Family-friendly vacation 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 favorite

Cabin in Los Gatos

4.9 out of 5 average rating, 434 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

Superhost

Home in Foster City

4.86 out of 5 average rating, 177 reviews

❤️ Amazing! 2B/2B with a leisure garden.

Beautiful and comfortable end-unit, step-free, single-level townhouse with 2 bedrooms and 2 full baths. This corner unit opens up into a beautiful garden. located between San Francisco and Silicon Valley. A full kitchen, central heating, and washer/dryer are in the house. garage parking. backyard and patio. Few minutes walking distance to parks, restaurants, and the seaside walkway. It's excellent for vacations as well as business and professional stays. Check yourself in with the keypad code.

Guest favorite

Home in San Mateo

4.84 out of 5 average rating, 202 reviews

Quiet 3ba/2ba HOUSE with backyard orchard. 🏡

For Business or Leisure. Comfortable place with easy check in with a team, smart choice over hotel. Beautiful 3 bedrooms home in nice neighborhood of San Mateo in the heart of Silicon Valley. 10 mins to SFO, 7 mins to Cal Trains, 11mins to BART train. A convenient location just a short hop to San Francisco and Palo Alto. Walk to the beach, running trail with breathtaking bay view,and tennis court. Open to long term furnished rental. All 3 bedrooms with premium queen beds and mattresses.

Guest favorite

Guesthouse in Mountain View

4.93 out of 5 average rating, 201 reviews

Private Separate Casita in Mtn View, By G0oggl

Welcome to "Casita Aloha" ... our bright & luxuriously appointed 400 sq. ft. separate studio, built in 2017, located 30 feet from our home (very private). There's a full kitchen stocked with everything you need, & an amazingly comfortable California King memory foam bed! Enjoy the 60" smart TV, & bathe in the shower-tub in the glorious bathroom with white Carrara tile counters & heated Carrara tile floors. Warning: You may never want to leave! Note: First party bookings only please.

Guest favorite

Home in East San Jose

4.93 out of 5 average rating, 243 reviews

Luxe w/Gr8View-LGDeck-BBQ-Hottub-Billiard-2xOven

Modern Kitchen w/Double Oven/Air-frier 10 Person & 4 Person Dining Table 2 master bdrms (1 CalKing & 2 Queen BunkBed) 2 standard rms (2 queens) & 1 sofa bed Double Sink in each x3 bath 2 Fridges & 3 Washer & Dryers Pool table 32x32 Foot Patio Elliptical Fitness Hot Tub Gas Grill AC Gourmet kitchen, large patio & fantastic accommodations. Amazing comfortable, quiet 4 bdrm w/breathtaking view & relaxing feel. Mattresses are top of the line Tempur-Pedic Cal-King & Queen (Master Rms)

Guest favorite

Home in Mountain View

4.98 out of 5 average rating, 375 reviews

Dolce Vita! Charming Downtown Bungalow Top Rated

Welcome! We are a favorite choice for comfort, convenience, & safety. Fully stocked with practical amenities. Clean, quiet, safe residential street just a 2 min walk to bustling downtown restaurants, bars, cafes, etc. Fully stocked kitchen, coffee, teas, cookware, spices, etc. Relax on the porch or inside with a 52" TV, fast WiFi, FireTV, Chrome Cast, A/C, Roche-Bobois, laundry, toiletries, baby gear, etc. Please, we have a strict no pets or smoking policy for health & safety.

Superhost

Guesthouse in Menlo Park

4.84 out of 5 average rating, 304 reviews

Spacious quiet cottage, next to Stanford, FaceBk

Our lovely cottage (~900+sf) with a park like setting, in a very nice neighborhood, is close to Stanford, FaceBk, Alphabet, Palo Alto and Menlo Park downtown. With ~200 roses, ~50 camellia under California sun, our beautiful garden blossom all year around. The 2 Br/1 ba cottage is great for solo traveler, couples, business, and families for a staycation or as a work-from-home alternative. NOTE: WE ONLY ACCEPT BOOKING/PAYMENT VIA AIRBNB; NEVER ASK FOR DIRECT PAYMENT.

Guest favorite

Guesthouse in Monte Sereno

4.89 out of 5 average rating, 199 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Superhost

Home in Mountain View

4.84 out of 5 average rating, 278 reviews

Cute two bedroom home in fantastic location!

Cute, cozy remodeled duplex in a great neighborhood with a fenced in yard and surrounded by parks. The amazing location...You have access to 3 freeways, and Central Expressway. This means in 15 minutes by car you can be in S tanford, Los Altos, Palo Alto, San Jose, Milpitas or the east bay. By foot or bike you can reach beautiful shoreline park, two public rail systems, and lovely downtown Mountain view with great food!

Guest favorite

Guest suite in San Jose

4.91 out of 5 average rating, 224 reviews

Cozy,Quiet”Home Away from Home”.attached cottage

Very large 1 bedroom heat/ac,private entry, all that you need for a nice stay. Private Patio, parking in front and a Garden view. Nice, Quiet neighborhood; near trails, Pond, Freeways, Light Rail(VTA)-to Dwntwn SJ. 10-15min walk to Westfield Mall, Restaurants/Movies, Bowling, Mini golf, Walmart, Costco, Bass Pro, and much more. 1 HR to SFO/Monterey 30 Min to Santa Cruz Beach/Gilroy Outlets 20 Min Dwntwn SJ/SJSU

Superhost

Home in Mountain View

4.95 out of 5 average rating, 246 reviews

Perfect Location, No Cleaning Fees or Checkout Cho

You couldn't get a more perfect location for this cozy, quiet, comfy, well-appointed cottage: just blocks from Mountain View's bustling downtown area centered on Castro Street, and a 5 minute walk to Caltrain and VTA. Perfect for visiting G00ogel and other local tech companies. That's right -- no separate cleaning fees, no checkout chores! On your way out, just lock the door and have a safe trip!

Guest favorite

Home in Willow Glen

4.85 out of 5 average rating, 163 reviews

Best Willow Glen Location*Walk to Restaurants/Bars

Closest rental to Downtown Lincoln Avenue. 4 Bedrooms, 2 Baths in the Heart of Willow Glen. San Jose's Best Restaurants, Bars and Shops are right outside your door! Cozy, Convenient, and Casual Fun. Beautiful and comfortable spaces inside and out. Close to all Silicon Valley’s landmarks, including SJO, SAP Center, Levi Stadium and San Jose Convention Center.