Guesthouse holiday rentals in San Francisco

4.93 out of 5 average rating, 434 reviews

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Step into summer beneath towering redwoods where mist, birdsong, and a cedar sauna soften the edges. Midweek nervous system resets, solo retreats and couple escapes, or work from the treetops! This remodeled, allergy-aware treehouse with fast WiFi, laundry, AC & EV charging sits at the base of Mount Tam, with trails and wild air just outside your door. Dog and cat friendly with Open Space all around— minutes to Muir Woods, Stinson Beach, GG Bridge. Top 5% Favorite. Come in. Let Go. Transform.

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, 126 reviews

Safe, modern & newly renovated – a hidden gem

Welcome to our newly renovated Carriage House in the heart of SF! This charming 2-story retreat offers modern amenities, historic character, a stocked kitchenette, live/work space, and comfortable beds. Located between the Mission and Potrero Hill, you’re close to cafes, shops, and venues. We live on site in main residence and share the property during guest stays. Whether you’re here for work or leisure, our place is a fully detached, private building, offering complete seclusion and privacy.

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, 156 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!

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, 1,987 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, 606 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, 625 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.

4.91 out of 5 average rating, 303 reviews

The interior space features light wood flooring and an open layout, highlighted by large windows that provide abundant natural light. Artwork adorns the walls, and a low wooden table sits in the center, surrounded by various seating options. A television is positioned in the background.

Guesthouse in Bolinas

Gallery Photographica (self check in/scenic views)

Loft-like house/gallery on it's own part of property, romantic edge of town, ocean view across open fields with nearby grazing horses and a meandering trail down to the tide pools and reef of Agate Beach, at the Piro Patton Pictures Gallery. Has an airy, open, high ceiling design, elevated, picture window bedroom, distant from other buildings, safe, private, always well cleaned and fresh linens with private driveway parking TV/Stereo and quiet bliss. Over 250 5 star ratings.

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, 151 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.

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, 255 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 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.

4.93 out of 5 average rating, 280 reviews

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.

4.99 out of 5 average rating, 672 reviews

The main room features a spacious bed adorned with decorative pillows. A cozy armchair is positioned beside a small side table. Light wood flooring complements the bright walls. French doors lead to a garden view, and shelves display various books and decor.

Guesthouse in Berkeley

Large light-filled studio near Fourth Street

All are welcome at our peaceful garden studio. It is the back of our historic home, the oldest standing structure in Berkeley! We are close to BART with easy access to SF and UC Berkeley and two blocks from Berkeley’s famous Fourth Street shopping area with unique boutiques, great restaurants, and coffee houses. Entry is private and the garden is all yours to enjoy.