Family-friendly vacation rentals in North Fair Oaks

This is my second time staying here and it’s always great!! The place is amazing and Bradley is an amazing host! Will be returning soon one day!

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!

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 🙏

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!

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

⸻ I had such a wonderful two-week stay at the farm. From the moment I arrived, everyone was incredibly friendly—especially the sweet little black cat named Teva, who wore a green collar and quickly became a favorite companion. Toni was so kind and responsive, always making sure everything was just right. The farm felt very safe and peaceful throughout my stay. Being in a cabin on a farm, a few bugs are to be expected, but it wasn’t an issue—I came prepared with essential oils, which worked well to keep them at bay. The cabin itself is cozy and compact, but the many windows let in so much natural light that it felt bright and open. The shower was great too—good water pressure and ventilation, though it might be a bit snug for some. Overall, it’s a lovely little escape—close enough to San Jose for convenience, but with a feeling of peaceful seclusion that makes it feel like a true retreat.

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.

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!

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.

A recent stay at Robert’s home in Ben Lomond was exceptional. The property felt like home from the pictures on the wall to the books in the bookcase. The fully equipped kitchen, comfortable beds and toiletries was like walking into our personal family vacation home with everything clean and organized. Upon our arrival, we contacted the owner to let them know we arrived. We enjoyed a welcoming orientation of the property. The location was ideal with convenient access to stores and restaurants. We could not have selected a better place to enjoy quality family time and celebrate a graduation from UC Santa Cruz. This was a super stay and gets our highest recommendation.

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.

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 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!