Luxury Vacation Rentals in Oakland

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 5 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Oakland

Central location in Oakland

4 bedrooms•3 baths

•

New

~$110 less than other sites

The L I L Y P A D, Tiny Living, Urban Oasis

1 bedroom•1 bath

•

~$45 less than other sites

Kaval Park - Peaceful Urban Oasis

3 bedrooms•2 baths

•

~$120 less than other sites

The Stargazer, Executive King Loft, Urban Oasis

1 bedroom•1 bath

•

~$95 less than other sites

California Craftsman — Urban Oasis / Serene Garden

1 bedroom•1 bath

•

~$90 less than other sites

Welcome to Oakland

Settle into Oakland with Wander, where every stay pairs hotel-grade consistency with the privacy of a beautiful home. Our luxury vacation rentals in Oakland are handpicked for standout design, abundant light, and inspiring views.

Expect expansive living spaces, chef-ready kitchens, plush linens, spa-like baths, dedicated workstations, ultra fast WiFi, and smart home touches. Where available, enjoy private outdoor areas, pools or hot tubs, and fitness spaces that make work and wellness effortless.

With pristine cleaning, effortless check-in, and 24/7 concierge, Wander delivers a stay that looks exactly like the photos and feels better than a hotel.

Destinations near Oakland

Woodland Hills, Los Angeles

Available soon in Oakland

Central location in Oakland

4 bedrooms•3 baths

•

New

~$110 less than other sites

The L I L Y P A D, Tiny Living, Urban Oasis

1 bedroom•1 bath

•

~$45 less than other sites

Kaval Park - Peaceful Urban Oasis

3 bedrooms•2 baths

•

~$120 less than other sites

The Stargazer, Executive King Loft, Urban Oasis

1 bedroom•1 bath

•

~$95 less than other sites

California Craftsman — Urban Oasis / Serene Garden

1 bedroom•1 bath

•

~$90 less than other sites

All homes in Oakland

Central location in Oakland

4 bedrooms•3 baths

•

New

~$110 less than other sites

The L I L Y P A D, Tiny Living, Urban Oasis

1 bedroom•1 bath

•

~$45 less than other sites

Kaval Park - Peaceful Urban Oasis

3 bedrooms•2 baths

•

~$120 less than other sites

The Stargazer, Executive King Loft, Urban Oasis

1 bedroom•1 bath

•

~$95 less than other sites

California Craftsman — Urban Oasis / Serene Garden

1 bedroom•1 bath

•

~$90 less than other sites

View all homes

Highlights in Oakland

Discover Oakland's vibrant spirit through its scenic waterfront, redwood-forested hills, diverse cultural museums, and thriving culinary scene.

Lake Merritt

Jack London Square

Oakland Museum of California

Reinhardt Redwood Regional Park

Oakland Zoo

Chabot Space & Science Center

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.

Most popular amenities for vacation rentals in Oakland

Gym (1)

Sound system (4)

Hammock (3)

Outdoor dining area (2)

Other popular amenities & vacation types in Oakland

Family vacation rentals in Oakland

Discover more of Oakland

Bold, diverse, and unmistakably Bay Area, Oakland delivers culture and nature within minutes of each other. Glide around Lake Merritt's shoreline, browse indie galleries in Uptown, and catch a performance beneath the Fox Theater's glittering marquee.

When you crave fresh air, the Oakland Hills unfurl miles of redwood trails in Joaquin Miller and Reinhardt Redwood Regional Park, with ridge lines framing the Bay and city skyline. Down by the water, Jack London Square brings a lively marina, seasonal markets, and wide-open promenades.

This balance of energy and ease is why Wander's luxury vacation rentals in Oakland are the perfect choice, whether you travel for work or leisure.

FAQs: Vacation Rentals in Oakland

Why should I book a Wander in Oakland over other vacation rentals?

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

Every home in Oakland 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 vacation rentals in Oakland?

Some of our most popular vacation rentals in Oakland include Central location in Oakland, 🌿 The L I L Y P A D 🌿| Tiny Living | Urban Oasis, and Kaval Park - Peaceful Urban Oasis. 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 vacation rentals does Wander have available in Oakland?

Wander offers 5 vacation rentals in Oakland, 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 vacation rentals in Oakland?

You can check-in to Wander vacation rentals in Oakland after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Oakland have WiFi access?

Yes. Every Wander home in Oakland 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.