Holiday houses in Monte Sereno

4.92 out of 5 average rating, 364 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ 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.

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 426 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.

Superhost

Guesthouse in Monte Sereno

4.85 out of 5 average rating, 162 reviews

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 & 45 minutes to/from San Francisco airport.

4.94 out of 5 average rating, 232 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, 100 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

Superhost

Cabin in Los Gatos

4.85 out of 5 average rating, 117 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.

Guesthouse in Almaden Valley

4.97 out of 5 average rating, 970 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:)

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 210 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.

5 out of 5 average rating, 126 reviews

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

4.86 out of 5 average rating, 127 reviews

Guest suite in Los Gatos

Modern studio in charming Los Gatos,Silicon Valley

It is a guest studio with an independent private entrance in a newly built home in quiet residential neighborhood in Los Gatos, CA. The studio can comfortably host up to 2 adults. The studio is close to Santa Cruz mountains with world class wineries, state parks and beaches. It is also in the heart of Silicon Valley, a few miles away from offices of Netflix, Apple etc. We are 15 mins away from SJC airport and 40 mins from SFO airport.

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Other great holiday rentals in Monte Sereno

Guesthouse in Saratoga

4.83 out of 5 average rating, 36 reviews

New Lux Modern Guest House In Beautiful Saratoga

TroyRating, 5 stars1 week ago

Had a great stay. Although my interactions with the host were limited, they were always very friendly and pleasant people. Would recommend to a friend.

4.96 out of 5 average rating, 26 reviews

Home in Felton

Lovely Home in the Redwoods

RyanRating, 5 stars1 month ago

A lovely little cabin in the rustic Lompico hills just outside of Felton. The open floor plan makes the cabin feel very roomy, and the bright interior, together with lots of natural light, makes the place feel very cheery and welcoming. The property sits on a half-acre of gently sloping land ringed by redwoods, it's gorgeous and peaceful. Our dog loved roaming, sniffing around and playing fetch with the tennis balls left by the host. Getting there is quite easy, just follow the host's directions...the narrow mountain road might seem a little daunting at first, but we got the hang of it quickly. About 5 minutes down the road is the Zayante general store for necessities and Felton proper is about 10 minutes away. Loch Lomond is also about 10 minutes away. Lompico is a beautiful area with a cool history (look it up!) and the perfect place to unwind. Thanks for having us!

4.95 out of 5 average rating, 59 reviews

Mountain Retreat

ErinRating, 5 stars5 days 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.

Guesthouse in Saratoga

4.76 out of 5 average rating, 642 reviews

SARATOGA EXECUTIVE COTTAGE

MichaelRating, 5 stars2 weeks ago

Great spot near downtown

Home in Saratoga

5 out of 5 average rating, 3 reviews

Spanish Hacienda Resort

VernonRating, 5 stars3 weeks ago

Dear Mrs. Kay, Thank you for an absolutely wonderful stay. From the moment we booked, your communication was prompt, friendly, and incredibly helpful. The property itself was even better than described it was clean, thoughtfully decorated, and equipped with everything we needed. The location was perfect for are trip. We appreciated how responsive you were to our questions It’s clear you care deeply about your guests’ experience. We couldn’t have asked for a better host or a more memorable stay. We’ll definitely be recommending your place to friends and hope to return ourselves someday. Thank you for going above and beyond! Warmest thanks

4.94 out of 5 average rating, 96 reviews

Townhouse in Los Gatos

Entire stylish townhome-Los Gatos, great location

AndreaRating, 5 stars1 week 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.

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!