Guesthouse vacation rentals in San Francisco Bay Area

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Top-rated guesthouse rentals in San Francisco Bay Area

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Top guest favorite
A serene sleeping area is displayed, featuring a spacious bed adorned with soft linens and surrounded by natural light from large windows. A wooden table and chair provide a cozy setting, while decorative shoji screens and wood accents enhance the tranquil ambiance.
Guesthouse in Stinson Beach
4.98 out of 5 average rating, 273 reviews

Beach View at the Bird’s Nest Bungalow

Relaxing refuge set on a lush hillside in the quiet seaside town of Stinson Beach. Feel transported by the Asian inspired design and tranquil outdoor shower and soaking tub. Indulge in treetop ocean views from the comfort of a queen bed, and watch the sun set from the privacy of a wooden deck. Walk only five minutes to three miles of perfect beach. It's worth the journey down through the trees on uneven stone stairs and very steep wooden stairs to find yourself transported away from it all. A comfortable queen bed with plenty of pillows affords the perfect sitting spot to look out through the branches of the treetops at the ocean. The small kitchen area has all you need for simple cooking. You'll find extra blankets in the closet behind an antique Japanese room screen while the new handcrafted shoji screen conceals the toilet and bathroom sink. The outside shower is exhilarating (and for the adventurous in the rain and winter) while the soaking tub is beyond relaxing while looking at the ocean watching the sky change colors at sunset. Ahhhhh. Good WiFi, flashlights for night walking, aromatherapy for fully relaxing, eye masks for sleeping in! I like to give my guests total privacy, but I’m always available if needed. ( text is easiest) Stinson Beach is a quiet seaside town popular for its calm surf, smooth sand, and miles of mountain trails. The beach bungalow set on the hillside with wooden and stone stairs to arrive. Worth the trek, but if you have a bad knee, a tricky ankle or a hitch in your get-along, this is not the property for you. A car is recommended for day trips to Muir Woods, the Point Reyes National Seashore, Mt Tamalpais, a ferry ride to San Francisco and shopping in Sausalito. The Marin Airporter will get you from SFO to Mill Valley and then you can hop on the Stage Coach to town. (See Marin Transit Website). The Stage will take you in and around Marin County. However the best way to get around our small beach town is to park the car and walk. Our tiny town has three restaurants, one with fresh baked bread and take out, a library, bookstore , surf shop, kayak and surf rental shop, photography gallery, upcycled denim and hand dyed clothing shop, art galleries, jewelry, flower shop, and more. The Stinson Beach Market has all you'll need for a weekend getaway. You'll want to take a long or short hike on the beautifully maintained hiking trails of the Matt Davis or Steep Ravine and stroll the three miles of perfect sand of one of the best beaches in Northern California. You can surf, boogie board, paddle board, kite sail, or just plain put your feet in the water and marvel at the wonder of the ocean. Whether it's mountain or sea it's all about nature here in our coastal town. Guests must be realistic about climbing stairs. If you have a trick knee, an ankle that aches, or a hitch in your get-along, this is not the place you'll want to be.

Top guest favorite
An outdoor jacuzzi is positioned beside a sparkling pool, surrounded by a spacious wooden deck. Lush greenery and trees create a natural backdrop, while distant mountain views are visible in the background. A bottle of champagne sits elegantly on the edge of the jacuzzi.
Guesthouse in Oakland
4.96 out of 5 average rating, 278 reviews

Pool, Jacuzzi, Sauna, Huge Views, gated, 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 May 31st to October 30th. 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)

Top guest favorite
A dining area is shown, featuring a light wooden table set for two with plates and glasses. Two gray chairs are neatly arranged around the table. A potted plant adds a touch of greenery, positioned near a bright window with a light-filtering shade.
Guesthouse in Oakland
4.99 out of 5 average rating, 178 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Guest favorite
A spacious driveway leads to a well-maintained home nestled among trees. The house features a light-colored exterior and is complemented by warm lighting around the entrance. Landscaping includes bushes and flowers, enhancing the natural setting.
Guesthouse in Oakland
4.93 out of 5 average rating, 522 reviews

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!

Top guest favorite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guesthouse in San Carlos
4.99 out of 5 average rating, 780 reviews

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.

Top guest favorite
A patio area is visible near the entrance of the studio, featuring a small table and blue chairs. Potted plants line the pathway, leading to the main entrance. Sunlight filters through the surrounding trees, creating a serene outdoor space.
Guesthouse in Castro Valley
5 out of 5 average rating, 111 reviews

Private and serene studio with full kitchen

Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

Guest favorite
The exterior of the property presents a charming heritage design with white siding and dark green accents. A covered patio area features a set of rattan chairs and a table, surrounded by lush greenery and towering trees, offering a peaceful outdoor setting.
Guesthouse in Concord
4.92 out of 5 average rating, 170 reviews

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!

Top guest favorite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guesthouse in Woodside
4.97 out of 5 average rating, 321 reviews

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.

Top guest favorite
An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.
Guesthouse in Portola Valley
4.94 out of 5 average rating, 213 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Top guest favorite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in San Jose
4.99 out of 5 average rating, 148 reviews

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.

Top guest favorite
The modern container home is surrounded by lush greenery and grapevines. Floor-to-ceiling windows reflect the natural light, offering unobstructed views of the landscape. The structure is elevated, enhancing the connection to the surrounding redwoods and vineyards.
Guesthouse in Sebastopol
5 out of 5 average rating, 192 reviews

Modern Container Home with Vineyard Views [NEW]

Welcome to Luna Luna House! - A modern container home, turned one-of-a-kind vacation retreat. Where the redwoods meet the vineyards, a serene sanctuary has been thoughtfully crafted where you can unwind and recharge. Luna Luna House is truly a place to commune with nature, enjoy modern conveniences, and indulge in an unforgettable travel experience! - * Designed by Owners + Honomobo Canada * Former location of The Rising Moon Yurt -

Top guest favorite
Guesthouse in San Rafael
4.97 out of 5 average rating, 200 reviews

Private Oasis Btwn SF, Napa. Big Views + Pool!

Enjoy sunsets from your private deck in the hills above San Rafael — a peaceful retreat that feels like a treehouse (with no stairs!). Just 15 mins to San Francisco and 45 mins to Napa or Sonoma, it’s the perfect base for exploring Marin’s towns and trails or simply relaxing (guests love the bed!). Separate building, heated pool (May–Sept), and streaming TV. I’m happy to help you plan your Bay Area adventure!

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