Beachfront vacation rentals in San Mateo County

Private Room Suite

HI Point Montara Lighthouse is the perfect place for groups of family or friends in need of a relaxing getaway. Our location gives you easy access to Pacifica to Half Moon Bay, as well as a short drive to San Francisco and other Bay Area cities. With your rental, you will have access to the unit reserved, the shared hostel kitchen and common areas, the hostel grounds and picnic tables, and the beautiful cove beach. You can’t beat the gorgeous view of the dramatic ocean bluffs, the historic lighthouse, and if you’re lucky, you may even catch a glimpse of migrating grey whales!

View · Beach · Value

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

Beach · View · Checkout

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.

Walkability · Beach · Layout

Entire house for families：Steps to beach!

Give your family best summer memories at this 4 BRs 3.5 BAs well decorated house. Just 2 mins walk/one block to ocean front, restaurant and art galleries, everything. Best house for a multi-generation family vacation at beach! The house is ideal for family gathering with 3 queen, 1 full, 2 single beds. One sofa bed, floor mattress and roll away bed are available upon request. Please read full description before booking. It's in a quiet residential area. No event or wild party allowed.

Beach · View · Kitchen

Either Way Hideaway

Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

Beach · View · Backyard

Ocean View House Few Steps from Miramar Beach

Beautiful beach house with an ocean view. One block away from Miramar beach, one of the best beaches in Half Moon Bay. Walking distance from the coastal trail, downtown, the marina, and many great restaurants and coffee shops. The house includes an outdoor jacuzzi in the backyard, a dry sauna, and a deck with a spectacular view of the ocean. Very quiet neighborhood — no tolerence to noise and no backyard activities allowed after 10 PM. No smoking on property including backyard.

Beach · Walkability · Layout

Walk to the Beach from this Ocean Front Home

Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

Walkability · View · Comfort

Luxury Ocean Front & Harbor View Home

Nestled in the quaint fishing village of Princeton by the Sea, just a mile north of Half Moon Bay, this stunning property is the perfect destination for your next coastal retreat. The two-bedroom, three-bathroom beautiful space sleeps up to 6 people and features spectacular views of Pillar Point Harbor and Half Moon Bay throughout the common areas and bedrooms. This is the ultimate in coastal luxury, featuring modern appliances and an open floor plan through all the common areas.

Walkability · View · Accuracy

Oceanfront w/ Direct Beach Access + New Hot Tub

This private oceanfront retreat offers direct beach access, lush gardens, and a spacious lawn. Walk to restaurants, music venues, and galleries nearby. Relax in the hot tub with ocean views or gather around the fire pit at sunset. Surfer’s Beach and Princeton Harbor are just north, and the Coastal Trail passes by for scenic biking and walking. Enjoy surfing, golfing, horseback riding, swimming—or simply unwind with a cocktail while watching the sunset.

View · Walkability · Family

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.

Walkability · View · Amenities

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!

View · Beach · Nearby

Beachview Holiday Family Retreat | Steps to Sand

Discover your perfect getaway at Seaside Haven, a spacious and inviting coastal home ideal for families, friends, or corporate groups. With 5 bedrooms, 8 beds, 3 bathrooms, 2 separate living rooms, and a deck with breathtaking views, this retreat combines comfort, privacy, and togetherness. Just minutes from the beach, local attractions, and top-notch seafood restaurants, it’s your ultimate Half Moon Bay escape!

View · Walkability · Nearby