House holiday rentals in Los Gatos

Executive Home Winchester Orchard

Levi’s Stadium on 6.5 mi away! The house is a large, quiet home in the heart of Silicon Valley. This is the same home as before but listed with the en-suite Master bedroom now available to add even more space. This house is tucked away in a quiet neighborhood, yet is a half mile from Santana Row and Westfield Valley Fair. We are located near the major freeways, making for an easy commute around the Bay. The whole group will enjoy easy access to everything from this centrally located place.

Remodeled spacious 2Bdr/2Bath King beds w/backyard

This is the main house of this 2-unit property. It is located in historic Willow Glen. Private backyard, designated parking, private entrance. Mid century modern inspired architecture and decoration. Oversized bedrooms, open living space, functioning kitchen. High ceiling throughout. Easy access to Caltrain, LightRail, bus. Close to downtown San Jose developing technology centers, restaurants and shops. 12 minutes to SJ airport. Very safe and high end neighborhood. Hosts are fully vaccinated.

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.

Beach Front Dream House! Hottub/E-Bikes/Surfboards

Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

Charming Entire Los Gatos Saratoga House

This 1930's charming Mediterranean house with fishpond ,magical garden & high speed internet is ideal for Silicon Valley corporate, entrepreneurs, business world travelers, couples, adventurers; inspirational for artists and art lovers. Yet,walking distance to downtown Los Gatos' Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor activities.It is about 15 minutes drive to/from San Jose airport & 45 minutes to/from San Francisco airport.

Gorgeous 3-bedroom home, quiet, close to shopping!

Enjoy the Bay Area in your own private, quaint, and comfortable cozy home! Gaze out of your master bedroom window or living room to green grass and Bamboo tree lined backyard with fruit trees and 6' fences. The home is in a safe, quiet, neighborhood, within 2-3 minute drive to Oakridge mall. Conveniently located w/all shopping imaginable within 5 minutes drive. Our inviting full kitchen contains pots, pans, dishes, a Keurig coffee maker, rice cooker, Ninja Air fryer and much more.

Cozy house 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet

Relax in this peaceful, centrally located 2B/2B entire home in San Jose—close to Santana Row and downtown. Newly remodeled and fully equipped for your stay. ◉ Quiet two bedrooms, queen beds, walk-in closets ◉ One queen-size sleeper sofa in living room (sleeps 6 total) ◉ Full kitchen, two full bathrooms, Wi-Fi, TV, laundry, garage, and free driveway parking ◉ Fully fenced, beautiful backyard ◉ SAP Center 3.7 miles, San Jose Airport 6.8 miles ◉ 24/7 security, self neighborhood

Family friendly 5BR house w/backyard +playground

✔No check-out chores ✔High-speed WiFi ✔ Two dedicated workstations ✔ Great amenities for families with children+ Backyard playground ✔ Wood burning fire place Premium furnished single-story home with spacious backyard overlooking Martial Cottle Park with views of Lick Observatory & surrounding hills with nothing to block views. Huge extended family room. Fully furnished large backyard with table, sofas, chairs, kid's play zone & fruit trees. Wifi throughout the house.

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

Time is of the essence! Our discount, starting at 30% off Mar 2026 - May 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.

Charming Willow Glen Home with Spacious Yard

Beautiful classic home on a lovely street in Willow Glen with a large lot and many amenities you'll love - that is what this home is all about! This home is located In a great (and quiet!) Willow Glen neighborhood, close to many restaurants, boutique shopping and streets to wonder. Located within easy access to all major highways, to the vibrant downtown San Jose and old-town Willow Glen. Very high walking score and you can walk to great area restaurants.

Mid-Peninsula Gem | Peloton + Hot Tub Escape

Welcome to San Carlos, the City of Good Living! Relax in a clean, comfortable home located in a peaceful, safe neighborhood. The space offers fast WiFi, four bedding options, and workspaces. It is just a 7-minute walk to the train and bus stations, with restaurants, coffee shops, and sports bars nearby. I provide complimentary bikes, coffee, and tea. The living room and backyard are set up for guests to enjoy, including access to the hot tub for relaxation.

Mount Hermon Creekside Cottage

Have fun with the whole family at this adorable cottage nestled in the redwoods. (Permit Number 231151) Views of the creek and only steps to the conference center at Mount Hermon, less than 1/2 mile to the famous redwood forest of Henry Cowell; this home is perfect to stay in and relax or to go explore and use as a homebase. Newly remodeled kitchen, with everything you would need to host a dinner party, kids games, books, TV and so much more.