
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.

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.

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

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

Palo Alto Cottage: Privacy, Comfort & Convenience
Plenty of privacy, comfort, and easy access to all things Palo Alto. Walk or bike to cafes, restaurants, groceries, parks, the library, and more or cozy up in our spacious, light-filled in-law studio w/ private patio. Separate entry and w/ easy street parking in Midtown that's also conveniently close to California Ave, Downtown Palo Alto, Stanford Campus, Medical Foundation, PAMF, The Foothills, Meta HQ, Amazon, Shoreline, & Headquarters for all other major Silicon Valley companies.

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.

Cozy Private Suite with Private Entrance
Cozy, private, and peaceful guest suite with a Private entrance, located in a quiet and desirable residential neighborhood. Enjoy a prime location just minutes from Downtown Mountain View, the CalTrain station, and easy access to the scenic Stevens Creek Trail—perfect for walking or biking. Thoughtfully designed for comfort and convenience, this suite is ideal for business travelers, remote workers, or anyone seeking a relaxing and well-connected stay in Silicon Valley.

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.

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.

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.

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.

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.

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.
Popular amenities for Silicon Valley guesthouses
Family-Friendly guesthouses

1 Bdr Cabana just west of Stanford

Private Garden Cottage

Downtown Palo Alto Gem! Cute, Spotless Guest House

Chic & Private Cottage on Mini Urban Farm

Guest House in the Woods

Stylish standalone guesthouse near Santana Row

Rustic Cabin in the Redwoods

Charming Cozy Cottage in Eco-Garden Oasis
Guesthouses with a patio

Cozy Private 1B1B Cottage near Japantown

Delightful Hideaway in San Carlos

Near Japantown & SJC ARPT, King Bed, Fast Internet

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private

Entire guesthouse Santa Clara smart lock entrance.

Charming, modern, restorative, private studio

Adorable 2 bed guesthouse walk to Willow Glen DWTN

Blue Cottage
Guest house rentals with a washing machine and dryer

Private unit close to Santa Clara University

Downtown Campbell Executive Cottage

Private Abodu Guesthouse in Downtown San Jose

Studio- Steps from Stanford & Close to Everything!

Stylish, Light-filled Cottage

Charming Peaceful New Studio in Mtn View

Quaint Cottage Near Downtown Palo Alto

Private Entry Studio with parking
Destinations to explore
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Moscone Center
- Oracle Park
- University of California-Berkeley
- SAP Center
- Levi's Stadium
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts
- Rodeo Beach
- Seacliff State Beach
- Gilroy Gardens Family Theme Park
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