Holiday rentals in South Shore

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Top-rated holiday rentals in South Shore

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Guest favourite
A private garden space features a white wicker seating arrangement, providing a comfortable area for relaxation. Colorful flags from various countries are strung overhead, adding a festive touch. Surrounding greenery enhances the tranquil ambiance, inviting guests to enjoy the outdoors.
Cottage in Alameda
4.9 out of 5 average rating, 417 reviews

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.

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, 1,038 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
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, 1,074 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.
Guest house in Alameda
4.92 out of 5 average rating, 136 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.

Guest favourite
Flat in Alameda
4.95 out of 5 average rating, 152 reviews

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.

Top guest favourite
Guest house in Oakland
4.97 out of 5 average rating, 600 reviews

Luxury Rockridge Casita in Our Sunny Garden

Featured in Sunset Magazine ✨ Tucked into our sunny Rockridge garden, this light-filled modern casita is a peaceful retreat — 3 blocks from College Avenue’s cafés, restaurants, and shops. Wake up to birds in the garden, sip coffee at the farmhouse table, and walk to BART for easy access to San Francisco, Berkeley, and downtown Oakland. A quiet space designed for those who appreciate beauty and thoughtful details. Ideal for couples exploring Rockridge, Berkeley, Oakland, and San Francisco.

Guest favourite
The studio apartment features a spacious layout with a queen-size bed, a cozy sofa, and a glass dining table. A desk with a TV is positioned nearby, providing an inviting space for relaxation. Natural light enters through window treatments, illuminating the area.
Guest suite in Alameda
4.94 out of 5 average rating, 448 reviews

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.

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, 364 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
The Victorian-style house features a distinctive turret and ornate detailing, with large windows reflecting the evening light. The inviting front porch is framed by greenery, while the sky is painted in hues of purple and orange, enhancing the house's architectural charm.
Home in Alameda
4.98 out of 5 average rating, 103 reviews

Historic Victorian in a Great Location

Welcome to the Brehaut House. Built in 1893, the home is a local landmark in a city known for Victorians. It is not uncommon to see an artist across the street painting the house, or to be enjoying an afternoon on the front porch and having someone walking by stop to say hello and ask bout it. Enjoy the house, or get out and explore. The beach, Park St, and South Shore are a short walk. The ferry is a quick drive/bike, and can take you to San Francisco, Angel Island, etc.

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, 393 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.

Top 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
4.87 out of 5 average rating, 120 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
A comfortable sleeping area features a classic wooden sleigh bed dressed in white bedding, with accent pillows. A nightstand holds a lamp beside the bed. Warm yellow walls and soft lighting enhance the inviting ambiance, while a window allows natural light to fill the room.
Flat in Alameda
4.89 out of 5 average rating, 256 reviews

Stylish 2 BR, 2 Bath, Private Back Yard Apartment

Situated in San Francisco's East Bay, on the island city of Alameda, which is renowned for its many beautiful Victorian houses, this garden vacation apartment rental is on the ground floor of a remodeled 1885 Victorian house. It is a quiet place for guests to call home. The back yard is perfect for relaxing or for a barbecue. Ideal for 2 couples. Business travelers and families with kids are welcome. Please, no parties or noisy gatherings!

Popular amenities for South Shore holiday rentals

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