Holiday houses in Oakland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness and more.
The Rockridge Cottage
The Rockridge Cottage is a lovely stand alone backhouse in the most central location in the East Bay. Enjoy the peaceful backyard and privacy of your own home and be steps away from the world class restaurants and cafes of College Avenue. Located just three blocks away from the Rockridge BART Station, the Rockridge Cottage is only 25 minutes from Downtown San Francisco and just down the road from the UC Berkeley campus. Walk Score of 92. There is no need to have a car in this neighborhood.
Urban Retreat In Art, Spa & Garden - Villa Jade
Villa Jade is a beautiful space to immerse into art & Beauty. Artist commissioned oil painting & wall mural, it is newly renovated with luxurious amenities. Huge Spa-like bath. It's a stand alone little house with a sweet garden tucked in from street, private & secluded. A sweet home away from home, a romantic getaway; a centrally located convenient base for your Bay Area travel. Fiber Optic 10G Wifi Dedicated work Space 12 ft high ceiling Skylight Romantic Fireplace Private Garden Washer/Dryer
Step back in time on this beautiful classic yacht
Good Luck is a hundred-year-old classic yacht, lovingly restored and ready to transport you to another time while luxuriously spoiling you on your bay area adventure. This dockside charter gives you complete privacy and an amazing nautical experience. Alameda is a beautiful island community in the heart of the Bay, filled with beautiful homes, adorable shops, and many great restaurants. The San Francisco ferry is close by to whisk you to the big city, so why would you want to stay anywhere else?
Redwood Sanctuary Oakland Hills
Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!
Curated Studio w/ Hot Tub & Outdoor Bath
Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!
The Redwood Retreat
Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!
BridgesView Spa & Couples Retreat, Easy Parking
This luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.
Sunlit Oakland Retreat w/ Designer Touches & Deck
Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees
Hike-in Bay Views Cabin w HotTub
Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.
A Midcentury's Night Dream- Oakland
Welcome to Fabulous Lake Merritt and the Haddon Hill/Cleveland Heights neighborhood, your gateway to Oakland, Berkeley, SF and beyond. This sunny one bedroom, one bathroom duplex apartment was built in 1955 and is mid-century modern in style with modern conveniences. Here you can enjoy vintage decor that doesn't take itself too seriously; think Don Draper meets Howdy Doody. A vibrant, yet relaxing, place to stay!
Private Cabin by Lake Merritt
Backyard cabin steps away from Lake Merritt and Grand Avenue restaurants and businesses. Very quiet and cozy space for singles and couples, the cabin can work for 3 or 4 close friends who are very comfortable with sharing space .Convenient to public transportation, easy commute to San Francisco or Berkeley. Located behind our home . 400 square foot cabin with sleeping loft.
Architectural Gem Mid Century Modern in the Trees
ABSOLUTELY NO PARTIES and no more than 10 people in the home at any time. This is my person home & I will be staying on the lot in another structure. anyone who is looking for a relaxing quiet time in a unique home that feels like you’re living in the trees, then this home is for you. Please note there are stairs to get to the front door (approx 12) but they are wide
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland
Comfortable Zen 2 Bedrm Retreat
Luxurious Cottage Retreat with Serene Garden
Jungalo Guest Suite - New with MCM accents
Upper Rockridge Luxury Mid-Century Escape
Cozy Modern Guest House Centrally Located
Beautiful Upper Rockridge Mediterranean Villa
Newly remodeled hilltop home with stunning views
Luxury Glenview Retreat with Stunning Amenities
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 AUD | $152 AUD | $152 AUD | $153 AUD | $159 AUD | $155 AUD | $158 AUD | $162 AUD | $155 AUD | $158 AUD | $160 AUD | $162 AUD |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°C |
Frequently Asked Questions
What are the best places to stay in Oakland?
Many travelers stay around the Downtown, Jack London Square, and Lake Merritt neighborhoods, known for lively arts, dining, and waterfront scenes. Areas like Rockridge and Temescal are also often recommended for their local shops, markets, and easy access to parks.
What are the best things to do in Oakland with kids?
Families frequently suggest exploring the Oakland Zoo, Lake Merritt, and Children's Fairyland for hands-on activities and nature encounters. Many parks, museums, and weekend farmers markets also create engaging spaces for kids around the city.
What are some of the best things to do in Oakland?
Explore Oakland’s vibrant arts scene at the Oakland Museum of California, stroll the gardens around Lake Merritt, or wander the shops and galleries in the Temescal and Uptown neighborhoods. Jack London Square is frequently suggested for waterfront dining and community events.
How is the weather in Oakland?
Oakland has mild weather, with winter temperatures generally between 42–58°F (6–14°C) and drier, warmer summers around 56–74°F (13–23°C). Rainfall peaks in the winter, while summer days are usually sunny and pleasant.
When is the best time to visit Oakland?
Late spring through early fall is often recommended for clear skies and outdoor events, with summer featuring sunny weather around 56–74°F (13–23°C). Many visitors also enjoy the region’s festivals and outdoor markets held throughout these months.
What are the best places to visit in Oakland?
Lake Merritt, the Oakland Museum of California, and Jack London Square are frequently suggested for first-time visitors. The Redwood Regional Park and Temescal neighborhood are also known for their natural beauty, scenic trails, and local eateries.
What are some hiking trails in Oakland?
Oakland has scenic trails in Reinhardt Redwood Regional Park, Joaquin Miller Park, and Sibley Volcanic Regional Preserve, where you can walk among redwoods or explore volcanic landscapes. Many paths are suitable for gentle walks, wildlife watching, or longer hikes.
