Guesthouse holiday rentals in Silicon Valley

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Silicon Valley

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

A neatly designed guesthouse exterior is presented, featuring a light gray façade and a welcoming white door. The pathway is paved with stone, bordered by fresh greenery and landscaping, under a clear blue sky. A sense of tranquility is underscored by the surrounding trees.

Guesthouse in Palo Alto

4.99 out of 5 average rating, 134 reviews

Steps from Stanford - Charming Guest House

Discover your perfect retreat a block from Stanford University, tucked away on a tranquil, tree-lined street in Palo Alto. Newly constructed, single-level guesthouse offers privacy, set discreetly at the rear of our property. You'll find yourself within a leisurely stroll minutes from restaurants, grocery stores, and shops. Easy access to 101 and 280 fwys. This haven is within walking distance to Caltrain CA Ave station, as well as stops for Stanford's complimentary Marguerite Shuttle service.

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Guest favourite

A spacious yard features a children's play structure with a slide and swings, accompanied by a patio seating area under a shade umbrella. Lush green grass enhances the outdoor setting, surrounded by wooden fencing for privacy.

Guesthouse in Sunnyvale

4.93 out of 5 average rating, 131 reviews

Sunnyvale2B/1B/Family/Free EV Charging/AC/WiFi/PKG

~Close to many tech companies ~Yard with kids play structure/Gazebo ~Pack'n Play for baby ~Free parking and EV Charging ~Hi-speed WiFi ~New kitchen and appliances ~Sofa bed for 1 extra person ~Central AC and Heater with Nest ~Smart 55''TV with Netflix. ~Walking distance to downtown/shops/parks ~Quick access to 101 fwy and Central Expy ~Kitchen equipped with utensil essentials ~Best value Airbnb The big lot is separated into 2 units. This Unit B is a 2B/1B ADU with full privacy, the RED area

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Top Guest favourite

A spacious deck is depicted with comfortable wicker seating arranged around a light-colored table. Lush greenery is observed in planters, enhancing the natural ambiance. Sliding glass doors provide a view into the indoor living area, inviting the outdoors inside.

Guesthouse in Woodside

4.94 out of 5 average rating, 218 reviews

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

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Top Guest favourite

A spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.

Guesthouse in San Jose

5.0 out of 5 average rating, 226 reviews

Stylish standalone guesthouse near Santana Row

Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with pull out twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

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Top Guest favourite

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, 379 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.

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Top Guest favourite

A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.

Guesthouse in Berryessa

5.0 out of 5 average rating, 110 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

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Top Guest favourite

Large glass doors open to reveal a bright, open kitchen and living area. A modern design includes white cabinetry, stainless steel appliances, and a comfortable seating area with a light sofa. Natural light floods the space from a skylight above.

Guesthouse in Downtown San Jose

4.99 out of 5 average rating, 234 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.

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Guest favourite

The exterior of the cottage showcases a contemporary design with grey siding and crisp white trim. Two large windows are framed by sheer curtains, allowing natural light to illuminate the interior. A sturdy door leads to the entrance, set against a paved walkway.

Guesthouse in Mountain View

4.94 out of 5 average rating, 131 reviews

Chiquita Cottage

Welcome to Chiquita Cottage. Our 400 sq. ft. detached studio was fully renovated in summer 2018. Located behind our primary family residence, it provides comfort and privacy to travelers. A brand new kitchen, queen sized bed, free wifi, and Smart TV will help make your stay easy. We are walking distance from downtown Mountain View and perfectly situated for Light Rail, Cal Train, and major highway access.

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Top Guest favourite

A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.

Guesthouse in Downtown San Jose

4.98 out of 5 average rating, 249 reviews

Private Abodu Guesthouse in Downtown San Jose

Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose with everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

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Top Guest favourite

A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.

Guesthouse in Sunnyvale

4.99 out of 5 average rating, 257 reviews

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips We welcome families with children aged 8 and older.

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Guest favourite

The exterior of the guesthouse is showcased, featuring a light-colored facade with large windows. A well-maintained garden displays various shrubs and plants. The driveway includes a garage door and the surrounding area is paved and neatly landscaped.

Guesthouse in Palo Alto

4.9 out of 5 average rating, 137 reviews

Guesthouse in Serene Neighborhood

This bright & sunny guesthouse is located in a quiet neighborhood in the heart of Palo Alto; close to Stanford, Alphabet, Meta, Apple. This private guesthouse has a comfortable king bed; full kitchen with a selection of gourmet coffee; a cozy living with cushy sofa (full sofa bed) for you to relax and also work-space with an ergonomic chair & high-speed Wi-Fi. Self check-in upon arrival.

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Guest favourite

A spacious front yard features a well-maintained garden with various plants and flowers. A paved driveway leads up to a single-story guest house, characterized by a welcoming entrance and large windows that invite natural light.

Guesthouse in Mountain View

4.95 out of 5 average rating, 222 reviews

1) 2BR/2BA Guest House near Downtown Mountain View

Simple, peaceful, and located close to freeways, restaurants, and shopping. You are booking the guest house labeled #A. This guest house has a detached primary unit that may be occupied. Please let us know if you have any issues with this arrangement. The only shared area's are the garage, driveway, and entrance to the property.

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