Holiday rentals in Los Gatos

4.99 out of 5 average rating, 923 reviews

Cabin in Los Gatos

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.

4.92 out of 5 average rating, 365 reviews

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

This charming cottage, located on the outskirts of Los Gatos in the quiet and safe Cambrian neighborhood, is an ideal retreat away from the busy downtown. We ensure a safe and comfortable stay with rigorous cleaning protocols. The studio features one queen bed, with an additional cot available upon request. Please note that dogs are on the property. All dogs, including service dogs, must have prior consent from the host and provide current vaccinations (rabies, DH2PP, bordetella, leptospiros.

4.83 out of 5 average rating, 571 reviews

Rustic Cottage, Redwoods, Beaches.

Tiny, quaint Cottage sequestered in a Redwood forest. Outdoor Clawfoot Bathtub with Shower under the Stars overlooking a Spring fed creek ! Mature Pond & Marina with sitting areas with Koi and Turtles ! Solar powered lights come on at night! Lighting at the Cottage is Electric, Solar and Battery powered. Lanterns are provided ! There is a Cell Phone & device Charging Station available. No Kitchen or cooking facilities. Summit Market, four miles away, open 7 days a week, hours are 7am to 7pm.

Guest house in Monte Sereno

4.98 out of 5 average rating, 427 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

4.82 out of 5 average rating, 115 reviews

Guest suite in Los Gatos

Bright Garden Suite in Silicon Valley

This sun-soaked suite has a private entrance and access to a beautiful garden patio, complete with night-time ambiance and a fireplace. The big bay window provides a view into the lush fruit, flower, and vegetable garden right outside. The comfy bed and beautiful old-town neighborhood add to the warm, homey feel. The suite is tucked away from the busiest parts of the city, perfect for a hub in the middle of NorCal's best attractions: SF, Carmel, Pebble Beach, Monterey, Santa Cruz, and more.

4.94 out of 5 average rating, 233 reviews

Private Garden Cottage with Private Entrance

Discreetly nestled at the rear of the property; affording ample privacy. Bamboo floors, a comfy king size bed, designer bathroom, large closet, television & kitchenette equipped with coffee maker, microwave and mini fridge. Located in a quiet, safe neighborhood at the end of a cul-de-sac. Close to quaint, downtown Los Gatos; known for its fine restaurants, coffee houses, pubs, shops, salons, spas, unique boutiques and an Apple store. 15 minutes to SJC Airport and 20 miles to the beach.

4.9 out of 5 average rating, 101 reviews

Los Gatos Cozy 2BD 2BA Private Guesthouse

Enjoy a nice quiet stay in this newly constructed guesthouse located in Los Gatos. A safe, peaceful, high-end neighborhood. Private side yard, designated parking, private entrance. Guesthouse is designed with an open living space, oversized bedrooms, and functioning kitchen. Security camera/systems outside of the property. 20 min to SJ Airport, 6 min to Netflix, 6 min to Downtown Los Gatos, less than 5 min to Vasona Park, 3 min to Good Samaritan Hospital, 25 min to Stanford Hospital

4.91 out of 5 average rating, 120 reviews

Home in Monte Sereno

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.

Superhost

Cabin in Los Gatos

4.85 out of 5 average rating, 119 reviews

Tranquil creek mountain house

The main house is 1 bedroom, 1 full bathrooms upstairs with vaulted ceilings throughout, stainless steel appliances, custom cabinets, hardwood floors, stained glass accent windows, and numerous skylights throughout. A tranquil creek runs through the property adding to the peaceful nature, a large wraparound redwood deck offers the perfect space to entertain. Make this inviting property your home and experience the perfect work life balance! Let your heart sing with the nature.

Guest house in Almaden Valley

4.97 out of 5 average rating, 972 reviews

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!

4.9 out of 5 average rating, 788 reviews

Guest suite in Los Gatos

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:)

Guest house in Monte Sereno

4.9 out of 5 average rating, 212 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Flats

Convenient locations with everyday essentials

Popular amenities for Los Gatos holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Los Gatos

5 out of 5 average rating, 49 reviews

Guest suite in Los Gatos

Santa Cruz Mountains retreat

JocelyneRating, 5 stars1 month ago

Beautiful guest house up in the mountains. 20-30 minutes away from Santa Cruz, but Los Gatos downtown area was beautiful to explore. Highly recommend

4.95 out of 5 average rating, 60 reviews

Mountain Retreat

ErinRating, 5 stars1 week ago

We only spent one night at Andrew's place, but it was great. Gorgeous area, and the house was just what we needed for our family for the night. Word to the wise- follow Andrew's alternate directions to the house instead of the GPS directions. We accidentally followed the GPS route and it was terrifyingly vertical, but the way Andrew recommended was fine.

4.94 out of 5 average rating, 96 reviews

Townhouse in Los Gatos

Entire stylish townhome-Los Gatos, great location

AndreaRating, 5 stars2 weeks ago

The kitchen was very well equipped. Plenty of clean towels were in a cupboard. The washer, dryer, stove, fridge, microwave were all of good quality. A lovely home away from home.

Cabin in Los Gatos

4.81 out of 5 average rating, 54 reviews

Cheerful 2 bedroom cabin with indoor fireplace

IsaacRating, 5 stars3 weeks ago

Absolutely perfect in every way. What a blessing to be able to spend a few days at Sunny’s oasis. Very peaceful and secluded, tons of privacy. The house is big, plenty of room to move around. Everything was spotless. Definitely 10/10!!!

Guest house in San Jose

5 out of 5 average rating, 3 reviews

Private Modern Cottage! Newly Built

SharifRating, 5 stars2 weeks ago

Very nice place for longer term stays. Jacob was very helpful and nice. The neighborhood was beautiful, and the house was recently build with nice kitchen and bathroom. Highly recommend.

4.84 out of 5 average rating, 25 reviews

Tiny home in Los Gatos

Silicon Valley Getaway. Forest, Lakeview & Hi-Tech

Dr. GregRating, 5 stars4 months ago

It was a genuine pleasure to meet Bear Haus! Really a lovely person! The two “haus me” homes (MicroHaus Pro and the M1 Pro) that we stayed in are exceptional in every sense of the word! I can’t wait to go back!

4.91 out of 5 average rating, 35 reviews

Home in Los Gatos

Monte Sereno Cottage

Joseph YiRating, 5 stars3 weeks ago

Fantastic location and such a lovely home. The views and hot tub were also great. I would highly recommend! Overall, an excellent experience. Thanks Juliet!