Family-friendly vacation rentals in Cupertino

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cupertino family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Guest suite in San Carlos

4.81 out of 5 average rating, 187 reviews

Sweet Studio -SF Peninsula

HaleyRating, 5 stars3 weeks ago
Had a great and comfortable visit! Very quiet with a private entrance. Close to downtown in a great neighborhood. Friendly hosts. Definitely will stay here again in the future!
Superhost

Cabin in Felton

4.91 out of 5 average rating, 489 reviews

Tranquility Base Redwood Mountain Tree House

CraigRating, 5 stars2 months ago
Tranquility Base…surely lived up to its name. So comfortable, so charming we felt like a part of the forest. The whole place had so much personality we felt right at home Magical and enchanting getaway Highly recommended We’ll be back
Guest favorite

Home in Menlo Park

4.91 out of 5 average rating, 53 reviews

Mission style, w. Pool, Hot tub, walk to downtown

SolinRating, 5 stars3 months ago
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.
Guest favorite

Home in Redwood City

4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars4 months ago
Felt like it was just lke my home accept they have a hot tub that I used almost every night during my stay also had a beautiful garden. Is very quiet and relaxing.
Guest favorite

Home in East San Jose

4.93 out of 5 average rating, 245 reviews

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

FentonRating, 5 stars3 weeks ago
Justin was a very accommodating host. The propane to the grill was out and he came and replaced it. The Xbox was missing and he brought one with games. And he brought new dart tips. Was very accommodating with check in and check out times. Super friendly guy!
Guest favorite

Condo in Mountain View

4.95 out of 5 average rating, 127 reviews

Spacious Top Floor Condo Retreat

PaulRating, 5 stars2 weeks ago
Cleanest airbnb I’ve ever stayed at! Great location. Easy parking. Washer and Dryer work well
Guest favorite

Condo in Santa Clara

4.94 out of 5 average rating, 292 reviews

La Casa de Alpaca

ClintRating, 5 stars2 weeks ago
Very convenient location with plenty of available amenities. Quiet and clean space with a nice gym and in a great location. The value surpasses local hotels. For business travelers, this is a great place.
Guest favorite

Home in Fremont

4.94 out of 5 average rating, 199 reviews

The White Rose Ranch (Sleeps 10 or 10+ with Annex)

MaryRating, 5 stars1 month ago
This house is in an excellent neighborhood of Fremont.

Family- and pet-friendly home rentals

Guest favorite

Home in San Jose

4.92 out of 5 average rating, 378 reviews

Comfortable Whole Home on two house lot

TylerRating, 5 stars1 week ago
Wrich and Tony’s place was great! They were both super responsive to our questions and the place felt like home. Everything was super clean and comfortable. Good location as well, about 10 minutes to downtown San Jose. Would definitely recommend this place and would gladly stay here again if we are back in the area.
Superhost

Cabin in Los Gatos

4.9 out of 5 average rating, 436 reviews

The Coach House

DoriRating, 5 stars1 week ago
We had a nice stay! The location is so beautiful and peaceful—the trails were perfect for morning walks, and the farm animals are so cute. Easy to find with the instructions, and you have cell service at all times. Accurate description and reviews, and the host was very helpful. A few notes - there was a slight mix-up with the key location when we checked in, but it got sorted out fairly quickly. The space was a chilly at times despite the space heater, especially at night, but there were plenty of warm blankets. Overall, it was a relaxing and unique place to stay while we explored the Santa Cruz area!
Guest favorite

Townhouse in San Jose

4.86 out of 5 average rating, 102 reviews

Santana Row Luxury Condo 2 Story 1100 Sq Feet

AdrianaRating, 5 stars2 weeks ago
Kim's place was extremely conveniently located in Santana Row. Her home was clean, comfortable and had everything we needed for our stay. She is a most responsive host and available whenever we needed her. If you are looking for a comfortable, clean and conveniently located close to great restaurants and shopping as well as major highways, look no further.
Guest favorite

Guesthouse in Menlo Park

4.97 out of 5 average rating, 148 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

KevinRating, 5 stars2 months ago
I had an absolutely tranquil and relaxing stay at this wonderful Airbnb! Nestled in a quiet suburb, it was the perfect getaway from the hustle and bustle of everyday life. The garden was a true highlight, offering a peaceful space to unwind with its beautiful greenery and serene atmosphere. The neighborhood was calm, and I felt completely at ease throughout my stay. Highly recommend this place for anyone looking for a peaceful retreat!
Superhost

Guesthouse in Monte Sereno

4.84 out of 5 average rating, 158 reviews

Private Cozy suite Los Gatos -Saratoga

LeslieRating, 5 stars5 months ago
This is a gem of a stay in a fantastic location. I live close to Rezan’s place and had to move out of my house for construction. Finding a place that would allow me to bring my cats was hard. Rezan wanted them to be comfortable; she and her sister went out of their way to remove decorative touches that would be a temptation, tied up drapes, and put a beautiful cover on the sofa. The quiet, peaceful setting and fantastic bed combined to give me the best sleep I’d had in months. Rezan’s hospitality is unequaled. The pictures can’t do justice to the decor and gardens.
Guest favorite

