Waterfront holiday rentals in Hercules

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?

Private garden retreat

Private, gated, level-in guest suite nestled in a garden with a well equipped kitchen, bedroom, living/dining room, dedicated work space, free wifi, TV, and patio for dining, relaxing and working. Steps from historic Pt Richmond markets, cafes, galleries, and restaurants it's near local beaches and hiking trails as well as San Francisco, Berkeley, and Sonoma's wine country. A pleasant Bay breeze cools and comforts guests. We live on site with a separate entry and are glad to answer questions.

Floating condo 'A' 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!

Private Oasis Near the Water & Wine Country

Newly renovated "smart" studio suite. Private large outdoor living area with hot tub & shower. Just a block from beach access and the Benicia State park. Enjoy lovely downtown Benicia and restaurants while you're here. Located 30 minutes from Napa or SF and most of the east bay. Ideal for singles or couples but you can sleep 4 with the fold down sofa. Bring your EVs, there's a charger on site! Large TV and suite-only HVAC system for staying in and cozy. Treat yourself to a getaway today!

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!!

Boutique Bungalow 3: Waterfront, SF Ferry, Napa

This vintage and historic bungalow is located in the waterfront, within walking distance to restaurants, amenities and a world class ferry service to San Francisco and a short drive to the world renowned Wine Country. Renovated by award-winning architects, this original tiny house(freestanding) is your home away from home, while enjoying affordable 5-star premium boutique experience! The owners are, mom-and-pop, all time Superhosts with over 750 nearly 5 star reviews. Be My Guests!

Stylish Houseboat, Stellar Views in Best Location

Reconnect with nature at this unforgettable escape. Bottom level of updated houseboat with floating dock, full kitchen and laundry. Outdoor gas firepit to enjoy the sun rise and set. You might experience a Sea Plane Tour landing during your stay! Walk to bike path, next door to Club Evexia Fitness & Wellness Center. Prime location to tour SF, Marin & Napa. Enquire about long term stays also. Not suitable for children under 12 or pets.

Remodeled Stinson Seadrift Lagoon Escape

Come escape to the Stinson Seadrift Lagoon and enjoy all that this peaceful and unique destination has to offer. After a year-long remodel in 2021, front to back, inside and out, everything is new! From the bedrooms, to the bathrooms, kitchen, deck, appliances, hot tub and fire pit. And with our recent decor and furnishings update at the end of 2023, the house is primed and ready for you.

Sea Wolf Bungalow

If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.