Woodland Hills holiday rentals

We found 470 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Woodland Hills that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Woodland Hills

Showing deals for:11 Dec - 18 Dec

Terrace/patio
Exterior
Living area
Private kitchen
Exceptional
(11 reviews)

Castle St Matthews

Louisville

8% off
AU$12,731
for 7 nights, 1 home
AU$1,819 per night
includes taxes & fees
Castle St Matthews
Terrace/patio
Exterior
Foyer as you walk in front door
Living room area 1 with queen bed and bunk beds
Exceptional
(14 reviews)

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Jeffersonville

20% off
AU$5,381
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Living area
Pool
Exterior
Property grounds
Exceptional
(11 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

13% off
AU$5,468
for 7 nights, 1 home
AU$781 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
Terrace/patio
Kitchen view 2
Dining room view 1
Master bedroom view 2
Exceptional
(47 reviews)

Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

Louisville

8% off
AU$4,639
for 7 nights, 1 home
AU$663 per night
includes taxes & fees
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
Property grounds
Exterior
Living area
Terrace/patio
Exceptional
(87 reviews)

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

Louisville

8% off
AU$10,280
for 7 nights, 1 home
AU$1,469 per night
includes taxes & fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Living area
Living area
1st floor sunroom TV
Front
Excellent
(10 reviews)

Lovely Gem in the Vibrant Highlands close to it all!

Louisville

8% off
AU$9,183
for 7 nights, 1 home
AU$1,312 per night
includes taxes & fees
Lovely Gem in the Vibrant Highlands close to it all!
Friendly front porch.
Living Room, Breakfast area. Kitchen is to the right.
Front of the home.
Catwalk adjoins the upstairs bedrooms.
Exceptional
(57 reviews)

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Louisville

8% off
AU$3,898
for 7 nights, 1 home
AU$557 per night
includes taxes & fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Brand new, full kitchen. Dishwasher, stove/oven, microwave, toaster, fridge
Desk for working remotely. Portable closet, iron and ironing bord provided.
Dresser and closet for clothes storage. 
(There is a wall at the top of stairs)
Stair-free entrance, first floor unit. Outdoor dining
Exceptional
(50 reviews)

Newly Renovated Studio! Ideal location for walking to restaurants & shops

Louisville

15% off
AU$1,192
for 7 nights, 1 home
AU$170 per night
includes taxes & fees
Newly Renovated Studio! Ideal location for walking to restaurants & shops
New separete entrance to a new addition
Private kitchen
Interior
Pool
Exceptional
(24 reviews)

Spacious 5BR Getaway – Pool, Patios & Fun

Louisville

8% off
AU$11,036
for 7 nights, 1 home
AU$1,577 per night
includes taxes & fees
Spacious 5BR Getaway – Pool, Patios & Fun
Bedroom view of lake and woods. The hammock awaits you!
Front porch where you can have your gourmet breakfast and enjoy nature.
Bathroom is adjacent to bedroom
Creek on property
Exceptional
(21 reviews)

Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

Louisville

8% off
AU$1,628
for 7 nights, 1 home
AU$233 per night
includes taxes & fees
Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!
Bedroom #2
Living room w/pullout bed
Kitchen sotcked
Outdoor casual decking area
Exceptional
(29 reviews)

Louisville GEM, newly furnished, super clean, in a safe trendy area

Louisville

11% off
AU$1,558
for 7 nights, 1 apartment
AU$223 per night
includes taxes & fees
Louisville GEM, newly furnished, super clean, in a safe trendy area
Interior
Exterior
Interior
Dining
Exceptional
(6 reviews)

3-bedroom condo in Norton Commons

Prospect

8% off
AU$3,569
for 7 nights, 1 apartment
AU$510 per night
includes taxes & fees
3-bedroom condo in Norton Commons
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Woodland Hills getaway

Learn about the unique charm of Woodland Hills with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Woodland Hills

Are you hoping to discover attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that makes Woodland Hills a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Valhalla Golf Club (3.1 mi / 4.9 km)
  • Louisville Zoo (9.9 mi / 15.9 km)
  • Kentucky Kingdom (12.2 mi / 19.7 km)
  • Churchill Downs (13.4 mi / 21.6 km)
  • Polo Fields Golf and Country Club (4.9 mi / 7.9 km)
  • Atlantis Waterpark (12.8 mi / 20.6 km)

Exploring the natural landscape of Woodland Hills

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Woodland Hills is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • E.P. Tom Sawyer State Park (3.3 mi / 5.3 km)
  • Beckley Creek Park (3.6 mi / 5.8 km)
  • Cherokee Park (9 mi / 14.5 km)
  • Louisville Mega Cavern (9.9 mi / 15.9 km)
  • Louisville Waterfront Park (10.7 mi / 17.1 km)
  • Riverfront Plaza Belvedere (12.5 mi / 20.2 km)

Transport options to and around Woodland Hills

Fly into Louisville International Airport (SDF), the closest airport, located 12.2 mi (19.6 km) from the city centre.

Frequently asked questions

When is the best time to visit Woodland Hills for a holiday rental?
The best time to book a holiday rental in Woodland Hills is during the peak season from January to March. This period attracts visitors looking to enjoy the picturesque winter landscapes and outdoor activities. January, in particular, is a popular month, with its crisp air and the possibility of light snowfall, creating a charming atmosphere superb for winter sports enthusiasts and nature lovers alike.During these months, temperatures typically hover around 0 to 10 degrees Celsius, making it comfortable for activities such as hiking and birdwatching, as well as simply exploring the scenic surroundings. The peaceful ambiance in Woodland Hills during this time allows for outdoor adventures, including trails that wind through the enchanting winter scenery.For those seeking more budget-friendly options, February offers a quieter experience. This month is ideal for enjoying the serene beauty of the area, with opportunities for peaceful strolls and photography, as well as the chance to witness the early signs of spring.
What are the top attractions in Woodland Hills?
In Woodland Hills, Kentucky, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local charm. The nearby Daniel Boone National Forest offers stunning landscapes, hiking trails, and opportunities for outdoor activities such as fishing and camping, making it a great spot for nature enthusiasts.Additionally, the community features several parks, including Woodland Hills Park, which provides recreational facilities, picnic areas, and walking paths for families and outdoor lovers. The local area is also dotted with charming shops and eateries, allowing visitors to experience the warm hospitality of Kentucky.
Are all fees included in the Woodland Hills holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Woodland Hills holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woodland Hills with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Woodland Hills holiday homes?
You can find great discounts on holiday homes in Woodland Hills on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Woodland Hills holiday home booking on Stayz?
To find Woodland Hills holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woodland Hills?
A long-stay holiday home in Woodland Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woodland Hills holiday home?
Book your Woodland Hills holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woodland Hills?
Prices for holiday homes in Woodland Hills vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woodland Hills to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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