Family-friendly vacation rentals in Los Altos Hills

4.97 out of 5 average rating, 161 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

4.99 out of 5 average rating, 361 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

4.99 out of 5 average rating, 119 reviews

The open living area features a spacious leather sofa facing a wall-mounted television. Natural light fills the room through large windows overlooking the yard. A dining table is positioned nearby, and a cozy seating area includes blue chairs and a round coffee table, complemented by wood flooring.

Guesthouse in Stanford

Fabulous Guesthouse next to Stanford w/ Kitchen

Our Menlo Park home is walking/biking distance from Stanford and offers tons of privacy, tranquility and comfort for business professionals or anyone coming to visit Stanford! The main sleeping area is downstairs with all new linens plus an upstairs loft area with two twin beds. Families or co-workers can comfortably stay here! We are SuperHosts and have taken a lot of care to set this space up with all of the amenities you might need, including a desk, kitchen area and beautiful outdoor area!

Guesthouse in Los Altos Hills

A spacious outdoor seating area features a comfortable sectional sofa with neutral cushions and decorative blue accent pillows. A coffee table is positioned in the center, surrounded by two wicker chairs. A patio umbrella is raised nearby, providing shade, with a lush garden visible in the background.

4.86 out of 5 average rating, 297 reviews

Luxurious Guest House in Los Altos Hills/Stanford

Enjoy secluded luxury in Los Altos Hills! This private GuestHouse located at the end of a cul-de-sac, has two spacious bedrooms, private bath, in unit laundry, central air and a functional fully-equipped kitchen. With 15-foot ceilings, beautiful natural light, hardwood floors, marble & granite finishes, and high-end fixtures & appliances, enjoy an elegant and peaceful stay in the heart of Silicon Valley. Wake up with birds chirping and fresh air. Spend the quiet night at patios or hammock.

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, 141 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

4.94 out of 5 average rating, 438 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

Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Guesthouse in Mountain View

A bright studio space features a California King bed near a 60-inch smart TV. A round wooden dining table is surrounded by woven chairs, creating a cozy dining area. A modern kitchen with stainless steel appliances enhances the space, complemented by a skylight that adds natural light.

4.94 out of 5 average rating, 236 reviews

Private Separate Casita in Mtn View, By G0oggl

Welcome to "Casita Aloha" ... our bright & luxuriously appointed 400 sq. ft. separate studio, built in 2017, located 30 feet from our home (very private). There's a full kitchen stocked with everything you need, & an amazingly comfortable California King memory foam bed! Enjoy the 60" smart TV, & bathe in the shower-tub in the glorious bathroom with white Carrara tile counters & heated Carrara tile floors. Warning: You may never want to leave! Note: First party bookings only please.

4.98 out of 5 average rating, 473 reviews

A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.

Guesthouse in Woodside

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

4.81 out of 5 average rating, 167 reviews

A spacious living area features a comfortable sofa positioned near a coffee table. Light enters through skylights and a nearby door. The kitchen area displays cabinetry and modern appliances, with a blue tile accent. A simple rug adds a touch of color to the carpeted floor.

Guest suite in Palo Alto

Palo Alto-Stanford Sanctuary | 2BR

Great two bedroom apartment with central air conditioning / heating at the center of Silicon Valley on a single-family home property in a unique rural neighborhood setting just a few minutes from Stanford University, Stanford Medical Center, downtown Palo Alto (Houzz, Palantir) , Stanford Research Park (VMWare, HP, Tesla, PARC, Sk ype, WSGR, VA Medical Center, Nest, etc.). Also, within 15-20 min drive to Face book, Go ogle, LinkedIn, Intel, Apple, and more.

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, 221 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

4.93 out of 5 average rating, 452 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.

4.99 out of 5 average rating, 585 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

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Popular amenities for Los Altos Hills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 110 reviews

An aerial view showcases a resort-style pool surrounded by lounge chairs and shaded cabanas, set within lush landscaping. Nearby, a patio area with seating is visible, while the modern apartment buildings create a backdrop for this inviting outdoor space.

Apartment in Menlo Park

Luxury 2BR Apt near Tech Companies and Stanford

4.82 out of 5 average rating, 653 reviews

A spacious great room features large, floor-to-ceiling windows offering views of the sunset over the mountains. A wooden dining table, surrounded by black chairs, is positioned in the foreground. Soft lighting enhances the natural wood ceiling, while curtains frame the side windows.

