Waterfront vacation rentals in San Mateo County

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

Remodeled oceanfront home with sweeping Pacific views and whale watching! Ultra clean and comfortable. The perfect cozy boho getaway for couples, families and travelers. 3 bed, 1 bath. • Self check-in🔑 • Directly in front of the ocean with beach access steps away 🌊 • Wonderful restaurants just two blocks away 🥗 • Professionally sanitized✨ • Renovated with smart tech • Fire pit with Adirondack loungers in the front, fire pit with chairs on the back deck • Foosball/Pool/Pac-Man🕹️ • Free Parking

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

Ocean/Beach Front 2B1B Retreat • 15 min to SFO/SF

Unwind in style with breathtaking ocean views and golden sunsets at this remodeled 2B1B coastal retreat—just 15 minutes from SFO and San Francisco. Perched on the second floor of a duplex and steps from the beach, it’s ideal for whale watching, surfing, or peaceful seaside strolls. Oversized windows fill the space with natural light and stunning views. Enjoy brand-new smart appliances, stylish furniture, free under-unit parking, and voice-controlled lights and TV for a seamless, relaxing stay.

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

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.

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.

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.

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.

Oceanfront Home in Pacifica

Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.

Beautiful Seaside Retreat.

Enjoy the vast ocean views in this beautifully updated craftsman style home, one of the originals in the neighborhood. Stunning views from almost all of the windows of the house and the large deck will remind you that you are on vacation. Comfortable beds, modern kitchen, tasteful design and an amazing location close to beaches, harbor, trails, restaurants. bars, and cafes make tis place the perfect get away.

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.

Airstream Beach View (Dream) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. 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. If this one is booked, there are three other equally similar Airstreams on the property.