Waterfront holiday rentals in Oakland

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?

Lux Water View with Balcony Minutes -San Francisco

Luxury Waterfront Retreat | Breathtaking Panoramic Views Wake up to stunning, panoramic water views from every room and balcony in this spa-like, resort-style haven! Whether you're seeking a romantic getaway, executive retreat, or a peaceful stay for remote work or travel nursing, this luxurious space offers the perfect escape. Free onsite parking, 24/7 security patrol for your peace of mind Trader Joe's, restaurants, San Francisco, UC Berkeley, Emeryville Marina & access to Silicon Valley

Ocean/Beach Front 2B1B Retreat • 15 min to SFO/SF

Unwind in style with breathtaking ocean views and golden sunsets at this remodeled 2B1B coastal retreat—just 15 minutes from SFO and San Francisco. Perched on the second floor of a duplex and steps from the beach, it’s ideal for whale watching, surfing, or peaceful seaside strolls. Oversized windows fill the space with natural light and stunning views. Enjoy brand-new smart appliances, stylish furniture, free under-unit parking, and voice-controlled lights and TV for a seamless, relaxing stay.

Floating condo 'C' on Sausalito's Richardson Bay

Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie KING bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!

Bayview Manse midway between Napa & San Francisco

Prytz House: A spacious Victorian shopkeep's manse above what was originally a dry goods store, midway between San Francisco and the Napa Valley. At approximately 3,250 square feet (300 m²), including 10 total rooms, a 500 square foot (50 m²) roof deck with a bay view, & a rose garden patio, there's plenty of space to stretch out, both inside and out. Many water views. Furnished largely with antique and vintage finds from the late 19th century to the middle 20th century, there's ample charm.

Ocean Front Beach Cottage with Hot Tub & Fireplace

Small cottage right on the beach. Very close to San Francisco - 20 min from the Golden Gate Bridge. Romantic getaway. Perfect for couples or as a quiet retreat for an individual. Wood-burning fireplaces in the living room and bedroom. Large deck and personal hot tub overlooking the ocean. Feel free to ask me any specific questions you may have and I'll make sure to get back to you promptly. Please consider signing up for travel insurance in case you have a change of plans or get sick.

Stylish Houseboat, Stellar Views in Best Location

Reconnect with nature at this unforgettable waterfront escape. Bottom level of an updated houseboat with direct access to the floating dock, a full kitchen, and in-unit laundry. Enjoy outdoor gas firepit seating, perfect for sunrises and sunsets. You may even see a seaplane landing during your stay! Walk to the bike path and Club Evexia Fitness Center. Great base for SF, Marin, and Napa. Floating home on the water. Ask about long-term stays. Not suitable for children under 12 or pets.

Fantastic Flat by the Bay in btwn SF/Berkeley/Napa

A wonderfully sunny, upstairs Cottage Apartment in the Waterfront Neighborhood of Hercules. A detached one-bedroom cottage apartment (640 sq. ft.) with a private entrance, fully kitchen, full bath, washer/dryer, dishwasher, air conditioning, high-speed Wi-Fi, Roku TV / Netflix, and all the amenities of home. A clean, cozy, and comfortable home away from home in a quiet neighborhood. This beautiful unit is good for couples, adventurers, and business travelers. We'd love to host your stay!

MCM Waterfront Pool/Hot Tub between SF and Napa

Mid Century Modern-MCM Time Capsule right on San Francisco Bay! 15 minutes to Golden Gate Bridge, 30 minutes to wineries. All original architectures and features. Stunning property! To make sure our house fits your needs PLEASE click on “Show more below and read our entire listing as well as the "House Rules" and "Safety & property" sections at the very bottom of this page before sending us a booking request. We live in a quiet neighborhood and have strict noise limits after 10pm!!

Cozy Redwood Retreat

Discover our newly renovated 600 sq. ft. single-family retreat nestled beneath Mill Valley's iconic redwoods. Perfect for couples or individuals seeking a tranquil escape. Enjoy limited free access to Almonte Spa's hot tub and sauna services right next door. The home is a stone's throw away from the freeway for easy access to San Francisco. Be among the first to experience this beautifully updated, cozy hideaway in a serene wooded setting. Your ideal Mill Valley getaway awaits!

Oceanfront Oasis, Sunsets & Crashing Waves

The Bluffs Oceanfront Oasis awaits you. Our beautifully appointed home sits right on the cliff boasting crashing waves and endless sunsets. Start your day in the zen room for a bit of yoga and meditation or take a leisurely walk on the beach trail right out the back gate. After dining out or in, end your evening with something special while seated at the firepit over looking the Pacific. Come for a romantic getaway, a weekend of golf or a family fun filled vacation.

Oceanfront Home in Pacifica, CA

Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.