Family-friendly holiday rentals in Evergreen

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Bright & Bliss 4B2B| Breezy Backyard Getaway

Relax and spend quality time in our newly remodeled modern farmhouse, while also being close to parks, shopping, and many food options. Inside comes with high-quality furniture to ensure that you rest comfortably. The open spacious kitchen is well stocked so that you can cook and enjoy your meals all together. Come outside to the backyard to bbq, and play a few games of ping pong, arcade basketball or foosball. The comfort of home and the luxury of a vacation are both here to welcome you.

Apartment above Levi Stadium.

18 miles from Levi Stadium! Your Superbowl HQ Take tram to stadium and avoid traffic JAM and parking nightmare! This 2 bedroom apartment. With with spectacular view of Silicon Valley and Levi Stadium). There are two bedrooms, one bathroom and a combined full kitchen/living room. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow! The Rental fee includes the Santa Clara Short Term Rental Tax!

Cozy BUS on Farm Animal Rescue with CITY VIEW

Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Private Spanish Casita near SJSU-2B/1B & Backyard

Hello world traveler. Thanks for choosing our beautiful casita. This lovely home can sleep up to four people. One room has a queen size bed, the second has a full size bed. We can provide an air mattress too if needed. Enjoy our new kitchen, bathroom, comfortable living room, big screen TV, & WIFI. Big backyard! There is one designated parking space in the driveway. We are pet friendly but please check with me first. We are compliant with COVID-19 cleaning guideline.

MolivuHomes 2BR: King Bed, Backyard, Pet-friendly

Molivu Homes introduces a brand-new 2B1B guesthouse in San Jose! 🌟 Modern & thoughtfully designed for your ultimate comfort: No checkout chores - stay stress-free! 🛌 Restful sleep with king-size bed & blackout curtains 🍳 Fully stocked kitchen, onsite W&D, dedicated home office setup 🅿️ Free parking onsite 🌳 Renovated private backyard w/ furniture & BBQ grill 👶 Baby essentials on request 🚗 3 mins to Starbucks, 10m to SAP Center, 15m to Levi's Stadium & SJ airport

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Gorgeous Casita(detached) in upscale neighborhood

Beautiful spacious Casita(detached unit ~500 sft) in upscale and prestigious Bell Aire-Hillstone estate neighborhood. Beautiful spacious independent unit in resort like setting. Comfy queen size bed, a sofa bed, new kitchen and full bath. Kitchen is equipped with cooking range, refrigerator, dishwasher and washer/dryer. Keurig for morning coffee and Cable / Apple TV for entertainment. Large monthly discount. No Party inquiries please. Pool use is not allowed.

Hilltop Escapade | Hot Tub + Skyline Views

Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

Private Abodu Guesthouse in Downtown San Jose

Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has 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.