Vacation rentals in San Mateo

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Top-rated vacation rentals in San Mateo

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

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Top guest favourite

Guest suite in Tiburon

4.97 out of 5 average rating, 184 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

4.89 out of 5 average rating, 163 reviews

Great Highway Oceanfront studio

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.

Top guest favourite

Home in Half Moon Bay

5 out of 5 average rating, 112 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, 412 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!

Top guest favourite

Condo in Marina Gardens

5 out of 5 average rating, 106 reviews

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

Top guest favourite

Guesthouse in Oakland

4.97 out of 5 average rating, 237 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

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)

Top guest favourite

Guesthouse in Walnut Creek

5 out of 5 average rating, 292 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, 367 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 homes in Half Moon Bay

4.85 out of 5 average rating, 650 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.

Guest favourite

Guesthouse in Oakland

4.91 out of 5 average rating, 336 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.

Top guest favourite

Apartment in Stinson Beach

4.96 out of 5 average rating, 273 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, patio BBQ, WiFi, Smart TV, queen bed w/heated mattress pads. 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.

Top guest favourite

Home in Pacifica

4.96 out of 5 average rating, 227 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.