Family-friendly holiday rentals in Oakland

Designer 2 bedroom with private garden

Kick back on lime deckchairs, or dine at the intimate bistro table at a colorful, airy 2 bedroom, 1.5 bathroom duplex in one of Oakland's best neighborhoods. Cool mint and muted blues create a soothing ambience, while bright artwork adds freshness and character. This well-lit 2-bedroom garden home has a queen bed in each room and a pull-out sofa bed in the living room. Recently remodeled with new contemporary finishes, this home has brand-new appliances, including a new washer and dryer in the unit. Guests have access to a private large home with fully remodeled new kitchen and new bathroom. The home has its own private entrance with key pad for easy self-check in. Washer and dryer in unit. The owner lives on the property next door and will be available by text and phone to help with any questions. The house is a short walk from the historic Grand Lake Theater and some of Oakland's best restaurants. Lake Merritt and the Morcom Rose Garden are also nearby. Walk to great shops and eateries on Grand Avenue, one of Oakland's best commercial strips. The home is walking distance to Lake Merritt and all the great shops and restaurants on Grand Avenue - one of Oakland's best commercial strips. 19th Street BART stations is a quick bus ride (10 - 15 minutes on the 21, which leaves less than a block from the house) or a Lyft or Uber ride away. The unit also has a gated private front yard with a deck.

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?

Charming Modern Studio in Downtown! Nearby Bart!

Located in historic Old Oakland District. Nearby BART train station, Marriott, Downtown, Convention Center, Jack London Square, Lake Merritt, Chinatown, City Hall, and numerous restaurants, bars and coffee shops! 5-15+ mins drive to Fox Theater, Bay Bridge to San Fran, Oracle Arena, and the Coliseum. Safe neighborhood. Across the street from the Courthouse and Police Station. Easy access to multiple freeways. You'll enjoy the convenient location, building and room aesthetic, and the comfy bed!

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

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

Urban Oasis in Garden, Art & Trees - Villa Opal

Villa Opal is a stand alone tiny house with its own private garden in a safe residential neighborhood surrounded with high end beautiful homes nearby. Enter through a security gate and a sidewalk away from the street, it's safe and secluded. Beautiful garden w/ outdoor seating, it's an oasis for you to escape from busy city scene. Fiber Optic Wifi Dedicated Office Space 12 ft high ceiling Skylight Electric Fireplace Private Garden Washer/Dryer in unit A/C

Private Mid-Century Modern With Fabulous Garden

Thoroughly renovated and private mid-century modern suite in a side-by-side duplex. Secluded backyard w/ patio & bbq. Fully equipped chef’s kitchen & spa-like bathroom. Please note - we removed the heat lamp from the backyard due to safety concerns. Photos of the yard including the lamp will be updated as soon as possible. -96 Walk Score -30 minutes to downtown San Francisco -40 minutes to several beaches -1.5 hour to Napa Valley -3 hours to Lake Tahoe

The Cozy Casita 2

Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

Silk Meets Sakura · Private Suite + Shoji Bath

Newly remodeled (2026): now a fully private suite with independent entrance and ryokan-style spa bath. A Silk Road journey from Marrakech to Kyoto in the Oakland Hills — Moroccan lanterns, Turkish textiles, and Afghan Majilis-style floor seating meet a Japanese-minimalist king bedroom. — 10 min to BART & Coliseum — 15 min to OAK & downtown Oakland — 25 min to downtown SF — 35 min to SFO Weekly stays welcome with discounts.

Private Home with Kitchen/Livingroom/Great Hiking

Charming, fully functional home located in the scenic Oakland Hills with direct access to Redwood Regional Park (incredible hiking). 11 minutes from a BART station, yet far away from it all. Full kitchen, high ceilings, floor-to-ceiling windows, and a private outdoor deck. This place is often a good fit for folks visiting their college grads, here on business, and avid hikers. Very comfortable for longer stays.

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