Holiday houses in South Shore

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?

Value · Location · Kitchen

Large Cottage Near SF, Beach, Airport w/ Backyard

Beautiful, spacious, and quiet cottage 1-bedroom 1-bath, 860sqft, with a private garden, located in the prestigious Alameda Gold Coast neighborhood, safe, 7miles to OAK Airport, 5miles to Oakland Coliseum, 9miles to UC Berkeley, walk to the beach, easy transportation to San Francisco by ferry, bart, or bus. It is walking to coffee shops, restaurants, grocery stores. Next to Crown beach with spectacular view of San Francisco. Parties are not allowed. Top speed Internet. Pet allowed, $50 per stay.

Location · Family · Hospitality

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!

Location · Family · Checkout

Alameda 1b/1b garden level flat in 1885 Victorian

Tucked along a tree-lined street on the island of Alameda, this thoughtfully restored 1885 Victorian cottage offers a quiet, ground-floor retreat. The bedroom features a queen bed, living room includes a queen pullout sofa. A sleek kitchenette is equipped with a two-burner electric cooktop, compact refrigerator/freezer, microwave, sink, and portable oven. A dedicated work desk with high-speed internet completes this refined space for guests who appreciate boutique comfort and timeless design.

Value · Family · Shared spaces

The Pacific - KING bed, 1.5 blocks to downtown

Welcome to The Pacific - a 1,000 sq ft loft-style apartment, steps from downtown! - Lounge on the private patio while your dog enjoys the backyard - Charming local shops and restaurants 1.5 blocks away - Stroll the beaches to see the San Francisco skyline at sunset - Close to San Francisco (30 mins drive) and Oakland/Berkeley (15 min) - Stay in, work remote, and make meals in the well-appointed kitchen. Whatever your adventure, this tranquil retreat awaits you! 14 mins from Oakland Airport.

Value · Family · Parking

Fully-equipped studio in victorian home

Fully-equipped studio apartment in Alameda victorian home. Spacious, with modern amenities (WiFi, Netflix), free coffee and tea, queen-size bed, and big yard, shared with the main house. Separate entrance through the backyard. Young kids live in the upstairs house part-time (see “other notes”) and can be loud until 9:30pm. We’re a dog-friendly space and love hosting pups (maximum of 2, house trained)! Please note that we’re not able to accommodate cats at this time. Lab lives in property.

Family · Value · Pets

Detached Cozy Studio w/ private patio garden & BBQ

Renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.

Family · Location · Indoor spaces

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.

Value · Family · Solo travel

Sunny Garden Studio with Parking

This is a fully-equipped, self contained studio with off-street parking in a private driveway, located in central Alameda. Walking distance to stores, less than a mile from the beach, & easy access to transportation to San Francisco by bus or ferry. The studio has everything you need for your stay - microwave, smart TV, induction cooktop, fridge, airfryer, and more. Shared access to the backyard. Perfect for weekend getaways or visiting the sights of San Francisco. LGBT+ friendly.

Family · Location · Outdoor spaces

Beautiful Beach Side Suite

Modern In-law suite close to shopping, restaurants short walk to the beach. Local transportation and minutes to the Oakland Airport.. I live upstairs, I’m available via text. Please let me know if there’s anything I can do to make your stay exceptional. Because I occupy the top two floors of the house, it’s a possibility that you may hear “life” happening upstairs from the suite. No children just a big fluffy dog that behaves like a cat. It’s a fairly quiet house.

Family · Location · Solo travel

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.

Family · Value · Outdoor spaces

Downtown Dream Cottage

Cozy cottage, close to the best restaurants in town, walking distance to beach and public transport. Private entrance, this is your own building without shared hallways or walls. Quiet neighborhood in the heart of the city. Alameda is a beautiful historic city if you're visiting San Francisco Bay Area, Ferry access to San Francisco attractions and business district and to Oakland. Conveniently located close to Oakland airport and major highways.

Location · Value · Bathroom