Guesthouse holiday rentals in San Francisco

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Poolside Retreat with Views • Private Guesthouse

Private hillside retreat with sweeping views, heated pool (May–Sep), & a standalone guesthouse all to yourselves. Ideal for couples seeking a peaceful escape, yet minutes from Marin's trails, charming towns, & easy day trips to San Francisco, Napa, Sonoma. Enjoy the privacy of a secluded getaway with the confidence of a top 1% local Superhost, personal recommendations, and a curated guidebook to help you experience the very best of the area. Marin's 1st Green Business Certified vacation rental.

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

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.

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!

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.​

Charming Cottage with Private Patio in San Anselmo

Welcome to The Beach Cottage—your relaxed getaway in the heart of San Anselmo. This private, light-filled, one level studio radiates classic California surf shack vibes with boho-style beachy décor, local pottery, surfboards in the rafters, and cozy indoor-outdoor living. Unwind with a plush queen bed, kitchenette, dining nook, TV, patio with Adirondack chairs, ping pong and beach cruisers. Private entrance; shared lot with main house. A peaceful, inviting and ideally located Marin retreat.

Studio + pvt bath, kitchenette (no cleaning fee)

This is spacious ground level studio in the heart of the Castro with all the restaurants and nitelife choices steps away.The studio has a well equipped and functional kitchenette, queen size mattress, private bath and entrance. There is outdoor deck space with chairs for morning coffee or afternoon wine. Walking distance to NOPA, Haight, and Hayes Valley neighborhoods. Easy access to public transportation. Your hosts live in the unit and share the common space but not your private space

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Cedar sauna. Redwood canopy. Welcome to Lightworks — where the treetops have been waiting for you to exhale. Wake to light pouring through walls of windows, ravens delivering messages at dawn. Nervous system resets, solo retreats, couple escapes, or work from the treetops. Mist & birdsong at the base of Mt. Tam — minutes to Muir Woods, Stinson Beach, GG Bridge. Guest Favorite, top 5% on Airbnb. Fast WiFi, EV charging, new walk-in shower, laundry, allergy aware. Come in. Let go. Transform.

The Purple Door, Private Sanctuary, Epic View

Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.

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.

Panoramic Views & Rare Parking in Central SF

Experience panoramic skyline views from this top floor flat in the heart of San Francisco. Located in safe, desirable Dolores Heights, this Airbnb is less than a 10-minute walk from three vibrant districts - the Mission, Castro and Noe Valley - full of restaurants and cafes. Iconic Dolores Park is two blocks away. Commuting downtown takes just 20 minutes via Muni or rideshare. And enjoy two rare SF luxuries: air conditioning and onsite parking (available for a fee).