Guesthouse vacation rentals in San Francisco

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.

Family · Value · Outdoor spaces

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.

Location · Value · EV charging

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

Location · Family · Kitchen

Redwood Sanctuary Oakland Hills

Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!

Location · Value · Outdoor spaces

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 · Value · Comfort

Private Garden Room in Beautiful Victorian Home!

Keep it simple at this peaceful and centrally-located private room. Beautiful private in-law unit on the ground floor of Noe Valley Victorian home located between the Mission District, Valencia Corridor and quaint Noe Valley. Modern convenience set among old-world charm: private entrance to come and go as you please, private bathroom, efficiency kitchenette, desk/workspace & wifi, shared deck & shared laundry. Walking distance to BART/MUNI and all the treasures our neighborhood has to offer.

Family · Value · Parking

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 · Beach

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.

Location · Family · Walkability

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 · Family · TV

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

Family · Location · Sleep quality

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.

Value · Family · Decor

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.

Location · Family · Layout