Guesthouse vacation rentals in Los Gatos

A private stone patio is adorned with wooden chairs, overlooking a garden filled with plants. The sunset illuminates the sky with soft hues of pink and orange, creating a serene backdrop against the rolling hills and trees.

4.98 out of 5 average rating, 124 reviews

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

Escape to a spacious, beautifully remodeled and impeccably clean two-bedroom cottage in a desirable neighborhood, with sweeping canyon and mountain views less than two miles from downtown Los Gatos. Enjoy California living in a tranquil private yard with lush landscaping and multiple seating areas. Inside, you'll find a fully equipped kitchen, Nespresso coffee, high-speed internet, air conditioning and comfortable living spaces. Guests consistently love their stay, as reflected in our reviews.

4.99 out of 5 average rating, 339 reviews

A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.

Guesthouse in Felton

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.

4.99 out of 5 average rating, 231 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, extended family, work travelers needing fast internet! ALL the Comforts & Gourmet Kitchen! Comfortable Olympic Queen Bed with mattress toppers (6-inch wider than Queen). Fully stocked gourmet kitchen, full-size appliances; small ones too! 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!

Guesthouse in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 464 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.

4.96 out of 5 average rating, 125 reviews

A modern workspace is highlighted by a wooden desk and clear chair, accompanied by a lamp. A wall-mounted television displays an ocean scene. A kitchenette with a microwave and mini-fridge is visible, while a bathroom area with a sink and mirrors is seen in the background.

Guesthouse in San Jose

Luxe Suite with Private Yard & AC

Perfect for solo travelers or those with pets, this centrally located San Jose suite combines luxury and comfort. Sleep like royalty on a queen bed, start your day with a Nespresso, and enjoy a mini-fridge, microwave, and 45" TV at your workspace. Indulge in premium toiletries, AC, and use the hair dryer and steamer for a polished look. Easy self-check-in/out. The trendy wood panel wall adds style, creating your private cocoon. Plus, enjoy a private yard to relax and feel the outdoor breeze.

A bright living area features a light grey sofa with decorative pillows, paired with a round black coffee table. A teal armchair is positioned nearby. Large windows with striped shades allow natural light to fill the space, complemented by a tall indoor plant.

4.94 out of 5 average rating, 116 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

Kick back and relax in this modern, private and stylish 2bedrooms guesthouse .The newly built house is separate from main house and situated at the back of the property with it’s own dedicated patio area. It also offers full kitchen and washer/dryer. There are 2 sofa sleepers in living room that perfect for kids or extra guests. Willow Glen downtown and Safeway are within walking distance. San Jose downtown, San Jose State University, SAP center and GooglVillage are all about 2 miles radius.

5.0 out of 5 average rating, 226 reviews

A spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.

Guesthouse in San Jose

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 pull out 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.

4.79 out of 5 average rating, 165 reviews

A spacious studio features a large bed adorned with a red and white blanket, complemented by soft lighting from bedside lamps. A comfortable sofa with decorative pillows sits nearby, and large windows allow natural light to fill the room, enhancing its inviting ambiance.

Guesthouse in Campbell

Cozy Air-Conditioned Garden House

A great studio in the Heart of Campbell, with walking distance to many restaurants and many boutiques in downtown Campbell. Only 12 min. to San Jose airport with out trafic. 20 min away from Levi Stadium and Six Flags Great America theme park. The famous Santana Row shopping and delicious restaurants is like a 7 min drive, and right by it we have one of the biggest malls of the bay area Westfield Valley Fair. We also have the Winchester mystery house museum across from Santana Row.

A spacious bed is adorned with decorative pillows, set against a light-colored wall. The bed’s canopy features soft draping, while nearby furniture includes a dark dresser and a decorative lamp. Artistic wall hangings contribute to the room's unique character.

4.89 out of 5 average rating, 276 reviews

An Adventurer's Private Cottage Paradise

*Any stay 30+ days requires a background check(50$), a signed lease and a strong and consistent positive review history. Wifi speeds: 67 Mbps download, 11 Mbps upload. You don't have to be named Indiana Jones to enjoy the Far East touches of this private and fun studio and bath. Everything is provided: a work space, a cooking/eating place, and even an outdoor space with BBQ. Whether you are traveling for work or play, this cottage will make your stay more fun and memorable!

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.91 out of 5 average rating, 238 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.

Superhost

An open living space features a light-colored sofa adorned with colorful cushions, complemented by a plush area rug. A wall-mounted television is positioned opposite the seating. Natural light filters through sheer curtains, illuminating the room with a view of the private yard through glass doors.

4.88 out of 5 average rating, 136 reviews

Los Gatos Cozy 2BD 2BA Private Guesthouse

Enjoy a peaceful stay in this brand-new guesthouse in Los Gatos. Nestled in a safe, tranquil, upscale neighborhood. Private side yard, assigned parking, separate entrance. Open-concept living area, spacious bedrooms, and full kitchen. Exterior security cameras and systems. 20 min to SJ Airport, 6 min to Netflix, 6 min to Downtown Los Gatos, <5 min to Vasona Park, 3 min to Good Samaritan Hospital, 25 min to Stanford Hospital, 3 min to Whole Foods

The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.

4.99 out of 5 average rating, 620 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Popular amenities for Los Gatos guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.

4.97 out of 5 average rating, 648 reviews

Cabana with Warm Watsu Pool

Tall redwoods provide a natural canopy, creating a serene atmosphere with dappled sunlight filtering through the leaves. A forest floor of soft mulch and green undergrowth complements the tranquil setting, inviting exploration and reflection.

