Waterfront holiday rentals in San Mateo County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in San Mateo County

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

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Top guest favourite
The elegant exterior of a historic Victorian cottage features yellow siding and decorative white trim. A wooden staircase leads to a welcoming entrance, flanked by large windows. Lush greenery and colorful plants surround the front yard, enhancing the inviting nature of the property.
Home in Boulder Creek
4.88 out of 5 average rating, 168 reviews

Victorian Cottage in the Redwoods

Historic Landmark 1899 Queen Anne Victorian Cottage near downtown Boulder Creek , Ca. Walking distance to bus, downtown restaurants, Wild Roots Market, hiking trails, San Lorenzo River. Recently remodeled Entire house, no shared indoor spaces. 1 Bdrm 1 Bath with shower and bathtub Full kitchen Vitamix Organic Coffee Nearby Restaurants Beaches Mountain Biking Henry Cowell Redwoods State Park Roaring Camp & Big Trees Narrow Gauge Railroad Santa Cruz Boardwalk Wild Roots Market Permit#221202

Guest favourite
A sunlit wooden deck features two Adirondack chairs positioned around a small table, offering a view of the ocean below. A surfboard leans against a tree, with waves visible along the coastline, surrounded by greenery and coastal scenery.
Camper van/Motorhome in Half Moon Bay
4.97 out of 5 average rating, 267 reviews

Coastal Airstream (Sunrise) - new listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Guest favourite
A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.
Guest suite in Boulder Creek
4.9 out of 5 average rating, 1,105 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Guest favourite
An aerial view showcases a beachfront house with a light brown roof and blue accents. The structure is surrounded by a private yard and several parked vehicles. The ocean stretches in the background, with gentle waves lapping against the shore under clear blue skies.
Townhouse in Pacifica
4.9 out of 5 average rating, 252 reviews

Safe and Serene Beachfront Sanctuary! (Mermaid 1)

The perfect sanctuary to stay safe and clean! Fresh ocean air and your own beachfront house with private yard and private backyard w/ BBQ Walk to excellent local grocery (Oceana Market) and enjoy local restaurants doing take out and delivery. Pacifica also offers the best in outdoor activities during the virus lockdown - beach walking, surfing, hiking and of course breathtaking views that never get old. Come to the best place in the bay area for Shelter in Place! 1 Private parking space!

Top guest favourite
Flat in Pacifica
4.97 out of 5 average rating, 173 reviews

Newly Updated Guest Suite w/ Sweeping Ocean Views

A dream getaway that's a stone's throw away from the beach! Step inside this crafted home and you'll be greeted by stunning sunsets and ocean views. The living and dining area allows you to soak in the stunning scenery while enjoying a delicious meal. In the evening lay down on the queen size bed and listen to the waves cradle you to sleep. Walk distance to eateries, supermarket and to the outlook where you may catch glimpses of gray whales and dolphins swimming along the coastline.

Top guest favourite
A colorful tiny home is seen surrounded by tall redwood trees. The exterior showcases vibrant blue and yellow walls, contrasted by natural wood planters filled with greenery. Sunlight filters through the trees, enhancing the inviting outdoor space.
Tiny home in Boulder Creek
4.96 out of 5 average rating, 216 reviews

Custom Cabin Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Top guest favourite
A sunlit dining area is framed by large windows that provide a clear view of the ocean and sunset. A small round table is set with two black chairs, and a woven basket sits at the center, while a soft rug covers the floor.
Home in Moss Beach
4.95 out of 5 average rating, 137 reviews

Oceanfront Oasis, Sunsets & Crashing Waves

The Bluffs Oceanfront Oasis awaits you. Our beautifully appointed home sits right on the cliff boasting crashing waves and endless sunsets. Start your day in the zen room for a bit of yoga and meditation or take a leisurely walk on the beach trail right out the back gate. After dining out or in, end your evening with something special while seated at the firepit over looking the Pacific. Come for a romantic getaway, a weekend of golf or a family fun filled vacation.

Top guest favourite
Home in Foster City
4.93 out of 5 average rating, 307 reviews

Lagoonfront Retreat: 3BR House Near SFO

Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.

Guest favourite
A scenic outdoor area is visible, featuring a trampoline alongside a grassy space. A deck extends toward the water, where a blue kayak and a boat with a cover are stationed. A shaded seating area is located nearby, with a view of the serene lake.
Place to stay in San Mateo
4.91 out of 5 average rating, 121 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.

Top guest favourite
A cozy living area features a stylish brown leather couch adorned with colorful throw pillows. A wood-burning stove with a decorative backsplash adds warmth, while a wooden coffee table complements the inviting space.
Home in Half Moon Bay
4.97 out of 5 average rating, 109 reviews

Tranquil Coastal Retreat - Walk to the Beach!

Coronado Flats is the perfect central location for your coastal escape. No detail was overlooked when designing this one-of-a-kind tranquil beach retreat. Just a few short blocks from kid friendly Surfer's Beach. Bike, kayak and paddle board rentals can all be found nearby. Also, within walking distance to local market, popular restaurants, breweries and taprooms. Endless hiking trails and coastal bluffs make for the perfect day adventure!

Top guest favourite
A spacious bedroom features vaulted wooden ceilings and large glass sliding doors leading to an outdoor deck. A comfortable bed is flanked by two bedside tables with lamps. A decorative painting hangs above the bed, and a wooden dresser adds functional storage.
Guest house in Woodside
4.99 out of 5 average rating, 575 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Top guest favourite
A seating area is filled with natural light from large windows, showcasing a sunset over the ocean. Two plush chairs are positioned around a circular coffee table, while a telescope invites exploration of the coastal views. Greenery can be seen in the background.
Home in Moss Beach
4.95 out of 5 average rating, 199 reviews

Relaxing Getaway with Breathtaking Ocean Views

Enjoy living in this beautiful coastal neighborhood. This west side Moss Beach (Seal Cove) 2310sqft house has whitewater ocean views from nearly every room and hillside views from the other rooms. Moments away from the coastal trail (toward Mavericks) or Fitzgerald Marine Reserve (toward The Distillery). Centrally located. Ideal for a commuters retreat. 30 minutes from San Francisco, SFO and San Mateo.

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