Holiday houses in Oakland

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Top-rated holiday rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Tiburon

4.97 out of 5 average rating, 181 reviews

Award-winning ocean view luxury master suite.

Teaberry is a private entry 1,100 sq ft master suite addition to a mid-century modern house on a 2 acre wooded lot overlooking the northern San Francisco Bay in Tiburon, CA. Featured in Dwell (Sept 2018) with a spa-like bathroom winning design awards in Architectural Record, Interior Design Magazine, Architect Magazine (Jan ‘19). With stunning ocean views from every room, the private addition includes a bridge/hall, decks, bedroom and bathroom consisting of jacuzzi tub and large walk-in shower.

Guest favourite

Guest suite in Outer Sunset

4.88 out of 5 average rating, 158 reviews

Great Highway Oceanfront studio and backyard oasis

Come stay at the only AirBnB located on the historic Great Highway in San Francisco. Come experience what the New York Times includes on it's best places in the world to visit list. This private studio includes a Saatva luxe King mattress, Luxe sheets and down duvet, fire pit, picnic table, and giant back yard with a 50 foot pine tree and clover lawn. This is one of the few rentals that is located directly on beach/great highway in San Francisco. Come enjoy a secluded beachside escape.

Guest favourite

Home in Half Moon Bay

5 out of 5 average rating, 105 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Guest favourite

Home in Stinson Beach

4.93 out of 5 average rating, 402 reviews

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

Guest favourite

Cabin in Oakland

4.97 out of 5 average rating, 229 reviews

Spa style cottage! Jacuzzi, Sauna, Pool, Views!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Guest favourite

Guesthouse in Walnut Creek

5 out of 5 average rating, 278 reviews

Oak Knoll Hideaway

If you're searching for one of the premier Airbnbs in Walnut Creek, your search ends here! From the moment you arrive, you'll notice the attention to detail and exceptional value of this 2-bedroom, 1-bathroom home. It comes fully equipped for a first class experience. What truly sets this guesthouse apart is the wrap-around covered porch, featuring three ceiling fans, accent lighting, a gas BBQ, a fire table, a dining table adorned with a chandelier, as well as rocking and Adirondack chairs.

Superhost

Apartment in San Francisco

4.88 out of 5 average rating, 360 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

Super safe neighborhood in San Francisco. It is residential and quiet. Gate to get in. Beautifully remodeled inlaw suite with private keypad entrance, one block from famous tile steps and blocks to dining options and Golden Gate Park. Bedroom has stunning ocean views. Unit is equipped with streaming enabled TVs, microwave/convection oven, electric stove, nest heat, towel warmers, washer/dryer, writing desk and chair, and more! Hot tub and fire pit! * “Not suitable for parties/events”

Guest favourite

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 645 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Superhost

Bungalow in Vallejo

4.86 out of 5 average rating, 260 reviews

Boutique Bungalow 1: 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!

Guest favourite

Condo in Pacifica

4.97 out of 5 average rating, 108 reviews

Game room, 20 min to SF, hot tub, beach 1 block

Our beach condo is the ultimate family-friendly spot. For the adults, a hot tub. For the kids, a decked out game room with pop-a-shot, arcade games and Mario Kart. There's 200+ mbps internet, a giant 77 inch TV and a workspace. There are premium Helix mattresses and heated toilet seat. You can hear the ocean! It's walking distance to the beach, breweries, an 18-hole golf course and gorgeous coastal hiking. And it's just 20 minutes from downtown SF and 15 minutes to SFO airport.

Guest favourite

Guesthouse in Oakland

4.91 out of 5 average rating, 319 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Guest favourite

Apartment in Stinson Beach

4.96 out of 5 average rating, 269 reviews

Oceanfront at La Paz in Stinson Beach

Feel at home on the beach...Fantastic views of sand, surf & mountains. 1 BR apt located upstairs in 3 unit building. Max 2 guests. Fully furnished w/full kitchen, BBQ, WiFi, Smart TV, queen bed w/heated mattress pads, propane fire-pit. 1 dog welcome..$75 fee-charged separately once booking is confirmed & accepted by the host. (no cats please). Cleaning fee, AirBnb Service Fee & hotel occupancy tax charged at the time of booking. No occupancy tax: 30+ days stays.