Vacation rentals in San Francisco Peninsula

The dining area features a large, rectangular table surrounded by four upholstered chairs, providing a comfortable setting. Natural light floods in through large windows, showcasing a view of the landscape. A decorative wall clock and a framed artwork add character to the space.

4.94 out of 5 average rating, 362 reviews

★EV+★Hillside SFO View★Home Theater★Pool Table

Instant Booking Confirmation! Ample parking: Over-sized 2-car driveway! EV charging (12kW, level II, pay by kWh for EV charging, Tesla users: Please bring your own adapter) A charming, detached and private 3-bedroom, 2 bathroom house with a view to SFO on the Bay, Home Theater, Pool Table, Fully-Fenced Terrace Garden, Piano. WFH friendly: multiple desks, High Speed WiFi (100Mbps). Digital keypad entry for self check-in. You’ll have the entire house, backyard, front yard completely to yourself!

4.99 out of 5 average rating, 856 reviews

The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.

Guesthouse in San Carlos

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

A modern dining area features a round wooden table surrounded by four stylish chairs. A cozy bench with cushions sits against the wall, complemented by a decorative bowl at the center of the table. Natural light is filtered through layered window shades.

5.0 out of 5 average rating, 105 reviews

Remodeled House in South San Francisco

This remodeled home is nestled in the desirable, quiet, safe and family-friendly neighborhood of South San Francisco. The area is very convenient for shopping (Costco, Serramonte Shopping Center, Target and Trader Joe’s are nearby). It has easy access to the freeway, near a BART station & close to San Francisco International Airport (6 miles, 10 minutes). There is a sprawling outdoor space in the back of the house with lush, towering trees, which will make you easily forget you are in a city.

A spacious living room is highlighted by large windows offering views of the surrounding area. A comfortable sectional sofa, adorned with decorative cushions, surrounds a stylish coffee table. Light-toned walls and a soft area rug enhance the inviting environment.

4.98 out of 5 average rating, 271 reviews

Hilltop Luxury Panoramic Views

Welcome to your stunning California retreat! Located in the beautiful and peaceful foothills of South San Francisco! This completely renovated 4 bedroom 3 bath home boasts nearly 1800 square feet of living space and comfortably sleeps 10. Step out to enjoy the gorgeous sunrise with your morning cup of coffee while soaking in breathtaking views of the Bay and surrounding hills. You'll love the natural light that pours into every room and the peaceful ambiance that surrounds the property.

Superhost

The game room features a basketball arcade game, a colorful air hockey table, and cornhole boards for recreational activities. A large television screen is mounted on the wall, showcasing vibrant game graphics while bright lighting enhances the playful environment.

4.81 out of 5 average rating, 135 reviews

NEW Modern Home w/ FUN Game Room & Amazing views!

Enjoy your stay in Sunny California experience at an AMAZING and SPACIOUS renovated home! It sits on top of a hill with breathtaking panoramic view of the Bay Area and SFO. This very spacious home has mid-century decors and features with a COOL game room , NEW bathrooms and NEW kitchen stove & refrigerator . With 15 feet ceilings tall, the openness of the house comprises 5 bedrooms and 3 bathrooms, comfortably fitting 13 guests . Lastly, we have PLENTY of car parking spot; 6 of them!

4.92 out of 5 average rating, 298 reviews

A wooden hot tub is positioned on a deck facing the ocean, with waves gently lapping at the shore. The sunset casts warm hues over the water, while wooden posts and ropes define the perimeter of the deck.

Home in Moss Beach

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.

4.95 out of 5 average rating, 165 reviews

The exterior of the property is showcased, highlighting its unique architectural design with wooden paneling and large windows. A staircase leads to the entrance, and lush greenery is visible in the background, enhancing the coastal setting.

Home in Half Moon Bay

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.

4.97 out of 5 average rating, 386 reviews

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

4.98 out of 5 average rating, 110 reviews

A spacious outdoor dining area features a large wooden table surrounded by comfortable chairs, offering a front-row view of a vibrant sunset over the ocean. The warm colors of the sky reflect on the water, creating a serene atmosphere.

Home in Moss Beach

New- Stunning Oceanfront "Pelican Bluffs"

Perched on a dramatic oceanfront bluff, Pelican Bluffs fuses modern comfort with coastal charm. Gaze at pelicans gliding over crashing waves, create masterpieces in the the gourmet kitchen, enjoy playful havens for family time, and find workspaces where inspiration abounds. End your day, gathered around the gorgeous fire pit as the fiery sunset turns into a canopy of stars and unforgettable memories see additional photos section for prior reviews from an earlier host

4.82 out of 5 average rating, 205 reviews

The enchanting exterior of a Spanish style home is highlighted by a textured yellow facade and red tiled roof. Arched doorways lead into the entrance, surrounded by vibrant greenery and blooming plants. A pathway made of patterned tiles guides towards the front door.

Home in San Carlos

Charming 1930 Spanish Haven close to everything

Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.

Guesthouse in South San Francisco

A modern kitchen space features sleek black cabinetry and appliances, including a stainless steel refrigerator. A glass dining table is surrounded by six black chairs. Natural light brightens the room, revealing minimalist décor and an open staircase leading to the upper level.

Stylish Urban Escape Close to SFO & Many Amenities

Step into this stylish, light-filled loft in the heart of South San Francisco—minutes from SFO and easy Bay Area access. Designed with modern comfort and cozy touches, it fits 4 guests comfortably but can host up to 6. Whether for work or leisure, unwind after a day of exploring in this serene retreat featuring clean design, thoughtful details, and all the essentials for a memorable stay.

4.93 out of 5 average rating, 294 reviews