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Family-friendly vacation rentals in Cupertino

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cupertino

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

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Guest favourite
Apartment in Downtown San Jose
4.93 out of 5 average rating, 232 reviews

Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features gated parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in, 1 PERSON ONLY.

Top guest favourite
The living area features a spacious gray sectional sofa with blue accent pillows, situated adjacent to a wooden coffee table. A patterned rug adds texture to the light wood flooring. Natural light fills the room from the window, which opens to the backyard.
Home in Cupertino
4.95 out of 5 average rating, 302 reviews

Newly rebuilt ultra clean designer home

Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. **www.accesscupertino.com** for 3d tour of interior and videos. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

Top guest favourite
The living room features a sleek black sleeper sofa adorned with geometric patterned pillows and a rich red throw. A wooden tray sits atop a gray blanket, and a floor lamp provides soft lighting. A wall art piece depicting a beach scene adds a serene feel to the space.
Home in San Jose
5 out of 5 average rating, 151 reviews

High end home in Silicon Valley, Non-Smokers only

This is a 1 BR/1 BA fully furnished attached house with its own paved private entry way, completely separate from the main house. This is the perfect home away from home while you are relocating, on extended assignment, or on vacation in Silicon Valley. Located in a highly desirable West San Jose residential neighborhood but within 5-minute walking distance to Westgate Mall, Grocery stores, Restaurants, Eateries and Movie Theaters. Street parking available in front of the house.

Guest favourite
A cozy corner of the room features a large TV on a white stand, providing entertainment options. A floral-patterned bedspread covers a spacious bed, while natural light enters through a large window with white blinds, highlighting the clean, bright space.
Guest suite in Willow Glen
4.83 out of 5 average rating, 114 reviews

Adorable 1-bedroom suite with private entrance

Located in downtown Willow Glen, you are surrounded by quaint homes along tree-lined streets that were built during the turn of the century. Your space has been recently remodeled to include a queen bed, private full-bath and day amenities, with microwave, mini-fridge, water purifier and coffee maker. Private entry with a smart lock for self checkin. Access to laundry room. Convenient to freeways, SAP Center, and downtown San Jose, San Jose university and Santa Clara University.

Top guest favourite
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
4.99 out of 5 average rating, 186 reviews

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 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.

Top guest favourite
The exterior of the home features a single-story structure with a warm-toned brick facade. Lush plants and blooming flowers surround the entrance, enhancing the welcoming appearance. A clear blue sky above adds a bright backdrop to the setting.
Guest suite in Sunnyvale
4.93 out of 5 average rating, 109 reviews

Beautiful large private studio w/ garden view

Beautiful, large & bright newly-renovated 1Br/1Bath with own separate front entrance. Super convenient on a quiet residential street close to restaurants, supermarkets, and in the heart of Silicon Valley with easy access to tech companies, Universities/colleges and SJ Airport. Furnished with High-end furniture, quality linens and a fireplace. Kitchenette has sink, cabinets, kettle, microwave, fridge and toaster oven. Bath has heating rack for towels and vanity mirror.

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
A bright sleeping area features a spacious bed with white bedding and a decorative throw. Two bedside lamps illuminate the room, while colorful animal artwork adorns the wall above. A cozy sofa and a small side table complete the inviting atmosphere.
Guest suite in San Jose
4.94 out of 5 average rating, 649 reviews

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Top guest favourite
The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.
Home in Cupertino
4.94 out of 5 average rating, 283 reviews

2BR House + Patio + Office near Apple and Main St.

Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Guest favourite
The exterior of the master suite is showcased, featuring a pathway leading to a glass door. Vibrant yellow flowers and greenery frame the entrance, while a tree provides shade. The space is surrounded by a gravel yard and clear blue skies.
Guest suite in Sunnyvale
4.94 out of 5 average rating, 109 reviews

Spacious Business Suite with Serene Backyard View

A master suite with private entrance is within walking distance to Apple Park and Cupertino Main Street. It is located in a quiet Sunnyvale neighborhood and near groceries, and many vibrant restaurants. It features a high speed 1.2G Wifi and split ductless AC. Mountain View corporate commuting bus is nearby. Ample parking space. Everything you need for a successful Silicon Valley visit.

Top guest favourite
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
4.99 out of 5 average rating, 235 reviews

Lush Lux Villa • Sunny Deck & Private Escape

Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Heated towel rack, aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips

Guest favourite
A spacious living area features large glass doors that open to a balcony, enhancing natural light. Two round coffee tables are positioned on a textured rug, while a modern TV is mounted on the wall. A mirror and a dining area are visible in the background.
Apartment in San Jose
4.96 out of 5 average rating, 137 reviews

Stylish 1bed/1bath apartment in prime location

Stylish 1BR/1BA unit with private balcony in the heart of South Bay. Perfect for solo travelers or couples. Enjoy a modern space with a full kitchen, fast Wi-Fi, smart TV, and dedicated work space. Relax on the balcony or explore nearby cafes, shops, and tech campuses like Apple and Nvidia. Clean, quiet, and conveniently located for work or leisure.

Popular amenities for Cupertino family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Cupertino

  • Total rentals

    130 properties

  • Nightly prices starting at

    $56 CAD before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore