Family-friendly holiday 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 · Hospitality

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 · Family · Parking

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

Indoor spaces · Family · Amenities

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.

Kitchen · Family · Outdoor spaces

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 · Barbecue

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).

Family · Indoor spaces · Wi-Fi

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 · Kitchen · Nearby

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.

Indoor spaces · Family · Heating

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.

Kitchen · Indoor spaces · 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.

Indoor spaces · Kitchen · Air conditioning

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Indoor spaces · Family · EV charging

Tranquil private 2 BR home in Palo Alto/Stanford

This two bedroom home is perfect for an Executive or visiting Scholar. Convenient location to Stanford Hospital / University, Stanford Shopping Centre , Tesla, SAP, VM Ware. Palo Alto School District. You’ll love my place because of the location on 1/3rd of an acre, very private and quiet with beautifully manicured grounds. The home is fully furnished, all you need do is walk in with your suitcase!

Kitchen · Indoor spaces · Decor