Guesthouse holiday rentals in San Francisco

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.

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Private suite on 1918 heritage property

Originally settled in 1918 this heritage property, situated in Concord’s most coveted neighborhood boasts warm, old-world charm and timeless finishes while incorporating the modern amenities. Fully furnished & welcoming studio features a well-appointed kitchen, laundry and spa inspired bathroom. The adjoining patio is the perfect venue for enjoying morning coffee or evening cocktails. The incredible 1 acre lot, intersected by the spring-fed Galindo Creek has plentiful on-site parking!

Urban Oasis 1 bed 1bath - 1 block to Dolores Park

Nestled on a flat, residential block near Dolores Park at the cusp of SF's most vibrant neighborhoods: the Castro, Mission Dolores, Noe Valley, this stylish, modern 1 bedroom, 1 bath is a sanctuary in and out. Originally conceived as an atelier by a previous owner/SF Ballet designer with a private entrance and patio, offers a quiet getaway from the hustle and bustle of SF. Easy access to Muni, tech shuttles, BART, Whole Foods, along with many restaurants, bars, cafes and bakeries!

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

Welcome to your retreat! Drive through the gate to a peaceful setting. Sunset from your private deck in the hills above San Rafael. It's like a treehouse but with no stairs! Stay home all day (guests love the bed!) or visit the adorable towns and famous hikes of Marin. 45 mins to Napa/Sonoma or 15 min to San Francisco - experience the best of the Bay from here. Happy to help you plan. Separate building from main house. TV: Netflix, Hulu, Disney+ & more! Pool heated May - August.

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.

Elegant Guesthouse in Garden Close to 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!

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

Little Cottage on the Hill

Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace,  private bathroom and kitchenette. Perfect for both leisure and Business travelers.