Family-friendly holiday rentals in South San Francisco

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.

Our stay here was wonderful. Jeannie and Skate are the nicest people and were so helpful during our stay. The two cats are very sweet and were so great to spend time with. We loved our time here!

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!

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.

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.

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.

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 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!

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.

Audrey’s home was just as listed - quiet, comfortable, and well set up for a short stay. Check-in was easy, and everything worked as expected. A pleasant experience overall!

Was a great option for close proximity to the Google campus which is where we needed to be. Neighborhood seemed to be safe and walkable. It’s evident they are very involved with the beautiful landscaping and gardening on/around the property therefore notable tree pollen/allergens during the spring time. Overall a cute, cozy, and darling stay!

We loved our stay at Sara’s place. It was pretty, clean, easy to find and located in a really neat area with lots to explore on foot. Just what I was looking for, and I definitely hope to return this year to explore some more. I highly recommend her place …

My wife and I had a wonderful stay at Rick and Heather’s place at woodside. The place is quite spacious and quiet. It is just as described and there were no surprises . If you are looking for a peaceful mountain getaway that is within 30 min ride to Palo Alto, look no further. Things to keep in mind (these are clearly described in listing) are: 1. lack of a true kitchen despite having microwave, toaster oven and a hot plate. I do not recommend any cooking here however since there is no real place to wash dishes or drain etc. 2. The owners live there and although u get plenty of privacy you may run into to them occasionally. If this is not your thing, I recommend you find a different place.

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

You just can’t beat this locatjon, and I keep coming back (I think this was my 4th stay? Maybe 5th!) Great and helpful hosts.

This was a lovely place to stay. Nicely furnished. The kitchen was huge and had all kinds of things to make cooking easy - if we had been interested in cooking.

Our stay at Lori and Mike’s place was absolutely fantastic, and Lori truly made it unforgettable. While Mike was away on a trip, Lori went above and beyond to make sure we had everything we needed—and more. From the moment we arrived, she made us feel so welcome. She was warm, thoughtful, and incredibly attentive without ever being overbearing. It’s clear she genuinely cares about her guests and takes pride in creating a comfortable, personalized experience. She checked in with us just enough to make sure we were all set and shared amazing local tips that really made our trip extra special. Her kindness, attention to detail, and friendly energy made all the difference. We couldn’t have asked for a better host. Thank you so much, Lori—you’re truly one of a kind!

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.

Nancy was the nicest and most accommodating host we’ve had at a rental so far. We arrived late one evening when I realized I misplaced the dinner I’d packed to eat when we arrived and when I asked Nancy (who was greeting us when we first arrived) about pizza delivery options, she offered us a nice frozen cornbread pizza to cook in the rental. My hungry young son was so relieved. The backyard overlooks an incredibly green and peaceful hillside and we had such a relaxing time. Also downtown Fairfax is so close by and so adorable. Would love to come back!

The best in San Rafael, plenty of parking and a kayak . Gina is wonderful our guests arrived early so I was asking Gina for early check in Gina response yes right a way Thank you very much. Our guests so happy to stay at your beautiful house. We definitely come back to your beautiful house again! Thanks again Gina

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!

beautiful backyard with hot tub. very quiet area. highly recommended.

A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday