Douglass Hills Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Douglass Hills vacation rentals

Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (44 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ￥23,122
￥26,839 total
includes taxes & fees
Apr 21 - Apr 22
The Bellwether Hotel
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 ￥35,024
￥70,806 total
includes taxes & fees
Apr 22 - Apr 23
Beautiful restored Victorian farmhouse
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 ￥15,090
￥29,101 total
includes taxes & fees
Apr 27 - Apr 28
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
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, (143 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 ￥40,504
￥63,976 total
includes taxes & fees
Apr 19 - Apr 20
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Outdoor spa tub

Hot Tub, Bourbon Trail, Firepit, GameRm

Hot Tub, Bourbon Trail, Firepit, GameRm
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is ￥88,347
￥112,032 total
includes taxes & fees
Apr 27 - Apr 28
Hot Tub, Bourbon Trail, Firepit, GameRm
Private kitchen

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
The price is ￥20,014
￥55,734 total
includes taxes & fees
Apr 20 - Apr 21
Quiet Downtown Maple Cottage Gem
Outdoor pool, a heated pool

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, (385 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 ￥22,873
￥30,235 total
includes taxes & fees
Apr 20 - Apr 21
A Cozy Cottage Near the Heart of All Louisville Attractions!
Exterior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (78 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is ￥99,640
￥195,114 total
includes taxes & fees
Apr 21 - Apr 22
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Bar (on property)

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 ￥14,296
￥28,220 total
includes taxes & fees
Apr 20 - Apr 21
Unique Downtown Studio with an Industrial Vibe
Interior

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 ￥26,535
￥61,322 total
includes taxes & fees
Apr 16 - Apr 17
The Derby House - Relaxing retreat before and after the excitement of the Derby!
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)
"Everything was outstanding!"
United States
John W.
The price is ￥28,305
￥43,732 total
includes taxes & fees
Apr 21 - Apr 22
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Sauna

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (86 reviews)
"Very nice place"
United States
Seth B.
The price is ￥21,416
￥52,590 total
includes taxes & fees
Apr 19 - Apr 20
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Exterior

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is ￥36,655
￥92,385 total
includes taxes & fees
Apr 22 - Apr 23
Stunning Victorian Home - prime location minutes from Louisville
Interior

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is ￥30,736
￥55,374 total
includes taxes & fees
Apr 16 - Apr 17
Victorian Center Jeffersonville
Interior

6BR House Near Kentucky Exposition Center with Pool

6BR House Near Kentucky Exposition Center with Pool
Beechmont
9.2 out of 10, Wonderful, (32 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
The price is ￥37,169
￥85,547 total
includes taxes & fees
Apr 20 - Apr 21
6BR House Near Kentucky Exposition Center with Pool
Fridge, microwave, oven, stovetop

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is ￥14,049
￥32,935 total
includes taxes & fees
Apr 20 - Apr 21
Close to Ky Fairgrounds&Expo, Churchill Downs!
Exterior

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Bonnycastle
10.0 out of 10, Exceptional, (35 reviews)
"Very responsive host & excellent location. "
United States
Bryan J.
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Interior

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (54 reviews)
"We stay at the Cozy Cottage every Christmas while visiting family. It has everything you need and enough space for 8 of us to not feel like we are in each other’s way. "
United States
Julie M.
The price is ￥35,739
￥71,796 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
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 ￥16,678
￥42,958 total
includes taxes & fees
Apr 19 - Apr 20
Close to Everything in Louisville!!!
Fridge, microwave, oven, stovetop

Amazing/Entire house 5 min away from the Airport

Amazing/Entire house 5 min away from the Airport
Hayfield Dundee
10.0 out of 10, Exceptional, (32 reviews)
"Everything was perfect."
United States
Denise P.
The price is ￥51,321
￥110,270 total
includes taxes & fees
Apr 28 - Apr 29
Amazing/Entire house 5 min away from the Airport
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

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

2/10 Terrible
"Do not recommend They canceled our reservation 15 minutes prior to check in. All hotels were booked. Terrible customer service Do not stay here!! We travelled 4 hours to Zach Bryan concert & all lodging was sold out! Had ti scramble last minute to find an Air bnb 45 minutes away. "
Vicki 1-night trip
Posted 3 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property

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?

Newly renovated 4BR CozySuites: This vacation home rental outside Douglass Hills is equipped with a garden, air-conditioning, and 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.