Holiday houses in San Francisco Peninsula

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Top-rated holiday rentals in San Francisco Peninsula

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

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Guest favourite

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.

Home in South San Francisco

★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!

LocationFamilyCheck-in

4.94 out of 5 average rating, 362 reviews

Top Guest favourite

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.

FamilyValueLaundry

4.99 out of 5 average rating, 856 reviews

Top Guest favourite

Home in Redwood City

Cozy & Fully Equipped Studio

Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in

FamilyLocationGetting around

4.93 out of 5 average rating, 137 reviews

Top Guest favourite

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.

Home in South San Francisco

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.

LocationFamilyComfort

4.98 out of 5 average rating, 271 reviews

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.

Home in South San Francisco

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!

LocationValueKitchen

4.81 out of 5 average rating, 135 reviews

Guest favourite

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.

ValueLocationLayout

4.92 out of 5 average rating, 298 reviews

Top Guest favourite

A cozy outdoor seating area features two rattan chairs positioned on a deck. A small table rests between them, with a scenic ocean view visible in the background. Sunrise colors illuminate the sky, and a vibrant pink flamingo adds a playful touch to the greenery.

Guest suite in Half Moon Bay

Oceanview Penthouse, Stylish, Walking to Beach

A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

FamilyValueParking

4.96 out of 5 average rating, 423 reviews

Top Guest favourite

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.

FamilyValueCleanliness

4.97 out of 5 average rating, 386 reviews

Top Guest favourite

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

ValueLocationWalkability

4.98 out of 5 average rating, 110 reviews

Guest favourite

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.

LocationValueParks

4.82 out of 5 average rating, 206 reviews

Guest favourite

Home in Montara

Entire Private Coastal Retreat - Spectacular Ocean

Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.

FamilyLocationIndoor spaces

4.92 out of 5 average rating, 178 reviews

Guest favourite

The living room features a light-filled space with large windows on either side, framed by minimalist decor. A modern fireplace serves as a focal point, complemented by a surfboard mounted above. Comfortable seating is arranged around a neutral-toned coffee table on a textured area rug.

Home in Half Moon Bay

Seaside Home Modern Retreat with Breathtaking

Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home

LocationFamilyParks

4.95 out of 5 average rating, 124 reviews