
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.

Calm and Quiet-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.

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.

Manzanita Cottage in the Heart of Silicon Valley
*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

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.

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.

Stylish standalone guesthouse near Santana Rowing
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.

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*

One Bedroom Suite between Apple and Google campus’
Clean beautiful one bedroom suite/Guest house located in quiet neighborhood in Sunnyvale. Unshared private entrance and easy parking. Conveniently located between main Apple campuses. (Mothership, Infinite Loop and Arques campus) and Googleplex. Full kitchen with all amenities, washer/dryer/iron and ironing board, hair dryer, Wifi, TV and comfortable work area. Easy assess to all major freeways mostly with reverse commute.

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.

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

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

Epic Santa Cruz Mountain Views in Rustic Home

Private Queen Suite-Pool & Hot Tub, private entry

Newly Built Studio, 2000 FT Elevation with Jacuzzi

Charming Willow Glen Home with Spacious Yard

Cabana in Sierra Azul Open Space Preserve

Quiet Santana Row LUXE with Mt View

Gorgeous, comfortable two bedroom Suite
Family- and pet-friendly home rentals

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

Bicycle Shack @ La Honda Pottery

Caboose in the redwoods just outside of Cupertino

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

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

Modern one bedroom in-law unit in Sunnyvale

Upscale Modern House Near Mountain View Downtown

Convenient 1BR Home Near SJ Airport & Santa Clara
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Quiet Poolside Cottage for Solitude

Separate entry room near Stanford

Rustic Cabin in the Redwoods

Little Poolside House near Downtown Mountain View!

Private & Quiet Garden Cottage

3 BR Home on Vineyard nr Palo Alto & Stanford

Private Oasis with 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 | £136 | £128 | £138 | £140 | £139 | £181 | £176 | £167 | £143 | £146 | £140 | £139 |
| 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 £30 per night before taxes and fees

Verified guest reviews
Over 3,770 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
130 of Cupertino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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