Douglass Hills Vacation Rentals

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Our top choices for Douglass Hills vacation rentals

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is CA $155
CA $180 total
includes taxes & fees
Feb 19 - Feb 20
The Bellwether Hotel

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Clean and very easy to acess. "
United States
Justin
The price is CA $97
CA $192 total
includes taxes & fees
Feb 19 - Feb 20
The Duke Hotel

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 CA $301
CA $605 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful restored Victorian farmhouse

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm
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 CA $611
CA $773 total
includes taxes & fees
Mar 2 - Mar 3
Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

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 CA $115
CA $470 total
includes taxes & fees
Mar 18 - Mar 19
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

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 CA $243
CA $385 total
includes taxes & fees
Feb 19 - Feb 20
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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 traveller
The price is CA $348
CA $549 total
includes taxes & fees
Mar 15 - Mar 16
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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, (23 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 CA $136
CA $469 total
includes taxes & fees
Feb 22 - Feb 23
Private Home Close to Zoo, U of L, Churchill Downs

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 CA $123
CA $242 total
includes taxes & fees
Feb 22 - Feb 23
Unique Downtown Studio with an Industrial Vibe

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 CA $143
CA $370 total
includes taxes & fees
Feb 19 - Feb 20
Close to Everything in Louisville!!!

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 CA $196
CA $260 total
includes taxes & fees
Feb 22 - Feb 23
A Cozy Cottage Near the Heart of All Louisville Attractions!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (52 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is CA $172
CA $315 total
includes taxes & fees
Feb 19 - Feb 20
Carriage House, 7 minutes from downtown 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, (29 reviews)
"Stay was great"
United States
Jake T.
The price is CA $490
CA $1,012 total
includes taxes & fees
Feb 19 - Feb 20
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Quiet Upper Highlands 1 Block to Bardstown Road

Quiet Upper Highlands 1 Block to Bardstown Road
Hawthorne
10.0 out of 10, Exceptional, (39 reviews)
"Great location, very clean, easy communication. We had a great and comfortable stay."
United States
Barbara K.
The price is CA $203
CA $555 total
includes taxes & fees
Feb 22 - Feb 23
Quiet Upper Highlands 1 Block to Bardstown Road

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Avondale Melbourne Heights
9.6 out of 10, Exceptional, (50 reviews)
"Great hosts, good location for our family member, everything very nice!"
United States
Elizabeth F.
The price is CA $191
CA $568 total
includes taxes & fees
Feb 19 - Feb 20
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

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 CA $74
CA $195 total
includes taxes & fees
Feb 22 - Feb 23
Alfesco - Walkable Highlands Guesthouse

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, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is CA $130
CA $200 total
includes taxes & fees
Feb 19 - Feb 20
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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 CA $210
CA $419 total
includes taxes & fees
Mar 2 - Mar 3
Charming house in one of Louisville's most coveted neighborhoods

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, (117 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 CA $177
CA $323 total
includes taxes & fees
Feb 19 - Feb 20
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Peaceful Contemporary Close to Everything

Peaceful Contemporary Close to Everything
Germantown
10.0 out of 10, Exceptional, (57 reviews)
"Super clean, all the amenities , little things that are nice touches not normally available Hosts made it an enjoyable stay"
United States
Anonymous traveller
Peaceful Contemporary Close to Everything
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Douglass Hills. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Charming home in the heart of the city!: This vacation home rental outside of Douglass Hills is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 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.