Cabin in Los Gatos

Epic Santa Cruz Mountain Views in Rustic Home

Guest suite in Willow Glen

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

4.96 out of 5 average rating, 185 reviews

Private Queen Suite-Pool & Hot Tub, private entry

4.95 out of 5 average rating, 175 reviews

A welcoming entrance is framed by mature trees, with a pathway of pavers leading to the front door. Lush green foliage and colorful flowers provide a vibrant touch, complementing the classic white exterior of the home and the dark shutters enhancing the overall charm.

Home in Willow Glen

Charming Willow Glen Home with Spacious Yard

4.97 out of 5 average rating, 1,018 reviews

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.

Guesthouse in Los Gatos

Cabana in Sierra Azul Open Space Preserve

4.96 out of 5 average rating, 201 reviews

A spacious living area features a blue sectional sofa adorned with colorful cushions, complemented by two chic chairs and a glass coffee table. Three electric guitars are displayed on the wall, adding a creative touch. Large windows provide a view of the lush garden.

Bungalow in Palo Alto

Luxurious Retreat on Extra-Large Lot near Stanford

4.95 out of 5 average rating, 1,037 reviews

A cozy living area features a comfortable gray sofa adorned with patterned cushions. Natural light enters through multiple windows, highlighting a black wood stove. A rocking chair and a small side table add to the inviting setup, complemented by neutral carpeting.

Cottage in Ben Lomond

Sunny redwood forest cottage

4.95 out of 5 average rating, 119 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 203 reviews

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

Home in Santa Clara

Executive Class Stay in Tech Hub 3b2B Near SJC

Place to stay in Santa Cruz

The interior of the yurt showcases a high, circular ceiling with a skylight at the center, allowing natural light to fill the space. A spacious bed and a cozy seating area are surrounded by decorative Moroccan rugs, with colorful accents on the walls and large windows providing views of the surrounding garden.

4.96 out of 5 average rating, 380 reviews

Luxurious 24’ Yurt in beautiful half acre garden

4.8 out of 5 average rating, 143 reviews

A spacious deck is showcased, featuring a vibrant red umbrella providing shade over a circular table. A hammock with colorful stripes is visible, gently swaying in the sunlight. Surrounding greenery creates a serene backdrop, enhancing the outdoor relaxation spaces.

Home in San Carlos

Canyon Oak House: Private, tranquil with trees

4.95 out of 5 average rating, 110 reviews

The living room features a light-filled space with large windows on either side, framed by minimalist decor. A modern fireplace serves as a focal point, complemented by a surfboard mounted above. Comfortable seating is arranged around a neutral-toned coffee table on a textured area rug.

Home in Half Moon Bay

Seaside Home Modern Retreat with Breathtaking

4.95 out of 5 average rating, 483 reviews

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guesthouse in La Honda

Bicycle Shack @ La Honda Pottery

4.94 out of 5 average rating, 124 reviews

A two-story cabin constructed of natural wood is nestled among towering redwood trees. Large windows allow natural light to fill the space, while a private balcony overlooks the serene forest. The surrounding forest provides a peaceful, immersive natural setting.

Cabin in Boulder Creek

King Suite Cabin | Santa Cruz Mountains

4.98 out of 5 average rating, 126 reviews

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

Eclectic Escape

4.91 out of 5 average rating, 190 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

Family-friendly home rentals with a pool

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, 457 reviews

Quiet Poolside Cottage for Solitude

4.88 out of 5 average rating, 280 reviews

Guesthouse in Belmont

Private Garden Cottage Belmont Hills*Pool*HotTub*

4.91 out of 5 average rating, 116 reviews

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

Home in Palo Alto

Large Home in Palo Alto, 5 bedrooms, Pool

4.88 out of 5 average rating, 125 reviews

A light blue exterior of the cottage is complemented by white double doors and a large window. Floral arrangements in red planters and a white bench enhance the inviting entrance. A comfortable chair adds to the cozy outdoor seating area.

Guesthouse in Sunnyvale

Private & Quiet Garden Cottage

4.87 out of 5 average rating, 191 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown Mountain View!

Apartment in East San Jose

A refreshing pool glistens under the sun, surrounded by well-manicured green lawns. A white picket fence encloses the area, enhancing the garden's appeal. The charming two-story structure features a sloped roof and multiple balconies, providing a welcoming atmosphere in a serene outdoor setting.

4.98 out of 5 average rating, 287 reviews

Apartment above Levi Stadium.

4.94 out of 5 average rating, 153 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