Holiday houses in South Shore

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Top-rated holiday rentals in South Shore

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Guest favourite
The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.
Boat in Alameda
4.87 out of 5 average rating, 1,001 reviews

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?

Top Guest favourite
The living room features a dark sofa and a mid-century style coffee table. A wall-mounted television is positioned near a cheerful art piece. A work desk with a lamp stands beside a window, allowing natural light to brighten the space.
Apartment in Alameda
4.91 out of 5 average rating, 166 reviews

Hip Garden Retreat Near Alameda Downtown

Spacious, hip, ground floor 1-bedroom apartment w/many amenities & charming decor just 2 blocks from Alameda's Park St shopping & restaurants. 20-min walk to beach. * direct bus to SF and Berkley every half hour *. Great for work trip or family stay! Incl. private entrance, bright desk space, and fully stocked kitchen w/indoor & outdoor dining options. Queen sofabed in living room. Washer-dryer & tub in bathroom. New mattresses w/600 TC bedding. Strong wifi & streaming services. Street parking.

Top Guest favourite
A private patio features two chairs with cushions positioned around a small table. Lush greenery surrounds the space, complemented by vibrant flowers in a blue planter. A red awning provides shade, adding a cozy touch to the outdoor area.
Guest suite in Oakland
4.97 out of 5 average rating, 1,048 reviews

Sunset Spa Suite w/private patio, views & parking

This private suite is a slice of heaven in a woodland setting! Accessed via a flight of garden stairs, it has a private entry, dedicated street parking, a private patio, luxurious large bath with a walk-in shower for 2, large jacuzzi tub for 2, heated floors, A.C., mini fridge, toaster oven, & microwave! The bedroom features a queen-sized bed, table for two, large screen smart TV, and strong fiber optic WIFI signal. Located in a beautiful neighborhood with wonderful hikes just outside the door.

Top Guest favourite
A spacious studio is showcased with a large bed and a serene wall mural of trees. Natural light fills the room through sliding glass doors, which lead to the outside garden. A comfortable chair and side table create a cozy seating area.
Guesthouse in Alameda
4.91 out of 5 average rating, 119 reviews

Detached Cozy Studio w/ private patio garden & BBQ

Newly 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.

Top Guest favourite
Apartment in Alameda
4.97 out of 5 average rating, 145 reviews

The Pacific - KING bed, large 1 bd, walk to shops

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.

Top Guest favourite
A spacious bedroom features a plush bed adorned with a geometric patterned blanket in blue and yellow. Two accent chairs provide seating, and natural light enters through large windows. A small side table and a piece of artwork on the wall enhance the room's inviting layout.
Guest suite in Alameda
4.95 out of 5 average rating, 356 reviews

Alameda Private Suite with Easy Access to the Bay

We are happy to welcome you to our quiet, spacious studio guest suite! Our guest suite is on the ground level of our split-level mid-century modern home with a private side entrance. The bedroom is spacious and includes a comfortable pillow-top queen bed. The luxury bathroom has a large, glass-enclosed shower with a rain shower head, two vanities, and a walk-in closet. Inside the walk-in closet, we've also curated a coffee & tea station with a mini fridge and a cold/hot water dispenser.

Top Guest favourite
A cozy bedroom features a spacious bed with soft linens, flanked by two vintage-style nightstands. Above the bed, a decorative sign reads 'Flower Market.' Natural light is provided by simple fixtures on either side, enhancing the neutral color palette within the room.
Guest suite in Alameda
4.93 out of 5 average rating, 169 reviews

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.

Guest favourite
A private hot tub is shown in the foreground, with soft bubbles visible on the surface. In the background, a modern cabin facade features large glass doors reflecting warm sunset hues, framed by a wooden deck with seating.
Cabin in Oakland
4.94 out of 5 average rating, 375 reviews

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.

Guest favourite
A charming cottage exterior features a brown wooden façade and white trim. Two sets of windows allow natural light to illuminate the interior. A flight of stairs leads to the front door, flanked by vibrant greenery and flowering shrubs, creating an inviting entrance.
Home in Alameda
4.85 out of 5 average rating, 109 reviews

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.

Top Guest favourite
Home in Alameda
4.92 out of 5 average rating, 204 reviews

Charming Alameda Getaway, Easy SF Access via Ferry

Enjoy a sunny, furnished 1BR/1BA home with private entrance, full size double bed, shower and tub, fully equipped kitchen with dishwasher, dining + living rooms with fireplace, pull-out sofa, Roku TV, Wi-Fi, and in-unit washer/dryer. Located in a safe, walkable Alameda neighborhood near cafés, marinas, shops, parks, ferry to SF, and bus to Oakland Airport. Clean, comfortable, and clutter-free—your perfect home away from home.

Top Guest favourite
The exterior of a Victorian home is showcased, featuring a charming light green facade. Lush greenery surrounds the property, and a set of wooden steps leads to an inviting porch. A small flowering tree adds a touch of color in the front yard.
Apartment in Alameda
4.99 out of 5 average rating, 144 reviews

Lovely apartment in Victorian home

Alameda is the perfect location. Small town charm and just minutes away from bustling San Francisco. Beautiful lower level apartment in Victorian home in quiet tree lined street. One bedroom with very comfortable double bed. Close to public transportation - bus and ferry. Easy street parking within a block. Fully equipped kitchen and fast wireless internet. Apartment is fully cleaned between guests.

Top Guest favourite
A spacious living area features a leather sofa and a dining table with four chairs. The open kitchen is visible in the background, alongside a staircase leading to the loft bedroom. Large windows allow natural light to brighten the space.
Loft in Alameda
4.92 out of 5 average rating, 128 reviews

1-BR Alameda Loft Across From SF

Charming, loft-style, with bedroom and bathroom upstairs, living room and kitchen downstairs. The bedroom, with a queen size bed, is on a loft overlooking the living room. Leather sofa downstairs converts into a second queen size sleeper. RESERVED PARKING SPACE INSIDE SAFE, GATED COURTYARD - RIGHT NEXT TO YOUR FRONT DOOR.

Popular amenities for South Shore holiday rentals

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