What are some family activities we can do in Oakland?
Families can enjoy the Oakland Zoo, Children’s Fairyland, and interactive exhibits at Chabot Space & Science Center. Walking or biking around Lake Merritt is another popular choice for group activities.
What are some of the best day trip ideas from Oakland?
Explore scenic trails and picnic areas in nearby regional parks, or discover the rich art, culinary, and coastal experiences in neighboring cities like Berkeley and San Francisco. Wine enthusiasts often head to the vineyards of Alameda County for tastings and vineyard tours.
Are there any pet friendly accommodations available in Oakland?
Many accommodations in neighborhoods like Temescal, Rockridge, and around Lake Merritt welcome pets. Oakland has several parks and trails where you can enjoy the outdoors with your dog.
What are some local tips for visiting Oakland?
Explore Oakland’s murals and public art, and check out independent coffee shops and local food markets for a taste of neighborhood vibes. Biking is popular on city trails; carrying a light jacket is helpful, as evenings can cool down even in summer.
What is Oakland known for?
Oakland is known for its vibrant arts scene, diverse food culture, and deep-rooted histories reflected in music, activism, and community festivals. The city’s natural spaces, including redwood forests, and local sports culture are also widely recognized.
What are the best hidden gems to explore in Oakland?
Oakland has lesser-known spots like the Bonsai Garden at Lake Merritt, unique independent galleries found in the Jingletown arts district, and small neighborhood bakeries and vintage shops. These places highlight Oakland’s creative spirit and locally rooted makers.
What are the best foods to try in Oakland?
Oakland’s diverse food scene includes locally rooted dishes like barbecued meats, fresh seafood, and Vietnamese banh mi. The city is also known for innovative vegan cuisine, specialty coffee, and sweet potato pies found at neighborhood bakeries.
What should I bring for a trip to Oakland?
Pack comfortable shoes for exploring neighborhoods and parks, a light jacket for cooler mornings or evenings, and a reusable water bottle. A sun hat or sunglasses may be handy for sunny afternoons, even outside of summer.
What is the nightlife in Oakland like?
Nightlife centers around Uptown and Downtown, where you can explore music venues, dance clubs, and late-night eateries. Oakland’s scene is known for live jazz, local DJs, and inclusive community events drawing diverse crowds.
What are the most popular events or festivals in Oakland?
The Oakland Art & Soul Festival, First Fridays in Uptown, and Chinatown StreetFest are often recommended annual events celebrating music, food, and culture. Summer and early fall feature outdoor community gatherings and street fairs throughout the city.
Are there family friendly vacation rentals in Oakland?
Many vacation rentals in Oakland are family friendly, especially in the Rockridge, Grand Lake, and Temescal neighborhoods. These areas have nearby parks, local markets, and easy access to family activities.
Quick stats about holiday rentals in Oakland
Total holiday rentals
Explore 5,380 holiday rentals in Oakland
Verified guest reviews
Over 245,360 verified reviews to help you choose
Family-friendly holiday rentals
1,920 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 1,400 rentals that welcome pets
Holiday rentals with a pool
250 properties feature pools
Rentals with dedicated workspaces
2,910 properties have a dedicated workspace
Wi-Fi availability
5,270 of Oakland holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Oakland rentals
4.8 Average rating
Oakland stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Oakland's top spots, include Oakland Zoo, Jack London Square, and Oakland Museum of California
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Apartment rentals Oakland
- Rentals with a sauna Oakland
- Rentals with a kayak Oakland
- Rentals with lake access Oakland
- Rentals with a fire pit Oakland
- Rentals with pools Oakland
- Fitness-friendly rentals Oakland
- Rentals with an EV charger Oakland
- Townhouse rentals Oakland
- Rentals with beach access Oakland
- Serviced apartment rentals Oakland
- Rentals with a home theatre Oakland
- Pet-friendly rentals Oakland
- Private suite rentals Oakland
- Tiny house rentals Oakland
- Rentals with a fireplace Oakland
- Condo rentals Oakland
- Rentals with breakfast Oakland
- Rentals with outdoor seating Oakland
- Rentals with a hot tub Oakland
- Rentals with a washing machine and dryer Oakland
- House rentals Oakland
- Cottage rentals Oakland
- Boutique hotels Oakland
- Smoking-friendly rentals Oakland
- Family-friendly rentals Oakland
- Guesthouse rentals Oakland
- Waterfront rentals Oakland
- Villa rentals Oakland
- Loft rentals Oakland
- Hotel rooms Oakland
- Rentals with a patio Oakland
- Moscone Center
- Stanford University
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Golden Gate Bridge
- SAP Center
- Mission Dolores Park
- Pier 39
- Twin Peaks
- Six Flags Discovery Kingdom
- University of California-Berkeley
- Levi's Stadium
- Palace of Fine Arts
- Montara Beach
- Winchester Mystery House
- Bolinas Beach
- California’S Great America
- Painted Ladies
- San Francisco Zoo
- Googleplex
- Rodeo Beach
- Duboce Park
- California Academy of Sciences
- Things to do Oakland
- Art and culture Oakland
- Food and drink Oakland
- Tours Oakland
- Sightseeing Oakland
- Things to do Alameda County
- Food and drink Alameda County
- Art and culture Alameda County
- Things to do California
- Nature and outdoors California
- Tours California
- Sightseeing California
- Sports activities California
- Food and drink California
- Entertainment California
- Art and culture California
- Wellness California
- Things to do United States
- Entertainment United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Tours United States
- Nature and outdoors United States