
Family-friendly holiday 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.

Fully Equipped Guest Suite
All the amenities for a comfortable stay in Silicon Valley, including 500mbps Wi-Fi & a 4k TV with AirPlay & ChromeCast Cute primary bedroom with private entrance & bathroom, completely closed off from the rest of the house, including a SEPARATE HEATING / AC system - 1 mile to Bowers Park, restaurants, coffeeshops, Target - 7m to SJC, CalTrain, Levi’s Stadium - 10m to Santana Row, SAP Center 7.6kW EV charging may be available for a fee. Please enquire *Please be mindful of noise levels*

Sunnyvale2B/1B/Family/Free EV Charging/AC/WiFi/PKG
~Close to many tech companies ~Yard with kids play structure/Gazebo ~Pack'n Play for baby ~Free parking and EV Charging ~Hi-speed WiFi ~New kitchen and appliances ~Sofa bed for 1 extra person ~Central AC and Heater with Nest ~Smart 55''TV with Netflix. ~Walking distance to downtown/shops/parks ~Quick access to 101 fwy and Central Expy ~Kitchen equipped with utensil essentials ~Best value Airbnb The big lot is separated into 2 units. This Unit B is a 2B/1B ADU with full privacy, the RED area

Quiet & Peaceful - Private Entry / Restroom.
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.

Private unit close to Santa Clara University
Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Luxurious Private Suite in Heart of Silicon Valley
Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

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

Guesthouse with kitchen,bath and laundry
Private guesthouse/ in-law unit in Cupertino, walking distance from major tech companies with Private entry Convenient access to new restaurants and nightlife. Short commute to freeway and airport. High speed independent internet /Ethernet connection. Comcast streamingTV box, also uverse tv. Airconditioning vent in the bedroom. Wall heater. Portable fans and heater . It includes kitchen, dinette and full bath. It has shared laundry and shared backyard. Nice, quiet neighborhood.

Private Entrance and Walking to Apple Park
Nicely remodeled designer private studio unit. High speed internet 1200 Mbps and 4K Roku-enabled TV Separate external key-code entrance. Separate heating and air conditioning control, handheld remote. Desk area. Spotless attached bathroom. Cathedral wooden ceiling. Super comfortable queen bed, comforter, padded headboard. Zoned, dimmable lighting. Small kitchenette area with counter, microwave, refrigerator, sink, utensils. Friendly, responsive hosts.

Private Entrance Studio with in-unit bathroom
Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

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.
Popular amenities for Cupertino family-friendly rentals
Family-friendly home rentals with a hot tub

Separate entry room near Stanford

Private Queen Suite-Pool & Hot Tub, private entry

Newly Built Studio, 2000 FT Elevation with Jacuzzi

Charming Willow Glen Home with Spacious Yard

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Cabana in Sierra Azul Open Space Preserve

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Spacious Top Floor Condo Retreat
Family- and pet-friendly home rentals

4B/2.5B / Office Space / Open Plan / Huge Backyard

Cozy Suite, Private Entrance + Bath (Pets Welcome)

Entire Private Studio Apt + Kitchen & Backyard

Victorian Paradise Downtown Campbell intelliBed

SkyHigh Redwoods Retreat with Bay Views

Upscale Modern House Near Mountain View Downtown

Convenient 1BR Home Near SJ Airport & Santa Clara

San Jose studio with laundry
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Quiet Poolside Cottage for Solitude

Gated 1BR Condo! AC, Parking, W/D near Santana Row

Beautiful Large 4BR Home with POOL

Rustic Cabin in the Redwoods

Little Poolside House near Downtown Mountain View!

Cozy BUS on Farm Animal Rescue with CITY VIEW

Beautiful 3BD Home w/ Heated Pool and Fire Pit
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 NZD | $304 NZD | $327 NZD | $333 NZD | $329 NZD | $428 NZD | $417 NZD | $396 NZD | $340 NZD | $347 NZD | $333 NZD | $329 NZD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals that are family-friendly in Cupertino

Total holiday rentals
Explore 130 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $71 NZD per night before taxes and fees

Verified guest reviews
Over 3,670 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Cupertino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests—averaging 4.8 out of 5!
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