Family-friendly vacation rentals in Los Altos Hills

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Top-rated family-friendly rentals in Los Altos Hills

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

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

4.95 out of 5 average rating, 105 reviews

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

Guest favourite

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

4.93 out of 5 average rating, 166 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

Superhost

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.

Guesthouse in Los Altos Hills

4.85 out of 5 average rating, 291 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.

Guest favourite

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

4.93 out of 5 average rating, 392 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Top guest favourite

A cozy bedroom features a full-size bed adorned with a decorative blanket displaying intricate patterns. Natural light streams through the floral-patterned curtains. A lamp stands beside the bed, and a doorway leads to a well-appointed bathroom, providing direct access from the sleeping area.

Guest suite in Mountain View

4.95 out of 5 average rating, 256 reviews

Quiet & peaceful - private restroom/private entry.

Affluent heart of Silicon Valley-centrally located near major tech companies and El Camino/Kaiser hospitals. Quiet and calm quaint suite with a comfy new full-size bed, a new AC, a working desk with fast WiFi, and an elegant restroom. Near downtown Mountain View . . We are sure you will rest well here. Famous Castro Street for food and Safeway/Ranch 99 grocery stores just blocks away. Google's beautiful Shoreline nature preserve & wetlands nearby. Windows' hillside. Apple nearby. Stanford.

Top guest favourite

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.

Guesthouse in Mountain View

4.93 out of 5 average rating, 225 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.

Guest favourite

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

4.96 out of 5 average rating, 306 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Guest favourite

A well-lit living area features a comfortable sofa and a decorative area rug. Natural light enters through skylights and windows adorned with sheer curtains. A fireplace is centered against the wall, complemented by a dining table set for two, creating an inviting atmosphere.

Guest suite in Waverly Park

4.93 out of 5 average rating, 208 reviews

Private spacious suite in Mountain View

Come and relax in this spacious and separate guest suite with a private entrance. Use the soaking tub to rejuvenate after a long day or enjoy coffee or tea while taking in the nice California weather in the backyard seating area. If you enjoy cooking you can take advantage of the kitchen with a full sized refrigerator, stove, microwave and all the basics you will need to prepare meals. If you prefer take out or to eat out there are lots of restaurants nearby.

Guest favourite

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.

Guesthouse in Portola Valley

4.94 out of 5 average rating, 208 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.

Top guest favourite

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

4.93 out of 5 average rating, 428 reviews

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.

Top guest favourite

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

4.95 out of 5 average rating, 455 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.

Guest favourite

The exterior of the cottage showcases a contemporary design with grey siding and crisp white trim. Two large windows are framed by sheer curtains, allowing natural light to illuminate the interior. A sturdy door leads to the entrance, set against a paved walkway.

Guesthouse in Mountain View

4.96 out of 5 average rating, 114 reviews

Chiquita Cottage

Welcome to Chiquita Cottage. Our 400 sq. ft. detached studio was fully renovated in summer 2018. Located behind our primary family residence, it provides comfort and privacy to travelers. A brand new kitchen, queen sized bed, free wifi, and Smart TV will help make your stay easy. We are walking distance from downtown Mountain View and perfectly situated for Light Rail, Cal Train, and major highway access.