4.83 out of 5 average rating, 598 reviews

Rustic Cottage, Redwoods, Beaches.

4.99 out of 5 average rating, 257 reviews

A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.

Guesthouse in Sunnyvale

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.

4.97 out of 5 average rating, 584 reviews

Stylish, Light-filled Cottage

Guesthouse in Scotts Valley

A spacious sleeping area is highlighted by a large bed featuring white bedding. Two windows allow natural light to fill the room, offering views of greenery. A small table with two stools is positioned near the windows, and modern lighting fixtures complement the overall design.

4.93 out of 5 average rating, 222 reviews

The Hen House Haven

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

4.93 out of 5 average rating, 429 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ pvt.parking

Large glass doors open to reveal a bright, open kitchen and living area. A modern design includes white cabinetry, stainless steel appliances, and a comfortable seating area with a light sofa. Natural light floods the space from a skylight above.

4.99 out of 5 average rating, 234 reviews

Quiet guesthouse near SJ airport with EV charger

Guesthouse in Upper Seabright

A cozy living space is presented with a daybed adorned with an assortment of colorful pillows, complemented by a natural wood coffee table. Light enters through large windows, highlighting a vibrant piece of wall art. A small desk and chair are positioned nearby.

4.9 out of 5 average rating, 768 reviews

Sunny Harborside Bungalow

Guest house rentals with a patio

A bright kitchen area features white cabinetry and modern appliances, including a stove, refrigerator, and washer/dryer unit. A small rug adds a touch of warmth to the space. Countertops are clear and equipped with essential cooking items, creating a functional and inviting cooking environment.

4.95 out of 5 average rating, 133 reviews

Cozy Private 1B1B Cottage near Japantown

Guesthouse in South San Jose

A contemporary living area is depicted, featuring light-colored furniture and a flat-screen TV mounted on the wall. A round coffee table with a decorative item is placed in front of two sofas. A dining area with curved chairs complements the space, all illuminated by natural light.

4.98 out of 5 average rating, 112 reviews

MolivuHomes 2BR: KingBed, PrivateYard, PetFriendly

Guesthouse in Santa Clara

A cozy guestroom features a spacious bed covered with a vibrant teal bedspread. A white kitchenette is visible, equipped with essential appliances, while a small dining area is present nearby. Natural light filters through sheer curtains, illuminating the modern decor.

4.92 out of 5 average rating, 197 reviews

Entire guesthouse Santa Clara smart lock entrance.

An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.

4.99 out of 5 average rating, 147 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

A cozy bedroom is featured with a queen-sized bed dressed in a navy-blue coverlet. A ceiling fan provides airflow above the bed, which is complemented by a bedside lamp. Light colors dominate the walls, contributing to a bright atmosphere.

4.93 out of 5 average rating, 123 reviews

1-Bedroom Cottage in Downtown San Jose

4.95 out of 5 average rating, 104 reviews

A cozy guest room features a spacious bed dressed in soft blue and coral bedding, complemented by decorative pillows. Nightstands with lamps are placed on either side, and a colorful area rug adds warmth. Large windows allow natural light, with curtains elegantly framing the view.

Guesthouse in Aptos

Redwood Haven Cottage

4.99 out of 5 average rating, 155 reviews

Guesthouse in San Carlos

Delightful Hideaway in San Carlos

4.94 out of 5 average rating, 282 reviews

A welcoming entrance to the studio is framed by wooden fencing and highlighted by a sign that reads 'Park Studio.' Large terracotta pots with blooming flowers and lush greenery add a touch of nature, creating an inviting atmosphere.

Guesthouse in Menlo Park

Charming, modern, restorative, private studio

Guest house rentals with a washer and dryer

A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.

4.98 out of 5 average rating, 249 reviews

Private Abodu Guesthouse in Downtown San Jose

5.0 out of 5 average rating, 126 reviews

A modern living area is showcased with a light-colored sofa adorned with blue decorative pillows and a patterned armchair. A round coffee table sits in front, surrounded by hardwood flooring. Natural light enters through large windows with sheer white curtains, illuminating the space.

Guesthouse in San Jose

Newly Built | Modern 1BR/1BA Private Cottage

4.94 out of 5 average rating, 109 reviews

The bedroom features a spacious bed with neutral-toned bedding, accompanied by a desk and a comfortable chair. A wall-mounted TV and a standing heater are visible. Natural light is allowed in through the window, dressed with sheer curtains, creating a calm environment.

Guesthouse in Cupertino

Guesthouse with kitchen,bath and laundry

4.99 out of 5 average rating, 593 reviews

A spacious bedroom features vaulted wooden ceilings and large glass sliding doors leading to an outdoor deck. A comfortable bed is flanked by two bedside tables with lamps. A decorative painting hangs above the bed, and a wooden dresser adds functional storage.

Guesthouse in Woodside

Guest House in the Woods

5.0 out of 5 average rating, 111 reviews

A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.

Guesthouse in Berryessa

Private Modern Spacious 1B1B 2 beds|Prime Location

Guesthouse in Portola Valley

An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.

4.94 out of 5 average rating, 228 reviews

Woodsy Silicon Valley Cottage

Superhost

A welcoming living space is displayed, featuring a black couch and a wooden coffee table. A colorful flower arrangement brightens the area, while a vintage-style poster adds character to the wall. Natural light enters through the windows, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 194 reviews

Modern 2Bed/1Bath suite in San Jose