Pet-friendly holiday rentals in Los Gatos

Private Cozy Suite Los Gatos - Saratoga

This private suite with private entrance, bathroom,high speed internet & living room is the part of 1940's magical Mediterranean house. It is ideal for Silicon Valley corporate,entrepreneurs, business,travelers, couples, adventurers; artists and art lovers.Yet, walking distance to downtown Los Gatos'Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor is around 15 minutes drive to/from San Jose airport and 45 minutes to/from San Francisco airport.

Whiskey Hollow A-Frame: As feat'd in Condé Nast!

Featured in Condé Nast's "30 Cozy A-Frame Cabins for Cold-Weather Getaways", Whiskey Hollow is a romantic retreat! View majestic Redwoods from the loft bed, luxuriate in the oversized bathtub by candlelight, cozy up in front of the wood fireplace, or cook a meal in the fully appointed kitchen. Nestled in the woods, you would never guess that it's only 2 miles to downtown Felton, 1.5 miles to Henry Cowell State Park, 15 min to downtown Santa Cruz, and 20 min to the beach (Permit #191282).

Coastal Redwood Cabin | Hot tub | Private Creek

Welcome to our cozy cabin nestled in the serene beauty of the Santa Cruz Mountains! Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of towering redwoods surrounding our charming studio-style cabin. Whether you're seeking a peaceful getaway or craving an adventure-filled retreat, our cabin offers the perfect balance of relaxation and excitement. Follow us @thecoastalredwoodcabin We welcome one small pet (dogs only) to join in on the fun!

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.

San Jose studio with laundry

This elegant, cozy studio is built with private entrance. It features with a solid wood queen-size bed, private bathroom, TV, private washer/dryer, private patio and reserved driveway parking for our guest. This studio is close to San Jose airport, Downtown, Levi’s Stadium, SJSU, Stanford, Valley Fair and Silicon Valley offices. It is also close to major freeways, 101, 680 and 880, very convenient for working in Silicon Valley and perfect for a relaxing getaway!

Ridge Top Get-A-Way and Quiet Dedicated work space

Permit 231319 A quiet, private suite in a stunning ridgetop setting—perfect for relaxation and renewal! This spacious guest suite features two bedrooms, a private spa bathroom, and a secluded deck, private, occupying the entire lower floor of our hilltop home. Enjoy breathtaking forest views and peaceful, star-filled nights, just 20 minutes from Silicon Valley and Monterey Bay's beaches. Guests have their own private entrance and convenient off-street parking.

Charming Hidden Cottage

A home away from home, this hidden little gem is a great getaway from the hustle and bustle of the cities. Still located conveniently close to businesses of all kinds including multiple down town areas, HWY 17 and 85, 1 mile from Netflix. We are constantly working on our cottage style gardens, so there will always be gardens to enjoy for you. If you are interested in trying any of our homegrown veggies or fruits just let us know, we love sharing our bounty:)

Private Retreat: Hot Tub, BBQ/fire pit, City 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.

Mountain Gem - $1M VIEW

We are offering a 1-bedroom apartment on the lower level of a 2-unit house. It is located in a very beautiful place and has a huge balcony with a million-dollar view of the Santa Cruz mountains. Close by 17 highway, which can take you to Los Gatos in 10 minutes, and Santa Cruz - in 20. Great for Bay Area business travelers. Ideal for Santa Cruz beach vacationers. 15 minutes to gorgeous nearby wineries. Got everything one needs for a super stay.

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

Unwind in this charming cottage on the peaceful outskirts of Los Gatos, in the quiet and safe Cambrian neighborhood. Just 7 minutes from the vibrant downtowns of Los Gatos and Campbell, it offers the perfect balance of privacy and convenience. Detached from the main home, it features a private entrance, enclosed patio, and parking. Friendly dogs on-site; pet stays (including service animals) require host approval and current vaccination records.

Cozy,Quiet”Home Away from Home”.attached cottage

Very large 1 bedroom. Heat/AC, Private entry, Loaded with Amenities. Private Patio, Garden View, parking in front. Nice, Quiet neighborhood; near trails, Pond, Freeways, Light Rail(VTA). 10 min walk to Westfield Oakridge Mall, Restaurants/Movies, Bowling, Mini golf, Walmart, Costco, Bass Pro, and much more. 1 HR to SFO/Monterey 30 Min to Santa Cruz Beach/Gilroy Outlets 20 Min Dwntwn SJ/SJSU

Entire stylish townhome-Los Gatos, great location

You will be close to everything Silicon Valley has to offer. This home is equipped with everything to make your experience feel like your home away from home. From here, you are only a short walk or drive to Vasona Park, downtown Los Gatos, amazing restaurants/wineries, endless hiking trails, and easy access to anywhere you would like to go in the Bay Area.