Douglass Hills Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Douglass Hills vacation rentals

Fridge, microwave, oven, stovetop

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 ￥34,369
￥68,615 total
includes taxes & fees
Mar 11 - Mar 12
Beautiful restored Victorian farmhouse
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (38 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ￥17,724
￥20,573 total
includes taxes & fees
Mar 3 - Mar 4
The Bellwether Hotel
Exterior

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, (142 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveler
The price is ￥39,747
￥62,599 total
includes taxes & fees
Mar 31 - Apr 1
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Fridge, microwave, oven, stovetop

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 ￥24,032
￥47,817 total
includes taxes & fees
Mar 2 - Mar 3
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 ￥27,808
￥44,050 total
includes taxes & fees
Mar 1 - Mar 2
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Dining

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (30 reviews)
"Stay was great"
United States
Jake T.
The price is ￥56,038
￥114,853 total
includes taxes & fees
Mar 1 - Mar 2
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Outdoor spa tub

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm
Shelbyville
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 ￥74,911
￥93,910 total
includes taxes & fees
Mar 11 - Mar 12
Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm
27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (2 reviews)
"Room was comfortable. "
United States
Mary
The price is ￥11,080
￥21,918 total
includes taxes & fees
Mar 2 - Mar 3
The Duke Hotel
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 ￥14,808
￥28,557 total
includes taxes & fees
Mar 1 - Mar 2
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Smart TV, DVD player, books, video library

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, (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 ￥22,471
￥29,704 total
includes taxes & fees
Mar 1 - Mar 2
A Cozy Cottage Near the Heart of All Louisville Attractions!
Smart TV, fireplace

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
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 ￥35,111
￥61,764 total
includes taxes & fees
Mar 1 - Mar 2
Historic Cottage with modern amenities
Smart TV

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 ￥16,366
￥42,155 total
includes taxes & fees
Mar 30 - Mar 31
Close to Everything in Louisville!!!
Property grounds

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, (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 ￥20,287
￥37,133 total
includes taxes & fees
Mar 1 - Mar 2
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Outdoor dining

Large Centrally Located Home

Large Centrally Located Home
Brownsboro Zorn
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 ￥73,368
￥158,250 total
includes taxes & fees
Mar 1 - Mar 2
Large Centrally Located Home
Fridge, microwave, oven, stovetop

Private Home Close to Zoo, U of L, Churchill Downs

Private Home Close to Zoo, U of L, Churchill Downs
Poplar Level
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 ￥15,587
￥53,929 total
includes taxes & fees
Mar 1 - Mar 2
Private Home Close to Zoo, U of L, Churchill Downs
Exterior

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (5 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is ￥23,408
￥53,783 total
includes taxes & fees
Mar 2 - Mar 3
The Adelyn, where comfort meets convenience
Dining

Heated Pool, Karaoke, 5 Kings, Hot Tub, 2 Game Rms

Heated Pool, Karaoke, 5 Kings, Hot Tub, 2 Game Rms
La Grange
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is ￥34,571
￥118,229 total
includes taxes & fees
Mar 3 - Mar 4
Heated Pool, Karaoke, 5 Kings, Hot Tub, 2 Game Rms
TV, offices

Charming Churchill Downs Cottage

Charming Churchill Downs Cottage
Old Louisville
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 ￥15,587
￥50,831 total
includes taxes & fees
Mar 1 - Mar 2
Charming Churchill Downs Cottage
Sauna

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (83 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is ￥21,646
￥52,536 total
includes taxes & fees
Mar 1 - Mar 2
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Interior

Prime Derby Location - Firepit - Yard

Prime Derby Location - Firepit - Yard
Beechmont
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 ￥31,210
￥93,028 total
includes taxes & fees
Mar 1 - Mar 2
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

Drury Inn & Suites Louisville East

Drury Inn & Suites Louisville East

10/10 Excellent
"Always enjoy staying at the Drury. This one had an exceptional hot tub!"
Teresa 1-night trip
Posted 1 day ago
Drury Inn & Suites Louisville East

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:

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

Frequently asked questions

Are there vacation rentals in Douglass Hills?

Yes, we give you a choice of vacation rentals close to the most popular points of interest in Douglass Hills, or you can choose a secluded option if you're looking for relaxation. Douglass Hills is known for its shopping and cafes. Make sure you have time to check out the breweries and restaurants during your trip.

What are some of the best vacation rentals in Douglass Hills?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This vacation 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Douglass Hills?

Choose from 3 Expedia vacation rentals in Douglass Hills for a memorable vacation.

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 larger area, you’ll find Douglass Hills Tennis Center and Southeast Christian Church.

What are vacation rentals like in Douglass Hills?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Douglass Hills. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.