Family-friendly vacation rentals in Los Altos Hills

3 BR Home on Vineyard nr Palo Alto & Stanford

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

Kitchen · Family · Backyard

Cozy straw bale haven

The Straw Bale Haven welcomes you! This in-law studio has the amenities that you need for a home base, whether you are visiting for work or play. Come and go as you please with a private entrance. Although the studio is compact, it is also cozy and private. We want you to feel at home. All are welcome here! Update: 04/2026 - The house next door is being renovated and noise may bother some. Please read the entire listing, including house rules, to make this stay pleasant with no surprises.

Kitchen · Indoor spaces · Checkout

Luxurious Guest House in Los Altos Hills/Stanford

Enjoy secluded luxury in Los Altos Hills! This private GuestHouse located at the end of a cul-de-sac, has two spacious bedrooms, private bath, in unit laundry, central air and a functional fully-equipped kitchen. With 15-foot ceilings, beautiful natural light, hardwood floors, marble & granite finishes, and high-end fixtures & appliances, enjoy an elegant and peaceful stay in the heart of Silicon Valley. Wake up with birds chirping and fresh air. Spend the quiet night at patios or hammock.

Indoor spaces · Kitchen · Nearby

Beautiful home in prime Mt View

Beautiful home is turn-key and tastefully updated with all the modern amenities. Nice open concept perfect for entertaining. Home features 2 bedrooms and an open room located off the family room. Kitchen features custom cabinetry, gorgeous marble countertops, top notch appliances. Home is conveniently located near major shopping, food and entertaining. Located within minutes to Google, LinkedIn, Apple to name a few. Easy access to highways 101, 85, and 237. Fifteen min. drive to Levi Stadium.

Kitchen · Indoor spaces · Decor

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

Indoor spaces · Family · Checkout

Fully Remodeled Home AC-WiFi-Stanford-Go0gle

Enjoy a stylish experience at this centrally-located place! This light-filled, mid-century modern gem is tastefully remodeled with high-end Scandinavian furniture (BoConcept sofa, carpet, wall units) and European oak floor. **Mini split AC is installed in July 2023.** It has a spacious common area for families to relax, a full kitchen, 3 queen beds, 2 bathrooms and fast WiFi (>200 Mbps). Go0gle/Stanford is a 5~10min drive and local grocery/coffee shops (Peet's) are within walking distance.

Family · Kitchen · Laundry

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.

Family · Indoor spaces · Accuracy

Cozy Cottage, Private Entrance

Recently built cottage with private entrance, queen bed, desk and 500 Mb/s Wifi. The private bathroom and private kitchenette are four feet from the cottage entrance. The cottage is stand-alone, and the kitchenette and bathroom have been sealed from the rest of the main house for safety. The space will be guaranteed to be unoccupied for 3 days before your checkin and thoroughly disinfected. Bedding includes a new Sealy Posturepedic box springs and mattress (firm).

Kitchen · Indoor spaces · Hot tub

Palo Alto-Stanford Sanctuary | 2BR

Great two bedroom apartment with central air conditioning / heating at the center of Silicon Valley on a single-family home property in a unique rural neighborhood setting just a few minutes from Stanford University, Stanford Medical Center, downtown Palo Alto (Houzz, Palantir) , Stanford Research Park (VMWare, HP, Tesla, PARC, Sk ype, WSGR, VA Medical Center, Nest, etc.). Also, within 15-20 min drive to Face book, Go ogle, LinkedIn, Intel, Apple, and more.

Family · Indoor spaces · Checkout

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.

Family · Kitchen · Beach

Luxury Silicon Valley Wellness and Work Oasis

Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Indoor spaces · Kitchen · Long stay

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Family · Kitchen · Decor