
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.

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.

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

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.

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.

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.

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.

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.

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

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.

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.

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

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
Family-friendly home rentals with a hot tub

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

Private Queen Suite-Pool & Hot Tub, private entry

Newly Built Studio, 2000 FT Elevation with Jacuzzi

Charming Willow Glen Home with Spacious Yard

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Spacious Top Floor Condo Retreat

Redwood Cottage & Hot Tub
Family- and pet-friendly home rentals

Entire Private Studio Apt + Kitchen & Backyard

Cozy Suite, Private Entrance + Bath (Pets Welcome)

Bicycle Shack @ La Honda Pottery

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944

Modern one bedroom in-law unit in Sunnyvale

Cottage - bedroom, living, bath and small kitchen

Upscale Modern House Near Mountain View Downtown
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Beautiful Large 4BR Home with POOL

Private Garden Cottage in Belmont Hills

Charming 2BR Apartment near tech Giants & Stanford

Separate entry room near Stanford

Rustic Cabin in the Redwoods

Greenwood Guest House, a Peaceful Oasis

Little Poolside House near Downtown Mountain View!
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
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