Holiday houses in Evergreen

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

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.

Airy Open Concept Modern Home: 3br/2bath + Office

Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

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.

Luxury 4BR 3BA HomeOffice Families & Professionals

Experience elevated comfort at this executive haven — a modern, two-story luxury home designed for both productive workdays and relaxing family nights. With 4 bedrooms, 3 restrooms, multiple living spaces, a full coffee bar, and a dedicated upstairs office with 4 workstations, this home is perfect for professionals, families, and extended stays. Located conveniently in the heart of Silicon Valley, work never felt so at home with everything you need to make your work week not feel like one.

Zen Retreat‧1777sqft‧4B2.5B‧AC‧Fruitful Backyard

Time is of the essence! Our discount, starting at 30% off May 2026 - July 2026, is filling up. If you're interested, consider adding our house to your wishlist and securing your reservation. Experience the ultimate peace and safety in San Jose. Our sanctuary has welcomed countless group travelers, workers, families. 20+ restaurants, Westfield Oakridge, 2 Costcos nearby, Cheesecake Factory, movies, Ranch 99, and the Apple Store are all within 5-8 minutes of driving.

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.

Private Retreat: Hot Tub & Hilltop 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.