Family-friendly vacation rentals in Los Gatos

4.99 out of 5 average rating, 1061 reviews

A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.

Cabin in Los Gatos

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

KitchenFamilyBreakfast

4.96 out of 5 average rating, 188 reviews

An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.

Cabin in Felton

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Indoor spacesFamilyNearby

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, 125 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.

Indoor spacesKitchenLaundry

4.92 out of 5 average rating, 101 reviews

A cozy living area is furnished with two red leather sofas and a single armchair. A television is mounted above a light wood cabinet. Soft blue area rugs cover the floor, and a large artwork of a horse adorns the wall, with natural light filtering through sheer curtains.

Guest suite in Los Gatos

Entire In-Law Unit at Ridge Ranch

Whether you are here for vacation or business you will enjoy this newly remodeled, private in-law unit in an affluent, countryside neighborhood. Comfortable beds and high quality linens. Original art by R. Apple of our horses. Surrounded by mountains, redwoods with private trails, and a horse pasture. Only 10 min to dining and entertainment in Los Gatos, 20 min to Santa Cruz and an hour to San Francisco. Access to large network of trails for hiking and biking. One pet welcome. Max four guests.

KitchenIndoor spacesWalkability

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.

KitchenIndoor spacesPool

4.91 out of 5 average rating, 107 reviews

An enchanting treehouse is nestled among the branches, adorned with warm string lights against a twilight sky. Adjacent, a living area features a large smart TV mounted on the wall above an electric fireplace, creating a cozy focal point.

Tiny home in San Jose

Family Favorite: Mickey Dream Loft & TREE house

Welcome to your next unforgettable stay — where comfort meets adventure in a space designed for fun-loving families and couples. 🌟 🧗‍♂️ Sleeping lofts accessed by indoor ladders — best suited for physically agile, adventurous guests 🌳 Relax in a magical backyard featuring a real treehouse, firepit & BBQ 🛁 Unwind in a spa-style bathroom with luxe touches 👨‍🍳 Cook like home in a fully stocked kitchen 🎮 Enjoy games, 65” TVs, and flexible workspaces 🌟 Discover More Below!

KitchenIndoor spacesBeach

4.9 out of 5 average rating, 866 reviews

A charming cottage exterior is framed by tall cacti and vibrant flower gardens. A welcoming white door with a seasonal wreath invites guests inside. To the side, red chairs provide a cozy seating area, accompanied by a small table, amidst lush greenery.

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:)

KitchenIndoor spacesAccuracy

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.

KitchenIndoor spacesCleanliness

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

KitchenIndoor spacesValue

4.94 out of 5 average rating, 466 reviews

A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Indoor spacesFamilyPets

A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.

5.0 out of 5 average rating, 180 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 beautiful scenery 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!

FamilyKitchenParking

4.91 out of 5 average rating, 141 reviews

A spacious living area features a dark sectional sofa and a wooden coffee table adorned with a plant. A modern fireplace is positioned against a light wall. Behind, sliding glass doors lead to an outdoor patio, with a dining table set for four beside them.

Townhouse in Los Gatos

Entire stylish townhome-Los Gatos, great location

You will be close to everything Silicon Valley has to offer. This home is equipped with everything to make your experience feel like your home away from home. From here, you are only a short walk or drive to Vasona Park, downtown Los Gatos, amazing restaurants/wineries, endless hiking trails, and easy access to anywhere you would like to go in the Bay Area.

Indoor spacesKitchenPets

Popular amenities for Los Gatos family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1036 reviews

Cabana in Sierra Azul Open Space Preserve

KitchenIndoor spacesCleanliness

4.95 out of 5 average rating, 183 reviews

Home in Willow Glen

Charming Willow Glen Home with Spacious Yard

FamilyKitchenHospitality

Guest suite in Willow Glen

4.95 out of 5 average rating, 217 reviews

Private Queen Suite-Pool & Hot Tub, private entry

KitchenIndoor spacesHot tub

Treehouse in Half Moon Bay

A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.

