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.

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Guest favourite

Guesthouse in San Jose

4.97 out of 5 average rating, 432 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

Oct. 18 – 25

$238 CAD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 106 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

Oct. 18 – 25

$194 CAD per night

Guest favourite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 149 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Oct. 15 – 22

$236 CAD per night

Guest favourite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 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.

Sep. 25 – Oct. 2

$229 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.91 out of 5 average rating, 312 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ pvt.parking

This private entrance guest house is nestled in back of the property. detached behind main home. Private enclosed patio and 1 park spot. *We take all cleaning precautions Studio has 1 Queen bed(additional cot for 3rd guest, or guest wanting to add cot)* host must have prior notice. We welcome your well behaved pets… All DOGS ON PROPERTY(including service dogs MUST HAVE prior consent from host-( provide Current/up-to-date vaxs for disease prevention (rabies,dh2pp, bordatella, leptospirosis)

Jul. 16 – 23

$240 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.82 out of 5 average rating, 549 reviews

Rustic Cottage, Redwoods, Beaches.

Tiny, quaint Cottage sequestered in a Redwood forest. Outdoor Claw foot Bathtub with Shower under the Stars overlooking a Spring fed creek ! Mature Pond with sitting areas with Koi and Turtles ! Solar powered lights at night will amaze you ! Lighting at the Cottage is Solar powered and some 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 8-8

Jul. 21 – 28

$151 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.94 out of 5 average rating, 194 reviews

Private Garden Cottage with Private Entrance

Discretely 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.

Oct. 14 – 21

$255 CAD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 244 reviews

Private unit close to Santa Clara University

Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Jun. 17 – 24

$255 CAD per night

Guest favourite

Guesthouse in Campbell

4.89 out of 5 average rating, 149 reviews

Campbell Private Entry Studio with parking

This private entrance guest house on the property is isolated away from the large house free of contact with others. We are practicing social distancing, and exercising all sanitation measures for the safety of our guests. Five minutes from good Samaritan Hospital and ten minutes from Kaiser Permanente Hospital. Family neighborhood, close to freeway access to Santa Cruz San Jose or San Francisco. 15 min drive to Apple, 24 min to google. Perfect for a professional trip or just visiting.

Apr. 17 – 24

$164 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 862 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!

Jul. 19 – 26

$336 CAD per night

Guest favourite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 187 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.

Dec. 3 – 10

$274 CAD per night

Guest favourite

Guesthouse in Willow Glen

4.97 out of 5 average rating, 571 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna (currently open), hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

Jul. 4 – 11

$361 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Los Gatos guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guesthouses

Superhost

Guesthouse in Saratoga

4.77 out of 5 average rating, 610 reviews

SARATOGA EXECUTIVE COTTAGE

Apr. 10 – 17

$244 CAD per night

Superhost

Guesthouse in Monte Sereno

4.85 out of 5 average rating, 155 reviews

Private Cozy suite Los Gatos -Saratoga

Jul. 16 – 23

$293 CAD per night

Guest favourite

Guesthouse in Scotts Valley

4.77 out of 5 average rating, 891 reviews

Lovely Retreat Nestled in the Woods

Apr. 21 – 28

$159 CAD per night

Superhost

Guesthouse in Campbell

4.75 out of 5 average rating, 122 reviews

Air Condition Cozy garden house.

