Douglass Hills Vacation Rentals

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Douglass Hills vacation rentals

stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (49 reviews)
"Every thing was great. Especially impressed by the kitchen."
United States
Ronald
stayAPT Suites Louisville North-Clarksville

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (49 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is ¥22,249
¥25,824 total
includes taxes & fees
Jun 1 - Jun 2
The Bellwether Hotel

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (14 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is ¥35,119
¥70,998 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful restored Victorian farmhouse

Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom

Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom
Shelbyville
10.0 out of 10, Exceptional, (20 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is ¥67,085
¥81,915 total
includes taxes & fees
Jun 8 - Jun 9
Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (84 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is ¥30,102
¥38,637 total
includes taxes & fees
Jun 2 - Jun 3
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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, (147 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is ¥40,614
¥63,965 total
includes taxes & fees
Jun 1 - Jun 2
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (39 reviews)
"Everything about our stay was excellent."
United States
James H.
The price is ¥16,723
¥42,335 total
includes taxes & fees
Jun 1 - Jun 2
Close to Everything in Louisville!!!

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, (32 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is ¥57,194
¥118,147 total
includes taxes & fees
Jun 1 - Jun 2
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is ¥20,068
¥55,885 total
includes taxes & fees
Jun 2 - Jun 3
Quiet Downtown Maple Cottage Gem

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 ¥15,131
¥29,180 total
includes taxes & fees
Jun 2 - Jun 3
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (27 reviews)
"Clean, great location and great communication. "
United States
Igli C.
The price is ¥35,836
¥62,855 total
includes taxes & fees
Jun 1 - Jun 2
Historic Cottage with modern amenities

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, (20 reviews)
"Everything was outstanding!"
United States
John W.
The price is ¥28,382
¥44,959 total
includes taxes & fees
Jun 10 - Jun 11
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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, (37 reviews)
"The host was very welcoming! Thank you for a wonderful stay! "
United States
bevin o.
The price is ¥9,891
¥31,815 total
includes taxes & fees
Jun 1 - Jun 2
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

The Derby House - Relaxing retreat before and after the excitement of the Derby!

The Derby House - Relaxing retreat before and after the excitement of the Derby!
Louisville
9.6 out of 10, Exceptional, (18 reviews)
"Great location to get around town via i65. Plenty of offerings nearby for stores and food. Look forward to staying again. "
United States
Charles D.
The price is ¥26,518
¥60,544 total
includes taxes & fees
Jun 2 - Jun 3
The Derby House - Relaxing retreat before and after the excitement of the Derby!

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is ¥14,334
¥28,296 total
includes taxes & fees
Jun 3 - Jun 4
Unique Downtown Studio with an Industrial Vibe

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, (392 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 ¥22,935
¥30,317 total
includes taxes & fees
Jun 3 - Jun 4
A Cozy Cottage Near the Heart of All Louisville Attractions!

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is ¥17,520
¥68,771 total
includes taxes & fees
Jun 30 - Jul 1
St. Matthew’s - Walk to Shops & Restaurants

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (203 reviews)
"Great location, nice property just as shown… awesome host will be back in the future. "
United States
Steve G.
The price is ¥23,938
¥50,710 total
includes taxes & fees
Jun 1 - Jun 2
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

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, (54 reviews)
"Great place!"
United States
Nakoma F.
The price is ¥25,085
¥58,696 total
includes taxes & fees
Jun 2 - Jun 3
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (43 reviews)
"Amazing stay, would stay again any time! Host was easy to communicate with and home was clean when we arrived and had everything needed for a wonderful stay!"
United States
Cameron J.
The price is ¥28,987
¥53,644 total
includes taxes & fees
Jun 14 - Jun 15
Urban Explorer Pad | Near Downtown + 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.
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

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 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?

Newly renovated 4BR CozySuites: This vacation home rental outside of Douglass Hills is equipped with a garden, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.