
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.

Entire guesthouse Santa Clara smart lock entrance.
New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

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.

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.

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.

Studio near new Sunnyvale Apple Tiny home-sleeps 2
You'll be staying in a completely contained studio room that has a very comfortable organic cotton queen size bed. You've got your own bathroom and kitchenette for simple meal preparation. The room has all linens, towels, kitchen housewares and small appliances. You'll also have your own private patio area just outside the room. Conveniently located to all of the Sunnyvale corporations. Plug and Play is a 5 minute walk from the home and a G00gle shuttle stop is close by.

Cozy Studio w/ Private Entrance and bathroom
Cozy Studio within walking distance to Valley Fair & Santana Row! This charming space offers comfort & privacy with its private entrance. Ideal for solo travelers, professionals, or couples, it features a bedroom with two beds. The proximity to O'Connor Hospital makes it perfect for those needing accommodation close to medical facilities. On-premise parking ensures convenience, and the attached private full bathroom guarantees comfort during your stay.

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.

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.
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-HOTTUB/ 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

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

Evergreen Valley Hillside retreat

Comfortable Whole Home on two house lot

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

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

Modern one bedroom in-law unit in Sunnyvale

Cottage - bedroom, living, bath and small kitchen

Upscale Modern House Near Mountain View Downtown

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

Quiet Poolside Cottage for Solitude

Beautiful Large 4BR Home with POOL

Separate entry room near Stanford

Private cottage in orchard and vineyard setting

Little Poolside House near Downtown Mountain View!

Lovely 1B1B condo with patio near downtown MTV

Cozy BUS on Farm Animal Rescue with CITY VIEW

3 BR Home on Vineyard nr Palo Alto & Stanford
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $315 NZD | $298 NZD | $321 NZD | $326 NZD | $322 NZD | $419 NZD | $409 NZD | $388 NZD | $333 NZD | $340 NZD | $326 NZD | $322 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 $69 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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- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Baker Beach
- Monterey Bay Aquarium
- Muir Woods National Monument
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
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- SAP Center
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