House holiday rentals in Los Gatos

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.

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.

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

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.

Charming Home nearby Airport/San Jose Downtown/SAP

Centrally located to explore the heart of Silicon Valley. This beautiful home has all the conveniences and is a ideal location to experience all of activities. About 7 to 15 minutes drive from most attractions: SJC airport,SAP center,SJ downtown,Hi-tech companies, Santana Row,Valley Fair Mall, Levi’s stadium,Avaya stadiums,Rose Garden, Great mall outlets,Museums and Restaurants..Santa Cruz 35 minutes. Stanford 25 minutes. San Francisco 45 minutes. Close to major freeways I-280, I- 880, US-101.

Contemporary open floor plan home near Santana Row

Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

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.

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

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

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.

Newly Built, Luxury Living

Located just four blocks from the famous “San Jose’s local treasure” downtown Willow Glen, you are surrounded by historic homes, unique architecture, tree-lined streets, and a thriving community. We want you to have a stress-free experience, so there is no check-out to-do list. Just enjoy your stay and leave 👍 You are in the front main home. No parking on the driveway, but there’s plenty of free street parking right in front of the house.

Charming Home near Santana Row/Valley Fair

A simple and peaceful home with convenient access to freeways, restaurants, shopping, and many of Silicon Valley’s top attractions. This unit is the private main house located at the front of the property. The guest house at the rear of the property may or may not be occupied during your stay; however, both homes are fully separate and private. The only shared area is the driveway.