Douglass Hills Vacation Rentals

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Our top choices for Douglass Hills vacation rentals

Spacious 4-bedroom house in a prized location in Louisville

Spacious 4-bedroom house in a prized location in Louisville
2.0 star property
Louisville
The price is ¥55,982
¥82,462 total
includes taxes & fees
Jan 12 - Jan 13
Spacious 4-bedroom house in a prized location in Louisville

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 ¥14,906
¥28,746 total
includes taxes & fees
Jan 11 - Jan 12
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

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 ¥13,263
¥54,381 total
includes taxes & fees
Jan 14 - Jan 15
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

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 ¥25,105
¥50,322 total
includes taxes & fees
Jan 12 - Jan 13
The Sweet Retreat Wheelchair Accessible Historic Home

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 ¥18,050
¥20,949 total
includes taxes & fees
Jan 13 - Jan 14
The Bellwether Hotel

The Reserve on Main

The Reserve on Main
4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is ¥26,052
¥38,134 total
includes taxes & fees
Jan 14 - Jan 15
The Reserve on Main

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 ¥9,947
¥24,373 total
includes taxes & fees
Jan 11 - Jan 12
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (47 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is ¥21,315
¥37,568 total
includes taxes & fees
Jan 12 - Jan 13
Carriage House, 7 minutes from downtown Louisville

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 ¥15,000
¥23,194 total
includes taxes & fees
Jan 12 - Jan 13
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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, (141 reviews)
"Our host were phenomenal. Made us feel right at home. I would highly recommend this place to anybody.!!"
United States
Corey D.
The price is ¥40,010
¥59,917 total
includes taxes & fees
Jan 11 - Jan 12
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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 ¥70,323
¥88,017 total
includes taxes & fees
Jan 11 - Jan 12
Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm

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 ¥15,789
¥46,388 total
includes taxes & fees
Jan 12 - Jan 13
Putt Putt House by Louisville Walking Bridge

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, (22 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is ¥6,473
¥27,673 total
includes taxes & fees
Jan 18 - Jan 19
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

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 ¥16,953
¥27,925 total
includes taxes & fees
Jan 24 - Jan 25
Stellar Suites

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 ¥11,254
¥29,591 total
includes taxes & fees
Jan 22 - Jan 23
Book for Derby! Close to Churchill & Expo Center!

The Burnt Barrel | New HotTub & Grill | Backyard!

The Burnt Barrel | New HotTub & Grill | Backyard!
2.0 star property
Germantown
10.0 out of 10, Exceptional, (3 reviews)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
The price is ¥15,445
¥35,303 total
includes taxes & fees
Jan 12 - Jan 13
The Burnt Barrel | New HotTub & Grill | Backyard!

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 ¥28,136
¥44,203 total
includes taxes & fees
Jan 12 - Jan 13
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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 ¥16,475
¥42,252 total
includes taxes & fees
Jan 11 - Jan 12
Close to Everything in Louisville!!!

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
9.6 out of 10, Exceptional, (24 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is ¥15,000
¥35,737 total
includes taxes & fees
Feb 10 - Feb 11
Stylish House Walking Distance from the Fun of the Highlands!
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

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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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?

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths: This vacation home rental outside of Douglass Hills offers a balcony, a garden, and a barbecue grill 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 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.