
Family-friendly vacation rentals in Cupertino
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Top-rated family-friendly rentals in Cupertino
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cupertino family-friendly rentals
Family-friendly home rentals with a hot tub

Sweet Studio -SF Peninsula
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!

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

Magical Huckleberry Woods Sanctuary w/Pool and Spa
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!

Private suite
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.

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

Spacious Top Floor Condo Retreat
This place is such a gem that I’m inclined to be selfish and not tell everyone about it! Modern appliances, close to grocery and mass department, clean and recently renovated. Very happy and will book this again!!

Downtown Mtn View Private Home with Hot Tub
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.

La Casa de Alpaca
Nothing bad to say about this place. Everything was in pristine condition and it was a very comfortable place to stay. It was also the perfect location for us. We would definitely stay here again!
Family- and pet-friendly home rentals

Comfortable Whole Home on two house lot
We spent 4 nights at Wrich's home in San Jose. We loved the privacy and appreciated that it was a separate unit with no shared walls. The neighborhood is peaceful and quiet and we loved taking our dogs on walks to the nearby park. There are many friendly kitties outside who love to say hello. The unit was exactly as advertised and extremely clean. It was the perfect place to stay with our pets. Wrich was highly communicative throughout our stay. Highly recommend this Airbnb for pets and families. Also great for business travelers.

Caboose in the redwoods just outside of Cupertino
This was the best airbnb we have ever stayed at. It was such a charming little place and the kids (9, 2, and 6 months) had the best time. The older 2 were so amazed at everything and was happy to be able to play with all the toys around the property. We had everything we needed and more. When our toddler had a little accident outside, Pat and Doris personally came out to check in on us which we greatly appreciated.

Santana Row Luxury Condo 2 Story 1100 Sq Feet
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.

Cottage near dwntwn Palo Alto, Stanford, Face-book
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!

Private Cozy suite Los Gatos -Saratoga
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.

Cottage - bedroom, living, bath and small kitchen
Vijeta and Meenu were wonderful hosts. We enjoyed staying in their beautiful suite and we had a lovely time while in the Campbell, Los Gatos area. It was a delight to stay with them. They were very helpful and very kind. We would love to come back again!

Santana Row Properties #2 - Silicon Valley Getaway
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.

Stay Nestled in Ancient Redwoods in Silicon Valley
Lovely views day or night and very quiet and peaceful. Perfect for a getaway and plenty of space! The miles of nearby walking/running trails are a huge bonus.
Family-friendly home rentals with a pool

Spacious Home in the Heart of West Menlo Park
We hosted a small get together for my partner's birthday and this location was perfect! Everybody loved how many activities were available. The pool was great and the trampoline was a big hit. MaryAnn was a very responsive and gracious host.

Impressive Exec. Luxury Home, Pool & SPA, Central
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…

Modern Retreat in the Heart of Silicon Valley
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

Charming family house in a Great location
Leonid and Meytal's place was the perfect spot for our family (which includes a toddler and fur child as well). The location was great for visiting the city as well as several friends around the Bay Area. It's also located near a nice trail which was walking distance to a playground (score). Super communicative and also we are very grateful to have a local contact (our family member locked us out of the Airbnb, aghh) who was able to give us a spare key. The only thing is there is no microwave (but we got by just fine). Definitely recommend if you're looking for a Bay Area place for a visit.

Modern Rivermark Home near tech companies
We enjoyed our stay; Gowri is a great host

2 BR/2 full bath Modern Santana Row Condo sleeps 6
Great location on Santana Row with cafes and restaurants within a short walk. We only used the kitchen for breakfast. It was suitable for other meals, too. The two BRs and two BAs were useful. Note that the 3rd bed is upstairs next to the master. We enjoyed relaxing on the couch and watching TV.

Serene, Large 4BR/2.5BA Home in San Jose
Amazing stay! Would stay there again and host was great!

Cozy 1 BR Pool house with bdrm loft (2 sgl bds)
This is located in a quiet and nice neighborhood! You can sleep with the windows open without issues. Alexander is a very nice host and is always available when needed and has great suggestions and otherwise will fully respect your privacy in a very proactive manner. You can use the pool upon request which we have done a number of times. The unit is a standalone dwelling and therefore fully private. You can park in the driveway and have your own entryway. I enjoyed it very much and only didn’t stay longer as he was already booked for another 4 months!
Quick stats about vacation rentals that are family-friendly in Cupertino
Total rentals
130 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
3.5K 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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