Family-friendly vacation rentals in Cupertino

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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 stars2 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!
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 stars5 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 stars5 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 stars1 month 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, 159 reviews

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

MiyukiRating, 5 stars2 weeks ago
We stayed with five people, and the space was more than sufficient. The room was very sophisticated and clean, but the bathroom door didn’t close properly, which made opening and closing it a bit challenging. Additionally, adjusting the shower temperature was somewhat difficult. Other than that, everything was perfect, and we had a very comfortable stay.
Guest favorite

Condo in Mountain View

4.95 out of 5 average rating, 129 reviews

Spacious Top Floor Condo Retreat

TiffanyRating, 5 stars3 weeks ago
Joann's place was perfect for my mother-in-law! We live in the same community so my mother-in-law was able to walk to our unit easily and she loves the landscaping of our community so it was a treat for her to walk through it every day. On top of that, Joann's place was more updated and nicer than ours so she felt very pampered. :P My mother-in-law kept calling it the penthouse suite so it was a great success. If possible, we would book it for every one of her visits!
Superhost

Home in Mountain View

5 out of 5 average rating, 24 reviews

Downtown Mtn View Private Home with Hot Tub

MelissaRating, 5 stars105 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, 296 reviews

La Casa de Alpaca

ClintRating, 5 stars2 weeks ago
An excellent second stay at this conveniently located place. The hosts are polite on top of communication and the instructions are very helpful. Easy parking and access. I would definitely recommend this place for business travelers or small families visiting the area. The fitness center has just enough to edge out local hotels and the outdoor areas are quaint and well kept.

Family- and pet-friendly home rentals

Guest favorite

Home in San Jose

4.92 out of 5 average rating, 383 reviews

Comfortable Whole Home on two house lot

SarahRating, 5 stars2 days ago
Wrich’s place was great, just like he described it, but even better. Very responsive and helpful! Great homey place close to downtown and the airport! loved it, would recommend, and would come back to stay again :)
Guest favorite

Train in Cupertino

4.92 out of 5 average rating, 387 reviews

Caboose in the redwoods just outside of Cupertino

TiffanyRating, 5 stars1 week ago
What a lovely spot. Its obvious Pat and Doris founded their homestead on kindness and love. The community surrounding them are warm and welcoming. We made good memories here. Thank you again! Looking forward to coming back soon!
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 stars2 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 stars4 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 stars6 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

4.95 out of 5 average rating, 396 reviews

Cottage - bedroom, living, bath and small kitchen

KateRating, 5 stars2 days ago
Vijeta and Mennu have a lovely, comfortable spot in a central location which is walkable to the shops yet also in a nice neighborhood area. The apartment has everything you need. It was perfect and I am already scheduled to return.
Guest favorite

Condo in San Jose

4.88 out of 5 average rating, 210 reviews

Santana Row Properties #2 - Silicon Valley Getaway

SarahRating, 5 stars2 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, 370 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

ReidRating, 5 stars1 week ago
Woodside - and particularly up the hillside is like an emerald enchanted forest. Ricks place is like a hideaway from another time, cozy, enchanting and homey. We had quite time nested in the Redwoods and adventures galore. Come explore!

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 stars7 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

4.89 out of 5 average rating, 54 reviews

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

SolinRating, 5 stars5 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

4.81 out of 5 average rating, 37 reviews

Modern Retreat in the Heart of Silicon Valley

JenniferRating, 5 stars4 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 stars72 months ago
We enjoyed our stay; Gowri is a great host
Superhost

Apartment in San Jose

4.75 out of 5 average rating, 67 reviews

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

PatrickRating, 5 stars1 month 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 stars1 month ago
Amazing stay! Would stay there again and host was great!
Superhost

Condo in Morgan Hill

4.79 out of 5 average rating, 33 reviews

Cozy two bedroom condo with free parking.

StellaRating, 5 stars5 months ago
Susan's place was close to everything specifically downtown Morgan Hill. Restaurants, dessert shops, different ethnic foods were all there and we enjoyed going to all of them after working remotely during the day. She had excellent and top of the line appliances such as the washer and dryer, full-sized refrigerator, toaster, and kitchen utensils. Working remotely is a lifestyle that is a big part of my husband's and mine. Susan made it seamless for us with her high speed wifi. I was even able to workout every morning as she has a spacious living room. Thanks again Susan for hosting us!

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