Guesthouse holiday rentals in San Francisco

Guesthouse in San Francisco

A serene outdoor area is shown with a colorful striped lounge chair beside a small table. Potted plants add greenery, while sunlight filters through the trees, casting playful shadows on the ground. The entrance is marked by large glass doors, leading inside.

4.98 out of 5 average rating, 383 reviews

Charming Cottage in Haight-Ashbury Garden

Our deluxe cottage is close to Nopa, Nopalito, Horsefeathers, Bar Jabroni, Bar Crudo, Baretta, Souvla and Buena Vista Park, Alamo square and the painted ladies, Haight Ashbury, Golden Gate Park, Fallettis market and BiRite market. Tastefully appointed and with luxury linens you’ll love our place because you can walk or take bus easily. It’s very quiet with peaceful yard and the bed is supercomfy. You will get a great night's sleep here. Our place is good for couples, solo and business travel

Guesthouse in San Francisco

A spacious living area is highlighted by a large flat-screen television mounted on a light wall. A wooden console table is positioned below the TV, displaying a collection of books. A cozy sofa is present, alongside a woven storage basket. Natural light enters from the nearby patio doors.

4.97 out of 5 average rating, 148 reviews

Entire Guest Suite in Noe Valley

Welcome to your home away from home! Our stylish and spacious guest suite will welcome you with a Thuma Queen size bed with memory foam mattress and thick Egyptian cotton sheets. When you wake up, enjoy a rain shower in your modern bathroom and sip your coffee on the patio or at the dining table with spectacular views of downtown San Francisco. When you are ready walk down the hill to Philz and Noe Valley Bakery on 24th Street. Enjoy the boutiques, restaurants, and Whole Foods on 24th Street!

Guesthouse in San Francisco

A comfortable sleeping area features a plush bed with soft linens and a decorative throw, complemented by a colorful accent pillow. A stylish couch sits across from the bed, adorned with throws and cushions, while a wall shelf displays books and decorative items, enhancing the inviting space.

4.98 out of 5 average rating, 110 reviews

Safe, modern & newly renovated – a hidden gem

Welcome to our newly renovated Carriage House in the heart of San Francisco! This charming two-story retreat offers modern amenities with historic character. Enjoy a fully stocked kitchenette, live/work space, and comfortable beds, perfect for families or groups. Located between the vibrant Mission and Potrero Hill neighborhoods, you’re steps away from trendy cafes, shops, and venues. Whether you’re here for work or leisure, our space provides a private, peaceful escape in a prime location.

The exterior of a 1969 Airstream trailer glistens in natural light, set within a tranquil garden. Colorful potted plants surround the entrance, and two chairs are positioned on a wooden deck, inviting relaxation. Lush greenery frames the scene, enhancing the sense of privacy.

4.91 out of 5 average rating, 1,962 reviews

Immaculate Vintage Airstream in Mill Valley

Capture the spirit of 1960s American wanderlust in a gleaming 1969 Airstream. Painstakingly restored with period décor. We added our "aluminum guest house" to our back yard with a 100 foot crane! Quiet, green and private backyard. Plenty of headroom, modern amenities and new plumbing with delightful 1969 Vintage décor. 1000 thread count sheets on a queen size bed. Great WIFI and onsite tech support. Well equipped kitchen. Marin County STR License Number P5274 4 parking spaces in front.

Floor-to-ceiling glass doors open to reveal a scenic view of a valley, bay, and surrounding hills. Lush greenery is visible in the foreground, while the water glimmers under sunlight in the distance. A spacious balcony invites relaxation and appreciation of the natural landscape.

4.83 out of 5 average rating, 591 reviews

Mill Valley Hilltop Guesthouse with Bay Views

Guest Favorite! Experience tranquility and sweeping vistas from your fully private guesthouse perched atop our property * Ideal for couples or solo traveler A Sustainable Retreat Our guesthouse was thoughtfully built with reclaimed, eco-friendly materials — a modern space with a unique story and nature just outside your door Why Guests Love It • Panoramic views of the Bay, valley, and Angel Island • Direct access to world-famous trails right outside your door • A sanctuary to reset

A cozy interior space features a small dining table with four chairs beside a large window, providing natural light. A flat-screen TV is mounted on the wall across from a bright red armchair. Decorative flowers in vases and a patterned blanket add warmth to the room.