4.99 out of 5 average rating, 159 reviews

Paradise Treehouse & Heavenly Cabin

Indoor spacesKitchenHeating

4.93 out of 5 average rating, 155 reviews

A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.

Villa in Santa Cruz

Luxury garden villa w/ hot tub and game room

FamilyKitchenCheck-in

4.98 out of 5 average rating, 144 reviews

A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.

Cabin in Boulder Creek

Forest Cabin & Hot Tub

Indoor spacesKitchenSleep quality

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, 430 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ pvt.parking

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 165 reviews

A modern living area features a comfortable blue leather sofa and a light, textured armchair. A wooden coffee table with decorative items is centered on a patterned rug. Large sliding glass doors provide a view of the sunset and access to the outdoor space.

Home in East San Jose

Views for Miles | Hot Tub | Gated Hilltop Home

KitchenIndoor spacesDecor

Family- and pet-friendly home rentals

Superhost

A round dining table is set for four, featuring red placemats and white dinnerware. Glasses are positioned beside each plate, and stylish utensils are arranged on either side. The wooden chairs are designed with a light finish, complementing the warm tones of the table.

Guest suite in Los Gatos

4.83 out of 5 average rating, 270 reviews

Mountain Gem - $1M VIEW

KitchenIndoor spacesWifi

4.92 out of 5 average rating, 243 reviews

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

Home in San Jose

Gorgeous 3-bedroom home, quiet, close to shopping!

KitchenFamilyAir conditioning

4.96 out of 5 average rating, 461 reviews

The living and dining area features a comfortable sectional sofa arranged around a coffee table, with a dining table for four chairs situated nearby. A wall-mounted television and bright windows allow natural light to enter, while a partially visible bathroom is located to the right.

Guest suite in Campbell

Cottage - bedroom, living, bath and small kitchen

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 103 reviews

A pathway of wooden decking leads to a sunny, yellow exterior of the house, surrounded by greenery. Potted plants decorate the area, while tall trees provide a natural backdrop. The entrance is framed by a wooden arbor, creating a welcoming approach.

Home in Felton

Lovely Home in the Redwoods

KitchenFamilyHospitality

4.96 out of 5 average rating, 128 reviews

A charming house is surrounded by tall trees, offering a serene outdoor space. The front porch is decorated with string lights, complementing a wooden railing. Potted plants line the entrance, enhancing the inviting atmosphere of the home nestled in nature.

Cottage in Brookdale

Peaceful Sanctuary in the Redwoods

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 416 reviews

Home in Santa Cruz

Steps to Blacks Beach

FamilyIndoor spacesView

4.95 out of 5 average rating, 127 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

FamilyKitchenAccuracy

4.91 out of 5 average rating, 286 reviews

Cabin in Felton

Artsy Cabin in Half-acre Serene Redwoods

FamilyIndoor spacesWalkability

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 160 reviews

The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.

Bus in East San Jose

Cozy BUS on Farm Animal Rescue with CITY VIEW

FamilyIndoor spacesPool

4.96 out of 5 average rating, 257 reviews

A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.

Home in Aptos

Private Pool Villa for family getaways

KitchenFamilyCondition

Guest suite in Scotts Valley

A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 858 reviews

Snug and Cozy between the Skyline and the Sea

KitchenIndoor spacesHeating

4.92 out of 5 average rating, 158 reviews

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

Home in San Jose

Private Oasis with Pool and Fire Pit

FamilyIndoor spacesCheckout

Superhost

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

4.8 out of 5 average rating, 239 reviews

Beautiful Large 4BR Home with POOL

Indoor spacesFamilyAmenities

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

FamilyKitchenCondition

4.94 out of 5 average rating, 454 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Luxury Silicon Valley Wellness and Work Oasis

KitchenIndoor spacesWifi