Family-friendly holiday rentals in Woodside

Julieta's place is wonderful, offering an experience that goes beyond expectations. The views are absolutely breathtaking and the house itself is exceptionally spacious, meticulously clean, and thoughtfully equipped with a wealth of amenities to ensure your comfort and enjoyment.

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!

A gem of a space, spent 6 relaxing days enjoying the sound of waves, the wind and watching Karl move in and out. Thank you Yeshi for being an amazing host and human being 🙏

Quiet, peaceful, beautiful garden, responsive host, ample street parking. Definitely worth the price. Plus there's a hot tub you can use after the end of a long day or before the start of one like how we used. MINUTES away from bars, restaurants, and shopping in Oakland. Great location. Thank you so much for the comfortable stay!

This house is amazing, has everything u need to have a great time Especially good if u have little ones

Very quiet and peaceful setting for relaxation and reading and writing. Easy walking to a lot of good restaurants and public transport. Rainbow and Zan were easy to communicate with and facilitated an early check in which was helpful. Would stay here again!

My family and I really enjoyed our stay. The place was exactly as described and shown in the pictures. The views, however, must be experienced firsthand. Definitely recommend!

The Aerie is definitely a hidden gem, we had such a relaxing time. I didn’t even realize a spot like this was available and affordable in Oakland. It was definitely worth hiking up those 108 stairs. Im definitely coming back!

The place was perfect for our stay. Spacious and has everything we need. Wrich was responsive and helpful.

Quiet, clean & cozy space equipped with everything needed for a comfortable stay. Toni is a considerate and responsive host who ensures all your needs are meet.

The place was very nice. We have kids & grandkids in the Bay Area and like to visit as often as possible. The place was clean and comfortable but most of all very welcoming. And Ramil reached out to make sure our needs were met. If the need arises we would definitely stay there again

Very thankful for this quaint experience! The kids loved the toys and the very kind neighbor helped make sure we had chargers for all the electric toys.

Very convenient location, easy walk to UC Berkeley. Even though it's near a busy intersection, it felt very quiet and peaceful. The unit is much more spacious than I was anticipating and it was nice to have a complete kitchen. Al is a very kind and responsive host. I would definitely recommend!

My wife and I stayed with our toddler and my mom. It was plenty of room plus the king size bed was big enough for two adults and one kid. We loved the place and Mary Ann was very accommodating.

The place was comfortable and great for an extended stay! Tidy, cozy, and great location! Very clear instructions for the home and check in. Any time i had questions, they were very quick and responsive! I would definitely stay here again!

This place is great. Nice patio area with chairs. Bathroom is spacious with his and hers sinks. Bed is super comfortable, memory foam. Host is super friendly and helpful with whatever you need.

Really hard to describe how wonderful the whole back yard is. Sunset here were amazing. All kinds of wildlife. The smell of the California hills in springtime always refreshes. Dogs loved it (and couldn't quite believe it). We swung on the swing, sat in the gazebo, enjoyed basking in the balcony views.

simply Laura's family are so wonderful hostess, beautiful persons and the house is very nice place, peaceful, beautiful and for my wife and I will be thinking to return again soon.

If you have a chance to book one of Jenny's properties, I would encourage you to do so. Of all the hosts we have encountered, she is the best. The suite was spotless and thoughtfully appointed with everything someone could want during their stay. The grounds of her home were just beautiful, a welcomed retreat from the outside world. In addition, Jenny was an incredibly resposive host. She provided great recommendation and suggestions for our visit. She was also incredibly kind to my daughter. Thank you Jenny for your warmth in welcoming is to your home.

My stay in Amy's home was relaxing, peaceful and comfortable. I loved the location - nested against the hills and so close to shops/restaurants. I loved walking the hills in the neighborhood and coming back to a quiet and comfortable space. You are in the backyard of the owners but they are friendly and respectful and the setting is idyllic.

it's a wonderful house and the location is great too! walk to shops, parks, playground....etc also they provided lots of toys and kid books, my kids were so happy stay in there. Walter was really helpful and easy to communicate with.

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.

Description and pictures all matched. It was very private despite the main house being on-site. The hot tub was excellent and was so peaceful among pine and palm trees. Polina met us and showed us around. We did not use the pool but it was available. Bed, pillows and linens comfortable. We had very late nights due to our plans and felt easy and safe returning later at night. Parking on-site was appreciated.

During my stay at Joann’s place, I felt safe and very comfortable. The whole home is bright and spotlessly clean, with greenery visible outside the windows. Parking was very convenient, and communication with her was smooth throughout. The kitchen was fully equipped, allowing me to cook and enjoy a good glass of red wine. The sofa was cozy and the bed was spacious. I was pleasantly surprised to find such a wonderful place—thank you!