Douglass Hills Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Douglass Hills holiday rentals

TV

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 HK$741
HK$1,429 total
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Interior

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
New Albany
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 HK$655
HK$2,687 total
includes taxes & fees
19 Jan - 20 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is HK$565
HK$1,290 total
includes taxes & fees
19 Jan - 20 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Iron/ironing board, WiFi, bed sheets

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 HK$476
HK$1,749 total
includes taxes & fees
21 Jan - 22 Jan
Alfesco - Walkable Highlands Guesthouse
Interior

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, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is HK$304
HK$1,349 total
includes taxes & fees
18 Jan - 19 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is HK$897
HK$1,041 total
includes taxes & fees
19 Jan - 20 Jan
The Bellwether Hotel
Fridge, microwave, oven, stovetop

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, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is HK$741
HK$1,146 total
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Fridge, microwave, oven, stovetop

Book for Derby! Close to Churchill & Expo Center!

Book for Derby! Close to Churchill & Expo Center!
Germantown
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 HK$556
HK$1,462 total
includes taxes & fees
19 Jan - 20 Jan
Book for Derby! Close to Churchill & Expo Center!
Interior

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (49 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is HK$1,053
HK$1,856 total
includes taxes & fees
20 Jan - 21 Jan
Carriage House, 7 minutes from downtown Louisville
Smart TV, offices, printers

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, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is HK$1,081
HK$2,251 total
includes taxes & fees
19 Jan - 20 Jan
Charming house in one of Louisville's most coveted neighborhoods
Interior

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)
"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 HK$1,390
HK$2,184 total
includes taxes & fees
18 Jan - 19 Jan
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Smart TV

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, (35 reviews)
"Nice place"
United States
Amanda C.
The price is HK$685
HK$1,700 total
includes taxes & fees
19 Jan - 20 Jan
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Exterior detail

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
2.0 star property
La Grange
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 HK$1,240
HK$2,504 total
includes taxes & fees
21 Jan - 22 Jan
The Sweet Retreat Wheelchair Accessible Historic Home
Outdoor spa tub

Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm

Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm
2.0 star property
Shelbyville
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 HK$3,539
HK$4,432 total
includes taxes & fees
10 Feb - 11 Feb
Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm
Smart TV

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is HK$819
HK$2,046 total
includes taxes & fees
14 Feb - 15 Feb
Close to Everything in Louisville!!!
Lounge

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
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 HK$811
HK$1,348 total
includes taxes & fees
30 Jan - 31 Jan
Stellar Suites
Dining

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is HK$780
HK$2,310 total
includes taxes & fees
25 Jan - 26 Jan
Putt Putt House by Louisville Walking Bridge
Exterior detail

Southern Family Charmer - Perfect Space & Location with style and comfort!

Southern Family Charmer - Perfect Space & Location with style and comfort!
Schnitzelburg
10.0 out of 10, Exceptional, (23 reviews)
"Good rooms and clean place"
United States
Mufid S.
Southern Family Charmer - Perfect Space & Location with style and comfort!
Terrace/patio

Entire Home with Indoor Spa & Pool

Entire Home with Indoor Spa & Pool
Jeffersonville
9.8 out of 10, Exceptional, (24 reviews)
"Great pool and great neighboorhood."
United States
Anonymous traveller
Entire Home with Indoor Spa & Pool
27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is HK$780
HK$1,295 total
includes taxes & fees
22 Jan - 23 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.
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Top Douglass Hills Hotel Reviews

Towneplace Suites By Marriott Louisville Downtown

Towneplace Suites By Marriott Louisville Downtown

10/10 Excellent
"Clean room and friendly staff"
Sarah 1-night trip
Posted 3 hours ago
Towneplace Suites By Marriott Louisville Downtown

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?

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.