Guesthouse holiday rentals in San Francisco

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.

Family · Location · Parking

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.

Value · Family · Bathroom

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

Family · Value · TV

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.

Value · Family · Biking

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!

Family · Location · Kitchen

Stylish Sausalito Bungalow with a View

Escape to this stylish, cozy Sausalito bungalow with stunning Headland views! This private, detached guesthouse with its own entrance is perfect for a serene getaway. Enjoy new, modern fixtures and a beautifully designed space that offers comfort and charm. Only 10 minutes from downtown Sausalito and 15 minutes to Mill Valley, this retreat provides easy access to local dining, shopping, and scenic trails. Ideal for couples or solo travelers looking for peace, privacy, and a touch of luxury.

Value · Family · Cleanliness

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

Location · Value · Bathroom

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.

Value · Location · Laundry

Coastal Garden Retreat

Escape to this stylish private studio in the heart of Rockaway Beach, Pacifica, where modern comfort meets coastal charm. Nestled in a tranquil garden setting, this stylish retreat is perfect for couples, solo travelers, or remote workers looking for a peaceful stay just 15 minutes from San Francisco and the SFO Airport. Located just steps from Rockaway Beach , this property offers access to ocean front restaurants, coffee shops, and scenic coastal trails. Permit #: 14614722

Location · Family · Parking

Elegant Garden Studio w/ AC | Near SF/SFO/Beach

Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

Family · Location · Amenities

Hillside Wellness Retreat | Pool, Gym & A/C

Escape to your own private hillside wellness retreat in Marin. Recharge with sweeping views, a heated saltwater pool, fitness studio, air conditioning, and a peaceful standalone guesthouse all to yourselves. Perfect for couples, solo travelers, remote workers, and small families seeking relaxation, outdoor adventure, or a refreshing getaway. Minutes drive from San Francisco, Napa, Sonoma, hiking, yoga, spas, and farm-to-table dining.

Value · Location · Hiking

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.

Family · Location · Layout