Guesthouse vacation rentals in Los Gatos

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Top-rated guesthouse rentals in Los Gatos

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Guest favorite

Guesthouse in San Jose

4.97 out of 5 average rating, 431 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 6 – 13

R2,971 ZAR per night

Guest favorite

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.

May 28 – Jun 4

R2,833 ZAR per night

Guest favorite

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 22 – 29

R2,862 ZAR per night

Guest favorite

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

R2,766 ZAR per night

Guest favorite

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

Aug 18 – 25

R1,888 ZAR per night

Guest favorite

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 10 – 17

R2,970 ZAR per night

Guest favorite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 860 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 16 – 23

R4,215 ZAR per night

Guest favorite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 186 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 30 – Jan 6

R3,505 ZAR per night

Guest favorite

Guesthouse in Willow Glen

4.97 out of 5 average rating, 570 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.

Jun 30 – Jul 7

R4,345 ZAR per night

Superhost

Guesthouse in San Jose

4.95 out of 5 average rating, 104 reviews

San Jose Guest Cottage

Private guesthouse in backyard. Close to SJC airport, Santana Row and 280. Short commute to Apple, Netflix, Santa Clara Valley Medical Center, etc. About 45 minutes to SFO (off peak). Queen bed and sofa bed. Full kitchen. Laundry with washing machine and dryer in separate room at rear. Plenty of fruit trees on property. Pick oranges off the trees and enjoy an espresso with the Nespresso machine. All are welcome. 我们说中文。

May 17 – 24

R2,346 ZAR per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 382 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Jan 24 – 31

R2,186 ZAR per night

Guest favorite

Guesthouse in San Jose

4.98 out of 5 average rating, 244 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

Sep 25 – Oct 2

R3,009 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Los Gatos guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest favorite

Guesthouse in Scotts Valley

4.77 out of 5 average rating, 891 reviews

Lovely Retreat Nestled in the Woods

Mar 26 – Apr 2

R2,090 ZAR per night

Superhost

Guesthouse in Saratoga

4.77 out of 5 average rating, 610 reviews

SARATOGA EXECUTIVE COTTAGE

Jan 10 – 17

R3,311 ZAR per night

Superhost

Guesthouse in Monte Sereno

4.85 out of 5 average rating, 155 reviews

Private Cozy suite Los Gatos -Saratoga

Jul 15 – 22

R3,632 ZAR per night

Superhost

Guesthouse in Campbell

4.75 out of 5 average rating, 122 reviews

Air Condition Cozy garden house.

Mar 22 – 29

R2,676 ZAR per night

Guest favorite

Guesthouse in San Jose

4.9 out of 5 average rating, 146 reviews

Modern 2Bed/1Bath suite in San Jose

Mar 7 – 14

R2,807 ZAR per night

Guest favorite

Guesthouse in Saratoga

4.85 out of 5 average rating, 146 reviews

Little Paradise sauna garden near downtown

Sep 24 – Oct 1

R5,232 ZAR per night

Guest favorite

Guesthouse in San Jose

4.92 out of 5 average rating, 118 reviews

Gorgeous Casita(detached) in upscale neighborhood

Dec 8 – 15

R2,201 ZAR per night

Guest favorite

Guesthouse in San Jose

4.94 out of 5 average rating, 252 reviews

Private Studio Guesthouse with A/C in Willow Glen

Sep 11 – 18

R2,596 ZAR per night

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Guest house rentals with a patio

Guest favorite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 113 reviews

Custom Tiny Home Retreat in the Redwoods

Jul 14 – 21

R3,218 ZAR per night

Guest favorite

Guesthouse in San Jose

4.98 out of 5 average rating, 106 reviews

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

Aug 21 – 28

R2,623 ZAR per night

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 152 reviews

SkyHigh Redwoods Retreat with Bay Views

Oct 8 – 15

R3,602 ZAR per night

Guest favorite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 107 reviews

Entire guesthouse Santa Clara smart lock entrance.

Dec 7 – 14

R1,984 ZAR per night

Guest favorite

Guesthouse in Santa Cruz

4.87 out of 5 average rating, 202 reviews

Studio in the redwoods - 4.5 mi from the beach

Jun 17 – 24

R3,047 ZAR per night

Guest favorite

Guesthouse in Watsonville

4.95 out of 5 average rating, 172 reviews

*Tanoak Casita* Tree House + Hot Tub +Aquarium Tix

Aug 24 – 31

R4,152 ZAR per night

Guest favorite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 158 reviews

Charming, modern, restorative, private studio

Sep 7 – 14

R2,273 ZAR per night

Guest favorite

Guesthouse in Watsonville

4.98 out of 5 average rating, 100 reviews

Magical hilltop 3-bedroom with spectacular views

Sep 1 – 8

R7,078 ZAR per night

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Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Boulder Creek

4.94 out of 5 average rating, 108 reviews

BC Treehouse

Mar 8 – 15

R2,702 ZAR per night

Guest favorite

Guesthouse in San Jose

4.99 out of 5 average rating, 162 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Jun 11 – 18

R3,383 ZAR per night

Guest favorite

Guesthouse in San Jose

4.96 out of 5 average rating, 188 reviews

Lemon Tree Cottage, central silicon valley

Dec 22 – 29

R3,123 ZAR per night

Guest favorite

Guesthouse in San Jose

5.0 out of 5 average rating, 110 reviews

Stylish standalone guesthouse near Santana Row

Feb 21 – 28

R3,161 ZAR per night

Guest favorite

Guesthouse in Woodside

4.96 out of 5 average rating, 156 reviews

Mountain Retreat

Aug 23 – 30

R2,472 ZAR per night

Guest favorite

Guesthouse in Santa Clara

4.91 out of 5 average rating, 242 reviews

New Construction Clean, Modern, Quiet Cottage

Aug 11 – 18

R2,903 ZAR per night

Guest favorite

Guesthouse in Sunnyvale

4.89 out of 5 average rating, 174 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

Jan 16 – 23

R1,902 ZAR per night

Guest favorite

Guesthouse in Downtown San Jose

4.98 out of 5 average rating, 450 reviews

Private Cottage nearby SCU/SanJoseDowntown/Airport

Dec 28 – Jan 4

R3,004 ZAR 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 guesthouse rentals in Los Gatos

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Los Gatos guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Scotts Valley

Guesthouse in Saratoga

Guesthouse in Monte Sereno

Guesthouse in Campbell

Guesthouse in San Jose

Guesthouse in Saratoga

Guesthouse in San Jose

Guesthouse in San Jose

Guest house rentals with a patio

Guesthouse in Boulder Creek

Guesthouse in San Jose

Guesthouse in Woodside

Guesthouse in Santa Clara

Guesthouse in Santa Cruz

Guesthouse in Watsonville

Guesthouse in Menlo Park

Guesthouse in Watsonville

Guest house rentals with a washer and dryer

Guesthouse in Boulder Creek

Guesthouse in San Jose

Guesthouse in San Jose

Guesthouse in San Jose

Guesthouse in Woodside

Guesthouse in Santa Clara

Guesthouse in Sunnyvale

Guesthouse in Downtown San Jose

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