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Douglass Hills Vacation Rentals

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Our top choices for Douglass Hills vacation rentals

1. Spacious 4-bedroom house in a prized location in Louisville

Spacious 4-bedroom house in a prized location in Louisville
Louisville
9.2 out of 10, Wonderful, (7 reviews)
"Clean"
United States
Cynthia W.
The price is CA $361
CA $752 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 4-bedroom house in a prized location in Louisville

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
9.0 out of 10, Wonderful, (2 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
The price is CA $123
CA $153 total
includes taxes & fees
Sep 6 - Sep 7
StudioRes by Marriott Louisville East

3. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"The neighborhood is safe and we walked around to enjoy all the nearby shops and restaurants. Very quiet and peaceful, enjoyed the porch every morning."
United States
Stacy B.
The price is CA $100
CA $451 total
includes taxes & fees
Aug 30 - Aug 31
St. Matthew’s - Walk to Shops & Restaurants

4. 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, (25 reviews)
"Everything was outstanding!"
United States
John W.
The price is CA $247
CA $390 total
includes taxes & fees
Aug 30 - Aug 31
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

5. 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, (57 reviews)
"Ross was super helpful from start to finish, and had plenty of space for our 14 guests to stay. This property would be very very high on my list to stay at again as a home base for a future Kentucky Derby weekend, or even a bourbon trail trip."
United States
Stephen Y.
The price is CA $237
CA $536 total
includes taxes & fees
Sep 7 - Sep 8
Near Highways and a 20 Min Drive to Louisville's Main Attractions

6. OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is CA $250
CA $650 total
includes taxes & fees
Sep 7 - Sep 8
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

7. 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, (133 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
The price is CA $180
CA $328 total
includes taxes & fees
Sep 22 - Sep 23
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

8. 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, (151 reviews)
"One of the most beautiful locations I've had the pleasure of staying in. Plan to book again in the future. So much historical value and comfort"
United States
Bill H.
The price is CA $325
CA $516 total
includes taxes & fees
Sep 22 - Sep 23
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

9. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (54 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is CA $195
CA $237 total
includes taxes & fees
Aug 30 - Aug 31
The Bellwether Hotel

10. 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, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is CA $261
CA $483 total
includes taxes & fees
Sep 1 - Sep 2
Charming house in one of Louisville's most coveted neighborhoods

11. 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, (44 reviews)
"Great stay and great host"
United States
Chayil B.
The price is CA $75
CA $263 total
includes taxes & fees
Sep 6 - Sep 7
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

12. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveller
The price is CA $71
CA $81 total
includes taxes & fees
Sep 13 - Sep 14
2 Queen Beds|Nsmk,Micfridge

13. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is CA $175
CA $387 total
includes taxes & fees
Aug 31 - Sep 1
Convenient & Cozy! Close to everything Louisville!

14. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (147 reviews)
"Great location. Lots to do in the area. Room was clean and very nice."
United States
Brad
The price is CA $140
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Stellar Suites

15. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
The price is CA $143
CA $323 total
includes taxes & fees
Aug 31 - Sep 1
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

16. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Awesome little spot "
United States
Paul G.
The price is CA $112
CA $232 total
includes taxes & fees
Aug 28 - Aug 29
Riverside Suite: Walk to Big Four Bridge &

17. Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.4 out of 10, Exceptional, (27 reviews)
"Nice location and a lovely house"
United States
Juliana S.
The price is CA $131
CA $316 total
includes taxes & fees
Aug 31 - Sep 1
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

18. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (36 reviews)
"Everything was exactly as described. Location is perfect near great shops and restaurants. Will definitely use again. Owner super nice and great communicator. "
United States
Amanda H.
The price is CA $155
CA $306 total
includes taxes & fees
Sep 7 - Sep 8
Charming Clifton Loft with Balcony & Free

19. Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (42 reviews)
"It was a great stay"
United States
Jim M.
The price is CA $145
CA $374 total
includes taxes & fees
Sep 6 - Sep 7
Close to Everything in Louisville!!!

20. Condo in the Highlands walkable to restaurants, bars, and shopping

Condo in the Highlands walkable to restaurants, bars, and shopping
Cherokee Triangle
9.8 out of 10, Exceptional, (55 reviews)
"Our host provided everything we needed and responded quickly to our queries. We especially enjoyed the coffee bar! Excellent location just steps from restaurants and shops!"
United States
Dora C.
The price is CA $111
CA $430 total
includes taxes & fees
Aug 31 - Sep 1
Condo in the Highlands walkable to restaurants, bars, and shopping
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?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: This vacation home rental outside of Douglass Hills is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. 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. You can relax into your vacation with a hot tub and a selection of books.

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.