4.89 out of 5 average rating, 608 reviews

Stunning & Tranquil Cottage with a Magical View

Stunning, tranquil, and private cottage in Tamalpais Valley neighborhood of Mill Valley. 100% renovated. Surrounded by the beautiful hills of Marin Headlands. Close to all Bay Area attractions. Muir Woods, Stinson Beach, Mt. Tamalpais, Angel Island, Sausalito, San Francisco. Many hiking trails very close by. Walking distance to Good Earth Market, Equator Coffee, Prooflab Surfshop, Shoreline Coffee Shop, + much more. True gem that leaves you relaxed, invigorated, and wanting to return.

A modern kitchen showcases a large central island surrounded by wooden cabinetry. Large windows flood the space with natural light while offering a view of the serene water and surrounding greenery. White curtains soften the ambiance, complementing the rustic charm of the cedar paneling.

4.99 out of 5 average rating, 145 reviews

The Bathhouse: Boho Comfort + Hot Tub + Water View

Channel your chi at this unique cottage, reborn from a groovy '70s bathhouse. Inside a gorgeous water view, warm cedar paneling & leaded glass panes await you. Unwind in rich coziness bathed in sunlight & tranquility in a private garden setting. Soak in your private hot tub, while Leonard, a majestic 100ft Redwood, keeps silent watch. A unique blend of vintage charm + updated amenities creates a perfect escape where modern comfort meets vintage vibes.

4.92 out of 5 average rating, 423 reviews

Mill ValleyTreehouse Lightworks ReTREEt+Sauna

Midweek one day nervous system resets, solo retreats, couple escapes, or work from the treetops! Step into spring beneath towering redwoods where mist, birdsong, and a cedar sauna soften the edges. Remodeled, allergy-aware treehouse with fast WiFi, a washer/dryer, and EV charging sits at the base of Mount Tam, with trails and wild air just outside your door. Dog and cat friendly Open Space all around. Your forest is calling. Come exhale.

Superhost

A bright living room features large windows allowing natural light, framed with sheer white curtains. The space includes a comfortable white sofa, a round coffee table, and decorative accents like a geometric art piece and sunflowers placed on the table.

Guesthouse in Oakland

4.94 out of 5 average rating, 119 reviews

Charming Victorian Retreat | Minutes to SF

Welcome to your Victorian retreat in the heart of West Oakland! 4 BD - 2 BT - 1 off-street parking, uniquely blend of historic charm and modern comfort, has everything you need for a home base for your vacation or work trip. Located in the West Oakland neighborhood, just few short blocks from BART station & nearby freeways access offer quick and easy commute options to San Francisco and downtown Oakland, greater East Bay and South Bay

A welcoming open-plan living space is visible, featuring a cozy couch with a knitted throw in the foreground. Natural light floods the room through glass doors, leading to a patio. A stylish kitchen island is set with wine and snacks, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 249 reviews

Mill Valley Garden View Guest House, Free Parking

Welcome to Mill Valley and our quiet neighborhood just 10 minutes north of San Francisco. We invite you to enjoy the standalone private guest house we have delighted in designing and know you will love too. We believe we have created a unique and rare experience in this private comfortable space and would invite guests to return time and time again. Read our reviews and why we are Superhosts. Follow us @millvalleyguesthouse

Guesthouse in Stinson Beach

Potted succulents and an aloe plant are displayed on a wooden ledge, adding greenery to the outdoor space. A weathered chair is visible, facing the unobstructed ocean view in the distance, framed by the soft light of a clear sky.

4.99 out of 5 average rating, 467 reviews

Studio at Surfers Outlook

Located on the hill in Stinson Beach, this tidy studio is just a short walk down to town and the beach. Filled with the sound of the ocean, and close to the many hiking trails on Mt. Tam, the studio has a full kitchen and bath, and unobstructed panoramic views. 31 day stays have a 10% discount and are exempt from the 14% STR tax. Small dogs are welcome, and discounts on the pet fee will be considered for longer stays.

The exterior of the summer cottage is depicted, featuring a darkly painted wooden facade with a prominent wooden door. A semi-circular window and a pergola above the entrance add architectural interest. Lush greenery surrounds the entrance, enhancing the natural setting.