Condo in San Jose

4.88 out of 5 average rating, 210 reviews

Santana Row Properties #2 - Silicon Valley Getaway

SarahRating, 5 stars3 weeks ago
This place was perfect for what we needed. My colleagues and I stayed for a week and we each had our own space. Would definitely recommend for anyone who wants to be right on Santana Row.
Guest favorite

Guest suite in Woodside

4.88 out of 5 average rating, 368 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

ValerieRating, 5 stars2 weeks ago
First off, please believe the description and other reviewers about the drive up. If windy roads that border a steep cliff (since you're driving up a mountain) are scary and uncomfortable for you, definitely do not book this place. OR if you're willing to brave it for the first time, come during broad daylight. If that all sounds ok to you, please do yourself a favor and book this place for your trip! It's such a peaceful location with STUNNING views. Bed was super comfy and the room very clean. Rick was very responsive and helpful with all my questions even before we booked the place. We had no issues or questions while we were there, but I'm positive he would've helped us out quickly if we needed. We will definitely look for this place again when we visit San Francisco again!
Guest favorite

Guest suite in San Jose

4.91 out of 5 average rating, 227 reviews

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

LuRating, 5 stars1 day ago
For my first time using a B&B, we really couldn't have had a better experience. Super clean and comfy space, good AC and amenities as well as having a lot to do very close by. Having our own quiet space to come and go from that was comfortable was perfect and just what we needed. I couldn't be happier with our stay! 😊

Family-friendly home rentals with a pool

Hotel room in Sunnyvale

4.77 out of 5 average rating, 162 reviews

Modern Suite with Kitchen

SusanRating, 5 stars5 months ago
This is more hotel like than a traditional AirBnB, but the place was great. It was clean and quiet and nice place to stay with a small kitchen that you can cook in. Front desk staff were friendly and respectful

Home in Union City

4.88 out of 5 average rating, 103 reviews

Impressive Exec. Luxury Home, Pool & SPA, Central

SwailemRating, 5 stars5 months ago
Everything was perfect the house was amazing with its pool and hot tub… Everything mentioned was there but unfortunately the Air-conditioning wasn’t available for the first floor and the fans in the rooms where not enough for cooling. Lastly, Rahel the host was very welcoming and we had an easy check-in. Great communication she was very responsive to our notes…
Superhost

Guest suite in Boulder Creek

4.93 out of 5 average rating, 67 reviews

Magical Huckleberry Woods Sanctuary w/Pool and Spa

MarkusRating, 5 stars3 months ago
EJ and Nancy have such a lovely property. We easily felt we had our own space. You can tell that they've been doing this for years, and have a great way of making everything comfortable for guests. Our two kids had space to spread out, the playground is not directly next to the front door of the apartment, but you can see it through the yard's trees & hear them more or less within ear shot. Kitchen was amply supplied and set up, & there are plenty of storage spaces and creature comforts to make the stay feel like home. Beds were comfortable & clean, super comfortable pillows. The unit itself doesn't get a ton of natural light, but to be expected in redwoods. The hosts were incredibly friendly, welcoming, and helpful, we had a nice time chatting with them. Wonderful hosts, they felt like family. Their little dog is so so sweet and friendly as well, my kids loved the dog. Great location, easy to get to surrounding areas and Santa Cruz proper. Would return!
Superhost

Home in Santa Clara

4.86 out of 5 average rating, 36 reviews

Modern Retreat in the Heart of Silicon Valley

JenniferRating, 5 stars3 months ago
This was a good choice for a football game at Levi's stadium. The home was within walking distance and was in safe location. Communication was prompt and helpful. The home had everything we needed for our quick trip. We would stay there again
Superhost

Home in Santa Clara

4.67 out of 5 average rating, 3 reviews

Modern Rivermark Home near tech companies

GregoryRating, 5 stars71 months ago
We enjoyed our stay; Gowri is a great host

Guest suite in Los Altos Hills

4.78 out of 5 average rating, 157 reviews

A private hillside suite nestled among oaks

ShobeirRating, 5 stars3 months ago
This Airbnb is very new, and the location is peaceful. I woke up one morning with a deer outside. Vara was very communicative and friendly. I enjoyed staying up in Los Altos Hills.
Superhost

Home in Berryessa

4.62 out of 5 average rating, 126 reviews

Serene, Large 4BR/2.5BA Home in San Jose

AlbertRating, 5 stars3 months ago
Great place to stay. Excellent home and host.

Quick stats about vacation rentals that are family-friendly in Cupertino

  • Total rentals

    120 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore