Kid-friendly holiday rentals in Cupertino

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Cupertino

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

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Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 274 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

8–15 Jul

$189 SGD per night

Guest favourite

Guest suite in Santa Clara

4.92 out of 5 average rating, 124 reviews

Brand New! Guest House - Modern Stylish & Central

Silicon Valley life at its best! A newly built spacious guest unit (studio 400+ sqft), 11' extra high ceiling, private entrance, dazzling kitchen, new appliances, 55" 4K TV, washer/dryer, spa-like bathroom, double vanity, high-tech-toilet, hardwood floor, softener treated water, 100% organic cotton linens. Single-family neighborhood is quiet, safe and convenient, close to Apple Park (1.6 miles), Valley Fair/Santana Row(2.2 miles), Kaiser/Valley Med/O'Conner hospitals, easy access to freeway.

27 Feb – 6 Mar

$207 SGD per night

Guest favourite

Guest house in Monte Sereno

4.97 out of 5 average rating, 387 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

14–21 Aug

$212 SGD per night

Guest favourite

Guest suite in Sunnyvale

4.91 out of 5 average rating, 161 reviews

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.

4–11 Nov

$144 SGD per night

Guest favourite

Home in San Jose

5.0 out of 5 average rating, 109 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.

26 Feb – 5 Mar

$194 SGD per night

Guest favourite

Guest house in Santa Clara

4.91 out of 5 average rating, 242 reviews

New Construction Clean, Modern, Quiet Cottage

Tranquil, clean new construction cottage completely rebuilt and remodeled from the ground up -- in the heart of Santa Clara with plenty of street parking. Everything a traveler could want under one roof: full kitchen, quartz counters, Bosch washer & dryer, bedroom with cedar accent wall, wall-mounted smart TVs, private zen garden with patio furniture set, ample LED lighting throughout, oversized walk-in shower, high-speed 5.0GHz WiFi, & ample fresh oranges & lemons.

11–18 Aug

$215 SGD per night

Guest favourite

Guest suite in Sunnyvale

4.97 out of 5 average rating, 100 reviews

Private Entrance and Walking to Apple Park

Newly 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.

11–18 Aug

$130 SGD per night

Guest favourite

Guest suite in Cupertino

4.96 out of 5 average rating, 376 reviews

Modern Suite in Cupertino

Nice quiet location. Bright, tranquil, and comfortable unit in a private house with a separate entrance and private yard. Unit consists of one bedroom, one bathroom, and a kitchen and living area. House is within walking distance of Cupertino Library, De Anza College, and top Cupertino schools. Very close to nearby Silicon Valley high-tech companies. Prime Bay Area location with high accessibility to public transporation, eateries, and entertainment.

24–31 May

$202 SGD per night

Guest favourite

Train in Cupertino

4.92 out of 5 average rating, 344 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.

2–9 Feb

$303 SGD per night

Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 244 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

7–14 May

$216 SGD per night

Guest favourite

Guest suite in Campbell

4.99 out of 5 average rating, 135 reviews

Walk to downtown Campbell- Newly renovated suite!

Enjoy our newly remodeled one bedroom suite located next to Downtown Campbell. Whether you're in town for work or leisure, the suite has everything you need including a Queen bed, kitchenette and bathroom. The area is secure, private and safe. This suite is 1 of 2 Airbnbs hosted on the property. 1 Parking spot on the driveway. 0.2 mi to Downtown Campbell (4 min walk!) 3.4 mi to SJC Airport

5–12 Oct

$157 SGD per night

Guest favourite

Home in Mountain View

4.92 out of 5 average rating, 332 reviews

391 - Mini studio in the heart of Silicon Valle

Separate entrance Private bath Comfortable and relaxing settings Walking distance to San Antonio shopping center and Whole Foods store Plenty of nearby restaurants Street Parking only 6 minute walk to 7-11 store, Chinese restaurant and laundry 10 minute walk to Bus/Shuttle stops 11 minute walk to Cal Train station 15 minute drive to Stanford University 15 minute drive to G**gle campus

19–26 Jan

$145 SGD per night