
Guesthouse vacation rentals in Los Gatos
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Top-rated guesthouses in Los Gatos
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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.

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.

TheStudio in Willow Glen (San Jose) CA-95125
Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

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.

Stylish standalone guesthouse near Santana Row
Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. 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 quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

The Hen House Haven
Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!

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!

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.

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.

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!

Private Abodu Guesthouse in Downtown San Jose
Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.
Popular amenities for Los Gatos guesthouses
Family-friendly guesthouses

Entire Private Studio Apt + Kitchen & Backyard

Bicycle Shack @ La Honda Pottery

Felton Forest Cottage Near Henry Cowell State Park

Private Entrance Studio with in-unit bathroom

Private cottage in a garden

Santa Cruz Guesthouse Surrounded by Redwoods

Private unit close to Santa Clara University

Mid Century Modern Guesthouse
Guesthouses with a patio

Oak&Bloom cottage - Los Gatos, 2 bedroom, private

Cozy Private 1B1B Cottage near Japantown

Delightful Hideaway in San Carlos

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Palo Alto Cottage: Privacy, Comfort & Convenience

Charming, modern, restorative, private studio

D’s Garden Cottage

Guesthouse in Monte Sereno
Guesthouse rentals with a washer and dryer

Evergreen Valley Hillside retreat

Quaint Cottage Near Downtown Palo Alto

Fabulous Guesthouse next to Stanford w/ Kitchen

Charming Peaceful New Studio in Mtn View

Private, stylish, clean detached studio

Private Cozy suite Los Gatos -Saratoga

Five Star Smart Home Living Experience

Modern 2Bed/1Bath suite in San Jose
Quick stats about guesthouse rentals in Los Gatos
Total rentals
30 properties
Nightly prices starting at
$98 CAD before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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