Family-friendly holiday rentals in San Mateo

This house was amazing and super clean. The view was incredible. We very much enjoyed our family event of 3 days. I would highly recommend this place.

Had a lovely stay at Annette and Fred’s place - the location was great, the house was fully stocked and the hosts were extremely responsive when we had questions. Having a hot tub and gas fireplaces were an added bonus for spending the evenings admiring the views.

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!

We loved this home. The area was great and near everything and the street was nice and quiet for the area. The home was immaculate, the care to maintain this home is obvious! Next time we are in San Francisco, this will be our first choice for lodging.

Yeshi's home is a museum of colorful artwork from her travels around the world. Wonderful to be lulled to sleep by the ocean waves.

This place is beautiful, well-decorated, immaculate and perfect!! You can not find this kind of place anywhere else. We had a wedding venue and it was indeed walkable to the event venue and lots of restaurants. The area is very pretty and quiet. Nancy was very attentive, always responded within a few minutes and gave us her undivided attention. I highly recommend this place for you and your family if you are at Half Moon Bay!

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!

We had a wonderful stay at the cottage! The garden is full of flowers and eucalyptus trees, and the spa is peaceful and private. The space is bright, very clean, and has all the amenities you could need. The bed was super comfortable and the comforter nice and warm. We especially loved the owner’s artwork displayed throughout the cottage—it adds such a personal touch. The hosts were incredibly responsive and kind. Tilden Park is just 10 minutes away and perfect for nature walks. We really enjoyed our time here and would absolutely come back!

This was perfect for our 4-night vacation in San Francisco. Melissa was helpful for questions about places to eat and how to use the fire pits on the beach just north of there. We would absolutely stay here again, with everything we needed and such a short walk to the ocean.

We loved staying here! It was very spacious and felt very homey. We also loved the outside garden seating. We enjoyed talking with Georgina, she was very sweet! Would definitely stay here again :)

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

This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!

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.

Absolutely enjoyed! The home was so welcoming and cozy, a picturesque beach cottage. The outdoor space was so beautiful and peaceful. Great location that is quiet and close proximity to the beach and trails. Guliz was very friendly and responsive. You can tell a lot of thought and care went into the home. Would absolutely recommend!

Beautiful space and definitely unique from other places I've stayed in. Would highly recommend.

Will and Jane were excellent hosts. The back house is light filled and spotless. It’s comfortable and well organized. It was peaceful, tucked away in a garden! I loved feeding the fish. Both Will and Jane were responsive and offered a great recommendation. I know I’ll stay here every time I come to San Francisco!

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.

Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!

Our family had the most incredible weekend at Gina's beautiful home! First of all, a HEATED POOL makes all the difference, huge plus! We loved spending time in the backyard with so many beautiful outdoor areas to hangout with family, including your own private dock with a kayak! We were a little bummed the outdoor firepit wasn't working because we loved being outside so much but maybe next time. We hope to come back soon! We loved the big wooden table and big cozy couch for all 8 of us to enjoy time eating meals and playing games together! It was super convenient to have the grocery store just 6 minutes down the road as well. She was also extremely accommodating which made the stay even better!

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.

This place is increíble! Hosts were friendly and proactive. The pool was heated to a perfect temperature and the view is unbeatable. The recommendations for hikes and restaurants were spot on. My husband and I had an amazing little getaway and we’d recommend this place to anyone looking for a peaceful, gorgeous place to stay!

Description and the pictures were all accurate. Very easy walking distance to the BART station with easy access into SF. House is very private and in a nice area. Polina was extremely helpful with making recommendations for SF. Would certainly recommend.

Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.

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!