Guesthouse holiday rentals in San Francisco Bay Area

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.

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Stylish, beautiful and cozy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mi from Berkeley/Oakland, 50 mi from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mi from Walnut Creek BART station and 1 mi from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big, has rustic charm and is good for couples, solo and business travelers.

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.

LaCava Inn -Mediterranean suite w/ hot tub & view!

This is LaCava Inn! Be transported to a Mediterranean hideaway in this one-of-a-kind bed and breakfast suite with stunning pastoral views, a hot tub and conveniently located on the Placer wine trail. The suite accommodates 2 adults and was designed specifically to be your peaceful and romantic retreat. LaCava Inn is stocked with a fully functioning kitchen, dining nook, bed cove, spacious bathroom, private balcony, and sunk in hot tub overlooking breathtaking views. A destination in itself!

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.

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Berkeley Bayview Bungalow

Located in the scenic, tranquil Berkeley Hills, just up the hill from UC Berkeley, this climate controlled studio offers spectacular views, privacy & a large outdoor dining area. You’ll enjoy huge windows overlooking the SF Bay, lots of natural light, a new queen bed, lounge area, bluetooth speaker & kitchenette with sink, fridge, microwave, coffee/tea station. A large monitor and standing desk makes it easy to work or stream movies using our gigabit Wi-Fi. Easy parking and bus access.

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.

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, & small families seeking relaxation, outdoor adventure, or a getaway. Minutes drive from San Francisco, Napa, Sonoma, hiking, yoga, spas, and farm-to-table dining. Verified ultra-fast reliable WiFi and desk.

Charming Victorian Retreat | Minutes to SF

Welcome to your Victorian retreat in the heart of West Oakland! 4 BD - 2 BT - 1 off-street parking, uniquely blend of historic charm and modern comfort, has everything you need for a home base for your vacation or work trip. Located in the West Oakland neighborhood, just few short blocks from BART station & nearby freeways access offer quick and easy commute options to San Francisco and downtown Oakland, greater East Bay and South Bay

Romantic Garden Cottage - private outdoor hot tub

Shepherd Garden Cottage sits on farmland above the east shore of Tomales Bay. Cottage guests may visit sheep and llama on the property which is shared by hosts in a separate house. A private bayfront beach is available to Garden Cottage guests, a five-minute walk from the cottage. The pastoral town of Tomales (think Sunday morning bakery) is a five minute drive from the Cottage. We are .5 miles from Straus Home Ranch.

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.