Luxury Vacation Rentals with a Private Pool in Woodland Hills, Los Angeles

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 1 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Woodland Hills, Los Angeles

Luxury

Property in Woodland Hills, Los Angeles

5 bedrooms•3 baths

Welcome to private poolside luxury in Woodland Hills, Los Angeles

Set your sights on luxury private pool vacation rentals in Woodland Hills, where sunlit backyards and sweeping canyon views set the tone for effortless downtime. Our collection spans hillside retreats, sleek contemporary homes, and sunlit estates, each anchored by a private pool and generous outdoor lounge.

With Wander, every stay feels like a five-star check-in. Expect heated private pools and spas, furnished decks, outdoor kitchens, smart home tech, ultrafast WiFi, and dedicated workspaces, all kept pristine by professional cleaning and supported by 24/7 concierge. What you see in the photos is what greets you at the door, so you can relax the moment you arrive.

Featured private pool vacation rentals in Woodland Hills, Los Angeles

Luxury

Property in Woodland Hills, Los Angeles

5 bedrooms•3 baths

All homes in Woodland Hills, Los Angeles

Luxury

Property in Woodland Hills, Los Angeles

5 bedrooms•3 baths

View all homes

Highlights in Woodland Hills, Los Angeles

Discover a vibrant valley escape offering premier outdoor trail adventures, upscale open-air shopping, and rich historic charm in Woodland Hills.

The Village at Westfield Topanga

Upper Las Virgenes Canyon Open Space Preserve

Topanga State Park

Leonis Adobe Museum

Serrania Park

Malibu Creek State Park

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

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Discover more beyond the pool in Woodland Hills, Los Angeles

Cradled against the Santa Monica Mountains at the western edge of Los Angeles, Woodland Hills delivers Valley sunshine with a calm, residential rhythm. Oak-dotted canyons frame golden sunsets, while breezes funnel through Topanga Pass to keep evenings comfortable.

The neighborhood pairs easygoing streets with serious convenience. Trailheads into Topanga State Park and Upper Las Virgenes Canyon Open Space Preserve sit minutes away, and the Warner Center corridor brings upscale shopping, art, and entertainment together. Malibu’s coastline is a scenic drive, and Studio City and Calabasas are close for city energy when you want it.

That blend of nature, access, and year-round warmth is why Wander's luxury private pool vacation rentals in Woodland Hills are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Woodland Hills, Los Angeles

Why should I book a Wander in Woodland Hills, Los Angeles over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in Woodland Hills, Los Angeles delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Woodland Hills, Los Angeles?

Some of our most popular private pool vacation rentals in Woodland Hills, Los Angeles include Erwin Estate - A Perfect Blend of Modern Elegance with Mid-Century Undertones and Erwin Estate - A Perfect Blend of Modern Elegance with Mid-Century Undertones. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Woodland Hills, Los Angeles?

Wander offers 1 private pool vacation rentals in Woodland Hills, Los Angeles, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Woodland Hills, Los Angeles?

You can check-in to Wander private pool vacation rentals in Woodland Hills, Los Angeles after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Woodland Hills, Los Angeles have WiFi access?

Yes. Every Wander home in Woodland Hills, Los Angeles has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.