

1. Spacious 4-bedroom house in a prized location in Louisville

Spacious 4-bedroom house in a prized location in Louisville
Louisville
9.2 out of 10, Wonderful, (7 reviews)
"Clean"
United States
Cynthia W.
Spacious 4-bedroom house in a prized location in Louisville
A modern kitchen with a central island, bar stools, and a large window offering a view of the outdoors.

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
9.4 out of 10, Exceptional, (3 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
The price is HK$699
HK$868 total
includes taxes & fees
6 Sept - 7 Sept
StudioRes by Marriott Louisville East
A two-story house with a green door, a front porch with a bench, and a brick chimney.

3. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"cute housegreat location easy peasy"
United States
Lisa M.
The price is HK$564
HK$2,575 total
includes taxes & fees
30 Aug - 31 Aug
St. Matthew’s - Walk to Shops & Restaurants
A rustic room with stone walls, a fireplace, leather armchairs, and a wooden ceiling.

4. 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, (25 reviews)
"Everything was outstanding!"
United States
John W.
The price is HK$1,397
HK$2,222 total
includes taxes & fees
30 Aug - 31 Aug
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
A living room with a fireplace, a sofa, a coffee table, and a dining area with a table and chairs.

5. Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (57 reviews)
"Ross was super helpful from start to finish, and had plenty of space for our 14 guests to stay. This property would be very very high on my list to stay at again as a home base for a future Kentucky Derby weekend, or even a bourbon trail trip."
United States
Stephen Y.
The price is HK$1,568
HK$3,367 total
includes taxes & fees
27 Sept - 28 Sept
Near Highways and a 20 Min Drive to Louisville's Main Attractions
A living room with a sofa, coffee table, and a dining area with chairs and a table.

6. OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is HK$1,354
HK$3,619 total
includes taxes & fees
7 Sept - 8 Sept
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
A garden with a stone bench, a decorative dragon statue, and various plants.

7. 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, (133 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
The price is HK$1,019
HK$1,820 total
includes taxes & fees
30 Aug - 31 Aug
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
A rustic log cabin with a stone chimney, wooden porch, and a garden with flowers and logs.

8. 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, (152 reviews)
"One of the most beautiful locations I've had the pleasure of staying in. Plan to book again in the future. So much historical value and comfort"
United States
Bill H.
The price is HK$1,999
HK$3,103 total
includes taxes & fees
30 Aug - 31 Aug
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
A brick building with arched windows and a sign reading "The Bellwether."

9. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (54 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is HK$1,158
HK$1,402 total
includes taxes & fees
7 Sept - 8 Sept
The Bellwether Hotel
A modern kitchen with a large window, a dining area with a table and chairs, and a view of the outdoors.

10. 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, (86 reviews)
The price is HK$1,481
HK$2,748 total
includes taxes & fees
10 Sept - 11 Sept
Charming house in one of Louisville's most coveted neighborhoods
A living room with a fireplace, leather armchairs, a coffee table, and a painting on the wall.

11. 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
9.8 out of 10, Exceptional, (44 reviews)
"Great stay and great host"
United States
Chayil B.
The price is HK$423
HK$1,492 total
includes taxes & fees
30 Aug - 31 Aug
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
A hotel room with two beds, a desk, and a chair.

12. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveller
The price is HK$401
HK$453 total
includes taxes & fees
13 Sept - 14 Sept
2 Queen Beds|Nsmk,Micfridge

13. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is HK$930
HK$2,126 total
includes taxes & fees
8 Sept - 9 Sept
Convenient & Cozy! Close to everything Louisville!
A modern hotel lobby with a reception desk, seating area, and a staircase leading to the upper floor.

14. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (147 reviews)
"Great location. Lots to do in the area. Room was clean and very nice."
United States
Brad
The price is HK$789
HK$1,325 total
includes taxes & fees
1 Sept - 2 Sept
Stellar Suites
A modern living room with a sofa, coffee table, TV, and wooden cabinet.

15. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
The price is HK$734
HK$1,724 total
includes taxes & fees
31 Aug - 1 Sept
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

16. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Awesome little spot "
United States
Paul G.
The price is HK$706
HK$1,401 total
includes taxes & fees
7 Sept - 8 Sept
Riverside Suite: Walk to Big Four Bridge &
A single-story house with a front porch, a garage door, and a small garden with a fence.

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

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.4 out of 10, Exceptional, (27 reviews)
"Nice location and a lovely house"
United States
Juliana S.
The price is HK$741
HK$1,806 total
includes taxes & fees
31 Aug - 1 Sept
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

18. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (36 reviews)
"Everything was exactly as described. Location is perfect near great shops and restaurants. Will definitely use again. Owner super nice and great communicator. "
United States
Amanda H.
The price is HK$831
HK$1,701 total
includes taxes & fees
7 Sept - 8 Sept
Charming Clifton Loft with Balcony & Free
A room with a beige sofa, a black rug, and a window with blinds.

19. Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (42 reviews)
"It was a great stay"
United States
Jim M.
The price is HK$823
HK$2,139 total
includes taxes & fees
3 Sept - 4 Sept
Close to Everything in Louisville!!!
A courtyard with outdoor seating, brick buildings, and trees.

20. Condo in the Highlands walkable to restaurants, bars, and shopping

Condo in the Highlands walkable to restaurants, bars, and shopping
Cherokee Triangle
9.8 out of 10, Exceptional, (55 reviews)
"Our host provided everything we needed and responded quickly to our queries. We especially enjoyed the coffee bar! Excellent location just steps from restaurants and shops!"
United States
Dora C.
The price is HK$627
HK$2,439 total
includes taxes & fees
31 Aug - 1 Sept
Condo in the Highlands walkable to restaurants, bars, and shopping
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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

8/10 Good
"Great stay, but housekeeping does not know the meaning of do not disturb for late check out on last day"
Stephen 3-night trip
Posted 2 hours ago
Crowne Plaza Louisville Airport Expo Ctr by IHG

Find out more about Douglass Hills

Search for holiday rentals in Douglass Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Douglass Hills using one of the methods below:

  • View our selection of featured holiday rentals in Douglass Hills
  • Use the map to find apartments and other holiday homes in the Douglass Hills neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Douglass Hills while they last

Look no further and take a look at our great range of rental properties in Douglass Hills!

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?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: This holiday home rental outside of Douglass Hills is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

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.