Apr. 25 – May 2

$221 CAD per night

Guest favourite

Guesthouse in San Jose

4.9 out of 5 average rating, 146 reviews

Modern 2Bed/1Bath suite in San Jose

Apr. 6 – 13

$243 CAD per night

Guest favourite

Guesthouse in Saratoga

4.85 out of 5 average rating, 147 reviews

Little Paradise sauna garden near downtown

Jul. 14 – 21

$449 CAD per night

Guest favourite

Guesthouse in San Jose

4.92 out of 5 average rating, 118 reviews

Gorgeous Casita(detached) in upscale neighborhood

Nov. 19 – 26

$194 CAD per night

Guest favourite

Guesthouse in Sunnyvale

4.95 out of 5 average rating, 362 reviews

Mid Century Modern Guesthouse

Jul. 19 – 26

$230 CAD per night

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Guesthouses with a patio

Guest favourite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 113 reviews

Custom Tiny Home Retreat in the Redwoods

Jul. 18 – 25

$280 CAD per night

Guest favourite

Guesthouse in Santa Cruz

4.87 out of 5 average rating, 205 reviews

Studio in the redwoods - 4.5 mi from the beach

Jun. 15 – 22

$221 CAD per night

Guest favourite

Guesthouse in Watsonville

4.95 out of 5 average rating, 174 reviews

The Tanoak Casita + hottub and aquarium tix

Sep. 30 – Oct. 7

$348 CAD per night

Guest favourite

Guesthouse in Woodside

4.97 out of 5 average rating, 155 reviews

SkyHigh Redwoods Retreat with Bay Views

Oct. 4 – 11

$303 CAD per night

Guest favourite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 108 reviews

Entire guesthouse Santa Clara smart lock entrance.

Apr. 23 – 30

$170 CAD per night

Guest favourite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 158 reviews

Charming, modern, restorative, private studio

Sep. 17 – 24

$185 CAD per night

Guest favourite

Guesthouse in Watsonville

4.98 out of 5 average rating, 100 reviews

Magical hilltop 3-bedroom with spectacular views

Mar. 18 – 25

$495 CAD per night

Guest favourite

Guesthouse in Half Moon Bay

4.93 out of 5 average rating, 133 reviews

Boho beach bungalow- walk to Poplar Beach

Jun. 17 – 24

$386 CAD per night

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Guesthouse rentals with a washer and dryer

Guest favourite

Guesthouse in La Honda

4.95 out of 5 average rating, 383 reviews

Bicycle Shack @ La Honda Pottery

Apr. 13 – 20

$166 CAD per night

Guest favourite

Guesthouse in San Jose

4.99 out of 5 average rating, 162 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Mar. 12 – 19

$303 CAD per night

Guest favourite

Guesthouse in Boulder Creek

4.94 out of 5 average rating, 108 reviews

BC Treehouse

Jan. 8 – 15

$238 CAD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 246 reviews

Private cottage in the heart of Silicon Valley

Sep. 10 – 17

$257 CAD per night

Guest favourite

Guesthouse in San Jose

4.96 out of 5 average rating, 189 reviews

Lemon Tree Cottage, central silicon valley

Dec. 15 – 22

$273 CAD per night

Guest favourite

Guesthouse in San Jose

5.0 out of 5 average rating, 111 reviews

Stylish standalone guesthouse near Santana Row

Nov. 25 – Dec. 2

$281 CAD per night

Guest favourite

Guesthouse in Woodside

4.96 out of 5 average rating, 156 reviews

Mountain Retreat

Aug. 21 – 28

$187 CAD per night

Guest favourite

Guesthouse in Dublin

5.0 out of 5 average rating, 112 reviews

Private In-Law unit in Dublin, CA

Jan. 13 – 20

$209 CAD per night

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Quick stats about guesthouse rentals in Los Gatos

Total rentals
30 properties
Local attractions
Vasona Lake County Park, Los Gatos Creek Trail, and Campo Di Bocce of Los Gatos
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Total number of reviews
2.8K reviews

Guesthouse vacation rentals in Los Gatos

Top-rated guesthouses in Los Gatos

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Los Gatos guesthouses

Family-friendly guesthouses

Guesthouse in Saratoga

Guesthouse in Monte Sereno

Guesthouse in Scotts Valley

Guesthouse in Campbell

Guesthouse in San Jose

Guesthouse in Saratoga

Guesthouse in San Jose

Guesthouse in Sunnyvale

Guesthouses with a patio

Guesthouse in Boulder Creek

Guesthouse in Santa Cruz

Guesthouse in Watsonville

Guesthouse in Woodside

Guesthouse in Santa Clara

Guesthouse in Menlo Park

Guesthouse in Watsonville

Guesthouse in Half Moon Bay

Guesthouse rentals with a washer and dryer

Guesthouse in La Honda

Guesthouse in San Jose

Guesthouse in Boulder Creek

Guesthouse in San Jose

Guesthouse in San Jose

Guesthouse in San Jose

Guesthouse in Woodside

Guesthouse in Dublin

Quick stats about guesthouse rentals in Los Gatos

Total rentals

Local attractions

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore