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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.

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Guest favourite
A modern kitchen and dining area is shown, featuring sleek cabinetry and a marble countertop. A round dining table with two chairs is positioned beside a plush gray sofa. Natural light enters through large windows adorned with blinds, illuminating the light wood flooring.
Home in San Jose
4.86 out of 5 average rating, 187 reviews

Modern House near Apple Park

Welcome to your perfect home away from home! This modern, clean, and peaceful 2-bedroom, 1-bathroom unit features cozy queen-size beds, ideal for a restful stay. Located in an upscale neighborhood, it’s just a 5-minute drive to Apple HQ and shopping centers and a 7-minute walk to supermarkets and a variety of international restaurants. The spacious unit includes a stylish family room, a modern kitchen, and a contemporary bathroom, designed for your comfort and enjoyment.(San Jose/Cupertino area)

Top Guest favourite
A cozy bedroom features a full-size bed adorned with a decorative blanket displaying intricate patterns. Natural light streams through the floral-patterned curtains. A lamp stands beside the bed, and a doorway leads to a well-appointed bathroom, providing direct access from the sleeping area.
Guest suite in Mountain View
4.96 out of 5 average rating, 290 reviews

Your Room: 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.

Top Guest favourite
A view of a stylish entryway features a round mirror above a console table, reflecting a warm atmosphere. A small decorative bowl and candle are placed on the table. In the foreground, a potted plant is arranged in a glass vase, resting on a textured woven mat.
Home in Santa Clara
4.98 out of 5 average rating, 110 reviews

The most desirable & beautiful guesthouse

Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Top Guest favourite
A comfortable sleeping area is presented with a spacious bed featuring white linens and a yellow accent pillow. Wall art depicting serene landscapes is displayed above the bed. A small kitchenette with a microwave and coffee bar is located in the corner, adding functionality to the space.
Guest suite in Sunnyvale
4.93 out of 5 average rating, 224 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.

Top Guest favourite
The living room features a sleek black sleeper sofa adorned with geometric patterned pillows and a rich red throw. A wooden tray sits atop a gray blanket, and a floor lamp provides soft lighting. A wall art piece depicting a beach scene adds a serene feel to the space.
Home in San Jose
5 out of 5 average rating, 156 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.

Top Guest favourite
A modern living space features a light-colored love seat with two yellow accent pillows. A glass dining table is set with flowers, and a vibrant painting adorns the wall. Natural light enters through the front door, which is flanked by curtains.
Guest suite in Sunnyvale
4.98 out of 5 average rating, 222 reviews

Modern one bedroom in-law unit in Sunnyvale

Modern one bedroom in-law unit using high-end finishing with a comfortable queen bed, private bathroom, full kitchen, work-friendly desk, high speed wifi, cable TV, A/C heater combo and flower-lined side yard. Located in a safe and nice neighborhood. Perfect location for bay area traveller, with easy commute to all major high tech companies, walking distance to supermarket, restaurants and stores, and a short drive to Mountain View downtown and Caltrain station.

Guest favourite
A spacious sleeping area features a queen bed with a light, textured blanket and a padded headboard. Subtle pendant lighting hangs above, complementing the large artwork and indoor plant on a wall-mounted shelf. Natural light filters through a nearby window.
Guest suite in Sunnyvale
4.97 out of 5 average rating, 120 reviews

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.

Guest favourite
A cozy studio layout is seen, featuring two spacious beds with soft pink bedding. A well-equipped kitchenette is visible in the background, complemented by light-colored cabinetry and modern appliances. Warm lighting from the fixtures creates a peaceful ambiance throughout the room.
Guest suite in San Jose
4.92 out of 5 average rating, 106 reviews

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.

Guest favourite
The living area features a spacious gray sectional sofa with blue accent pillows, situated adjacent to a wooden coffee table. A patterned rug adds texture to the light wood flooring. Natural light fills the room from the window, which opens to the backyard.
Home in Cupertino
4.95 out of 5 average rating, 321 reviews

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. 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

Top Guest favourite
The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.
Home in Cupertino
4.94 out of 5 average rating, 297 reviews

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.

Guest favourite
A spacious living area features large glass doors that open to a balcony, enhancing natural light. Two round coffee tables are positioned on a textured rug, while a modern TV is mounted on the wall. A mirror and a dining area are visible in the background.
Apartment in San Jose
4.94 out of 5 average rating, 152 reviews

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.

Top Guest favourite
A cozy living and sleeping area features a twin day bed dressed in red bedding, accompanied by decorative pillows. A writing desk and chair are positioned nearby, while natural light enters through two windows covered with blinds. Wall shelves display books and art, enhancing the room's warmth.
Guest suite in Downtown San Jose
4.99 out of 5 average rating, 233 reviews

Efficiency close to SJSU & SJ Convention Center

This small efficiency of about 200 sqft (< 20 sq. meters) is fully furnished, has a separate entrance and a little deck patio. It consists of a kitchenette, a large closet, a living/sleeping area with a day bed (twin-size) - suitable for ONE PERSON ONLY - and a bathroom incl. a shower, sink, commode and ample cupboard space.

Popular amenities for Cupertino family-friendly rentals

When is the best time to visit Cupertino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$304 NZD$288 NZD$310 NZD$315 NZD$311 NZD$405 NZD$395 NZD$375 NZD$321 NZD$330 NZD$348 NZD$363 NZD
Avg. temp10°C12°C13°C15°C17°C19°C20°C20°C20°C18°C13°C10°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 $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,770 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, 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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