Family-friendly holiday rentals in Cupertino

Find and book unique family-friendly homes on Airbnb

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 $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,830 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!

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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Superhost
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
4.85 out of 5 average rating, 190 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)

Guest favourite
A spacious yard features a children's play structure with a slide and swings, accompanied by a patio seating area under a shade umbrella. Lush green grass enhances the outdoor setting, surrounded by wooden fencing for privacy.
Guesthouse in Sunnyvale
4.93 out of 5 average rating, 119 reviews

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

Top Guest favourite
Home in Santa Clara
4.98 out of 5 average rating, 131 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
The bedroom features a spacious bed with neutral-toned bedding, accompanied by a desk and a comfortable chair. A wall-mounted TV and a standing heater are visible. Natural light is allowed in through the window, dressed with sheer curtains, creating a calm environment.
Guesthouse in Cupertino
4.94 out of 5 average rating, 106 reviews

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.

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, 161 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.

Guest favourite
An open-plan living area features a light-colored sectional couch and a wooden coffee table adorned with decorative items. A well-lit kitchen area includes modern appliances and a spacious dining table, creating a welcoming space for gathering and relaxation.
Home in San Jose
4.89 out of 5 average rating, 203 reviews

Bright Luxury 4B3B House/family/business nr Apple!

Beautiful renovated 4B3B SFH. Cozy house with transitional design, Great location and safe neighborhood, Quick access to De Anza Blvd, Highway 85, and I-280, Walkable to restaurants and groceries. Easy Self check-in with Smart locks, 3 Queen size beds, 1 twin size bed & 1 storage bed, Comfortable home for up to 8 guests and 4 cars, 65 Inches Roku LED TV, High-speed Wifi, Large Master bedroom w/ private entrance in the backyard, Security Smart House, Sunny and relax backyard.

Top Guest favourite
A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.
Train in Cupertino
4.93 out of 5 average rating, 448 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.

Guest favourite
A spacious living area features hardwood floors and natural light streaming in through windows. A comfortable gray sofa, reclining chair, and coffee table are arranged for relaxation. A dining table with four chairs and a desk are visible, creating a multifunctional space.
Home in Mountain View
4.83 out of 5 average rating, 334 reviews

1BR/1BA Duplex (C) near Castro/Caltrain Mtn View

Your private coronavirus sanctuary! Apartment professionally deep cleaned between guests. Private 700 sq ft 1 BR 1 BA near downtown Mountain View & Caltrain. Private courtyard, shared backyard, 5000 sq ft lot, pets OK. Shared garage for storage only, no covered parking, free driveway/street parking. Queen sized bed + sofa bed, smart TV with Netflix, kitchen/office/dining area, fast & robust WiFi / ethernet, A/C, Washer & Dryer.

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, 327 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, 302 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.

Top Guest favourite
The spacious bedroom features a large, plush bed with white bedding. Two decorative light fixtures hang from the ceiling above, while a cozy green recliner is positioned in the corner beside a window. Natural light floods the room, enhancing the calming decor.
Guest suite in Sunnyvale
4.98 out of 5 average rating, 177 reviews

Luxurious Ritz Suite w fireplace, Business retreat

All natural limestone allergen-free retreat, lush greenery, indoor/outdoor living. Very quiet, safe location, walk to conveniences, parks. Easy parking * Separate french door entrance * Self check-in & check-out with lockbox * Spacious suite with high ceilings * Gas fireplace * Kitchenette * Walk-in closet * Spa bathroom * Upgraded high speed WiFi * Aroma & sound therapy * Portable grill available

Guest favourite
A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.
Home in San Jose
4.91 out of 5 average rating, 131 reviews

Private Oasis with Pool and Fire Pit

Escape to our private oasis where every detail is designed for your ultimate comfort. Indulge in a refreshing swim in our pool. Unwind and relax in our outdoor lounge area complete with a cozy firepit, perfect for savoring a glass of wine with your loved ones. Whether it’s a family retreat, a couples getaway or a work gathering, your ideal stay begins here! ** We do not offer pool heating **

Popular amenities for Cupertino family-friendly rentals

When is the best time to visit Cupertino?

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Avg. price$310 NZD$293 NZD$315 NZD$320 NZD$317 NZD$412 NZD$402 NZD$382 NZD$327 NZD$336 NZD$354 NZD$370 NZD
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