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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 months 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!
Guest favorite
Home in Menlo Park
4.89 out of 5 average rating, 54 reviews

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

SolinRating, 5 stars6 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
Guest suite in Boulder Creek
4.93 out of 5 average rating, 67 reviews

Magical Huckleberry Woods Sanctuary w/Pool and Spa

MarkusRating, 5 stars6 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!
Top guest favorite
Home in Redwood City
4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars7 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.
Top guest favorite
Villa in Monte Sereno
5 out of 5 average rating, 36 reviews

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

LyndsayRating, 5 stars3 months 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
Condo in Mountain View
4.95 out of 5 average rating, 132 reviews

Spacious Top Floor Condo Retreat

NatalieRating, 5 stars3 weeks ago
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!!
Superhost
Home in Mountain View
5 out of 5 average rating, 24 reviews

Downtown Mtn View Private Home with Hot Tub

MelissaRating, 5 stars107 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, 305 reviews

La Casa de Alpaca

MarieRating, 5 stars5 days ago
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

Guest favorite
Home in San Jose
4.91 out of 5 average rating, 387 reviews

Comfortable Whole Home on two house lot

JohnRating, 5 stars2 weeks ago
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.
Guest favorite
Train in Cupertino
4.92 out of 5 average rating, 392 reviews

Caboose in the redwoods just outside of Cupertino

ClarisaRating, 5 stars1 week ago
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.
Superhost
Townhouse in San Jose
4.85 out of 5 average rating, 104 reviews

Santana Row Luxury Condo 2 Story 1100 Sq Feet

AdrianaRating, 5 stars3 months 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 stars5 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, 159 reviews

Private Cozy suite Los Gatos -Saratoga

LeslieRating, 5 stars8 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, 400 reviews

Cottage - bedroom, living, bath and small kitchen

HarmonyRating, 5 stars3 weeks ago
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!
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 months 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, 373 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

JackieRating, 5 stars3 weeks ago
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

Guest favorite
Home in Menlo Park
4.9 out of 5 average rating, 81 reviews

Spacious Home in the Heart of West Menlo Park

DahkotaRating, 5 stars7 months ago
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.
Home in Union City
4.88 out of 5 average rating, 103 reviews

Impressive Exec. Luxury Home, Pool & SPA, Central

SwailemRating, 5 stars8 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
Home in Santa Clara
4.81 out of 5 average rating, 37 reviews

Modern Retreat in the Heart of Silicon Valley

JenniferRating, 5 stars6 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
Home in Redwood Shores
4.58 out of 5 average rating, 12 reviews

Charming family house in a Great location

ShayRating, 5 stars75 months ago
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.
Superhost
Home in Santa Clara
4.67 out of 5 average rating, 3 reviews

Modern Rivermark Home near tech companies

GregoryRating, 5 stars74 months ago
We enjoyed our stay; Gowri is a great host
Superhost
Apartment in San Jose
4.75 out of 5 average rating, 68 reviews

2 BR/2 full bath Modern Santana Row Condo sleeps 6

PatrickRating, 5 stars2 months ago
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.
Superhost
Home in Berryessa
4.62 out of 5 average rating, 127 reviews

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

ThomasRating, 5 stars3 months ago
Amazing stay! Would stay there again and host was great!
Guest favorite
Guesthouse in Redwood City
4.96 out of 5 average rating, 78 reviews

Cozy 1 BR Pool house with bdrm loft (2 sgl bds)

KristenRating, 5 stars9 months ago
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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