Guesthouse vacation 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.

Family · Location · Decor

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 · TV

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 · Parks

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and a very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings, enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town. If your days are not available try airbnb.com/h/woodsidebestplacetostay

Location · Value · Decor

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 · Checkout

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

Value · Location · Decor

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).

Value · Family · View

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.

Family · Location · Accuracy

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Family · Location · Sleep quality

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

Family · Location · Laundry

Convenient 3 bedroom guest house near SFO, highway

Relax with the whole family at this peaceful place to stay. This accessory dwelling unit has 3 bedrooms, each with private bathrooms. This place is located close to BART, SFO, and highways 101 and 280, allowing easy access to the area. There is a stocked kitchen, with eggs and milk provided in the fridge, tea and coffee, and bottled water. One parking space(only a car parking)is provided, with access from the alley.

Family · Value · Long stay

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.

Location · Family · Kitchen