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).

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.

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-HOTTUB/ 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.

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

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.

Epic Santa Cruz Mountain Views in Rustic Home

Located behind Los Gatos in the Santa Cruz Mountains, this unique property features a stunning view of the Mountains looking West towards the Pacific Ocean. On most days a sliver of the ocean is visible or the marine layer that often blankets the coastline. A 15 min drive to Downtown Los Gatos. With 3 bedrooms and 2 baths we can support up to 7.

Cottage - bedroom, living, bath and small kitchen

The cottage has separate entrance for the independent bedroom, living-cum-dining area and a small kitchen for our guests. Cottage has queen bed in the bedroom and comfortable sectional sofa and dining table in the living-cum-dining area. Cottage is connected to rest of the house through adjoining wall.