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 stars1 month 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

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!
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

Villa in Monte Sereno

5 out of 5 average rating, 36 reviews

Los Gatos Villa: hot tub, sauna, pool, huge yard

LyndsayRating, 5 stars2 weeks ago
What a gem! We had a wonderful time at Steve’s house. The house is beautiful, functional and well decorated. The kitchen had everything we needed plus more. The property itself was incredible - private and peaceful with many activities for kids (and adults). The house is also ideally located close to downtown Los Gatos. Quick and kind responses from our host. We will definitely try and stay here again.
Guest favorite

Home in Burlingame

4.97 out of 5 average rating, 158 reviews

SFO Panoramic Views 4BR/3BA near SF-Silicon Valley

AnnetteRating, 5 stars2 weeks ago
We will definitely look to book this place the next time we’re in California.
Guest favorite

Condo in Mountain View

4.95 out of 5 average rating, 127 reviews

Spacious Top Floor Condo Retreat

PaulRating, 5 stars4 weeks ago
Cleanest airbnb I’ve ever stayed at! Great location. Easy parking. Washer and Dryer work well
Superhost

Home in Mountain View

5 out of 5 average rating, 24 reviews

Downtown Mtn View Private Home with Hot Tub

MelissaRating, 5 stars104 months ago
This home and host were great! Mike was quick, responsive and very easy to work with. Their home is beautiful and described very accurately in the posting. Best part is the fantastic back yard and awesome location! Just a walk to Castro St which is filled with shops, great spots to eat and meet friends. We had a great stay here and will likely be back in the future.
Guest favorite

Condo in Santa Clara

4.94 out of 5 average rating, 293 reviews

La Casa de Alpaca

SusmitaRating, 5 stars3 weeks ago
This was my second time staying at Ivan’s place. Ivan is a great host and his place is spacious, clean, in a great location. I’d stay here again.

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 stars2 weeks 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.
Guest favorite

Train in Cupertino

4.92 out of 5 average rating, 383 reviews

Caboose in the redwoods just outside of Cupertino

JessicaRating, 5 stars3 weeks ago
We had a fantastic stay at the caboose in the redwoods. Beautiful location and well designed interior with all the comforts of home. Games and books for kids and toy trains, ride on trucks/trains and basketball hoop outside. The snacks and wine provided were a great touch/addition and the s'mores supplies for the fire pit outside were a great surprise. Very cozy and felt right at home. We loved our stay.
Superhost

Townhouse in San Jose

4.84 out of 5 average rating, 103 reviews

Santana Row Luxury Condo 2 Story 1100 Sq Feet

AdrianaRating, 5 stars3 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, 149 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

KevinRating, 5 stars3 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

Guest suite in Campbell

4.96 out of 5 average rating, 387 reviews

Cottage - bedroom, living, bath and small kitchen

AnnaRating, 5 stars3 weeks ago
We stayed here for two nights while visiting family for Thanksgiving. We found the place spacious, comfortable and clean, just what we needed. Parking was easy and so was finding the place. The hosts were communicative.
Guest favorite

Condo in San Jose

4.88 out of 5 average rating, 210 reviews

Santana Row Properties #2 - Silicon Valley Getaway

SarahRating, 5 stars1 month 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 stars3 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!

Family-friendly home rentals with a pool

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…
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 stars4 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.
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
Superhost

Home in Berryessa

4.62 out of 5 average rating, 127 reviews

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

ThomasRating, 5 stars2 weeks ago
Amazing stay! Would stay there again and host was great!
Guest favorite

Guesthouse in Los Altos

4.98 out of 5 average rating, 373 reviews

Splendid - Resort Style

StephenRating, 5 stars2 weeks ago
Another great stay! Sheila’s place is welcoming, spacious, and comfortable. Sheila is also a great host, responsive and helpful. Highly recommend to anyone looking for a Silicon Valley sanctuary.
Guest favorite

Home in Portola Valley

4.93 out of 5 average rating, 145 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

BenjaminRating, 5 stars2 months ago
We had a very enjoyable time in William’s home. This is a very friendly, spacious and unique place. In very beautiful surroundings and easily reachable. We’d be happy to come back!

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

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