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Douglass Hills Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Douglass Hills vacation rentals

A multi-story hotel with a brick facade, multiple windows, and a parking lot with several cars.

1. WoodSpring Suites Louisville Jeffersontown

WoodSpring Suites Louisville Jeffersontown
2.5 star property
Jeffersontown
7.0 out of 10, Good, (606 reviews)
"Only stayed overnight. Guy at the front desk was nice. Only had a few issues but they were handled quickly."
United States
Kristin
$64 nightly
The price is $75
Nov 22 - Nov 23
Total with taxes and fees
WoodSpring Suites Louisville Jeffersontown
A brick building with arched windows and a sign reading "The Bellwether."

2. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (67 reviews)
"All was great, clean and comfortable. Only issue is parking, but this was mentioned in description, so was expecting it."
United States
Paul
$138 nightly
The price is $159
Nov 9 - Nov 10
Total with taxes and fees
The Bellwether Hotel
A modern hotel lobby with a reception desk, seating area, and a staircase leading to the upper floor.

3. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.4 out of 10, Exceptional, (158 reviews)
"Location was great near meant restaurants and nightspots"
United States
Kevin
$157 nightly
The price is $182
Dec 8 - Dec 9
Total with taxes and fees
Stellar Suites
A rustic room with stone walls, a fireplace, leather armchairs, and a wooden ceiling.

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, (29 reviews)
"Beautiful cabin with beautiful views!"
United States
Frida G.
$223 nightly
The price is $259
Nov 8 - Nov 9
Total with taxes and fees
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
A rustic cabin with a stone chimney, wooden porch, and a garden with flowers and a wooden fence.

5. 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, (159 reviews)
"Unique cabin in the woods. Tammy and Jan were attentive hosts. Breakfast in the morning was delicious. Would definitely stay here again"
United States
Suzanne H.
$333 nightly
The price is $387
Nov 8 - Nov 9
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance
A rooftop pool area with multiple lounge chairs and umbrellas, surrounded by a high-rise building with balconies.

6. CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
7.6 out of 10, Good, (37 reviews)
"We love staying at this location when we come to Louisville. It’s a great apartment that is conveniently located. Love the view of the Big Four Bridge at night!"
United States
Jennifer
$194 nightly
The price is $225
Nov 8 - Nov 9
Total with taxes and fees
CozySuites at Nulu
A modern kitchen with wooden cabinets, a marble countertop, and a dining area with a round table and chairs.

7. Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.2 out of 10, Wonderful, (40 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
$590 nightly
The price is $685
Nov 8 - Nov 9
Total with taxes and fees
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
A kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a sink.

8. Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (266 reviews)
"Perfect location and room was great!"
United States
Gary
$144 nightly
The price is $167
Nov 19 - Nov 20
Total with taxes and fees
Hancock House
A living room with a sofa, coffee table, and a dining area with chairs and a table.

9. 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)
"Perfect location and awesome house. Perfect communication from the host. Would definitely stay here again."
United States
Daniel O.
$368 nightly
The price is $427
Nov 9 - Nov 10
Total with taxes and fees
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Living area

10. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (38 reviews)
"Great location in Clifton neighborhood!"
United States
Kelly D.
$174 nightly
The price is $188
Nov 9 - Nov 10
Total with taxes and fees
Charming Clifton Loft with Balcony & Free
A living room with a fireplace, a sofa, a coffee table, and a dining area with a table and chairs.

11. 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, (60 reviews)
"This is the second time we’ve stayed a long weekend here and plan to do so again in the future! Highly recommended!"
United States
Clint S.
$479 nightly
The price is $556
Nov 29 - Nov 30
Total with taxes and fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
A garden with a stone bench, a decorative dragon statue, and various plants.

12. 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, (140 reviews)
"Wonderful, quiet property"
United States
Brenda O.
$189 nightly
The price is $219
Nov 8 - Nov 9
Total with taxes and fees
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
A hotel room with two beds, a desk, and a chair.

13. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (273 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveler
$48 nightly
The price is $55
Nov 10 - Nov 11
Total with taxes and fees
2 Queen Beds|Nsmk,Micfridge
A modern kitchen with a large window, a dining area with a table and chairs, and a view of the outdoors.

14. 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, (88 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
$373 nightly
The price is $433
Nov 9 - Nov 10
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods
A two-story brick house with a front porch, a staircase, and a well-maintained garden.

15. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
$222 nightly
The price is $256
Nov 9 - Nov 10
Total with taxes and fees
Convenient & Cozy! Close to everything Louisville!
A hotel room with two beds, a TV, a microwave, and a desk.

16. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Shepherdsville
10.0 out of 10, Exceptional, (98 reviews)
"We felt so relaxed during our stay"
United States
Anonymous traveler
$57 nightly
The price is $64
Nov 9 - Nov 10
Total with taxes and fees
2 Queen Beds | Non-Smoking
A hotel room with a large bed, a nightstand, a lamp, and a potted plant.

17. Rooftop Patio & Games in Historic Highlands

Rooftop Patio & Games in Historic Highlands
Cherokee Triangle
9.4 out of 10, Exceptional, (16 reviews)
"Great location for local food and entertainment. Spacious bedrooms. The rooftop deck was a great addition and off-street parking was very convenient. A nice, safe neighborhood with a lot of activity."
United States
Norman
$144 nightly
The price is $152
Nov 8 - Nov 9
Total with taxes and fees
Rooftop Patio & Games in Historic Highlands
A vintage car parked in front of a building with large windows and a red door.

18. Whiskey Row 1 Min to Yum 2BD 1BA Sleeps 8

Whiskey Row 1 Min to Yum 2BD 1BA Sleeps 8
Downtown Louisville
10.0 out of 10, Exceptional, (12 reviews)
"We would definitely stay again!"
United States
Lisa C.
$202 nightly
The price is $234
Nov 9 - Nov 10
Total with taxes and fees
Whiskey Row 1 Min to Yum 2BD 1BA Sleeps 8
A modern kitchen with a central island, bar stools, and pendant lighting.

19. Steps from Dining — Free Parking, Gym & Golf Simulator

Steps from Dining — Free Parking, Gym & Golf Simulator
Downtown Louisville
10.0 out of 10, Exceptional, (19 reviews)
"It was a great community close to everything!"
United States
Jesse L.
$158 nightly
The price is $171
Nov 8 - Nov 9
Total with taxes and fees
Steps from Dining — Free Parking, Gym & Golf Simulator
A series of cityscape paintings on a wall.

20. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (45 reviews)
"Easy check in and check out. Nice stay. "
United States
Kelsey R.
$131 nightly
The price is $139
Nov 10 - Nov 11
Total with taxes and fees
Riverside Suite: Walk to Big Four Bridge &
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 (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

10/10 Excellent
"I enjoy the staff and breakfast"
Anthony 1-night trip
Posted 2 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Find out more about Douglass Hills

Everything you need to know about Douglass Hills vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Douglass Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Douglass Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Douglass Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Douglass Hills. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Douglass Hills in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Douglass Hills rentals

At Expedia, we put the best Douglass Hills vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Douglass Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Douglass Hills vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Douglass Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: This vacation home rental outside of Douglass Hills offers an outdoor pool, a fireplace, 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 dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.