Family-friendly vacation rentals in Hillsborough

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.

Tranquility Base…surely lived up to its name. So comfortable, so charming we felt like a part of the forest. The whole place had so much personality we felt right at home Magical and enchanting getaway Highly recommended We’ll be back

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.

We really really like this place. Time moves slower, and it feels very restorative, even if it’s just a weekend. Will easily go again.

I'm tempted to only say horrible lies about this place, because I want to keep this gem all to myself. But I can't think of a single negative thing to say about this place. The location was gorgeous, the interior design was beautiful, and the hot tub in the middle of the redwoods was just the cherry on top.

My daughter and I enjoyed our stay at Laura’s place. The place was super cute and it was along a creek. We loved the eucalyptus trees and the greenery surrounding the cottage. We both enjoyed hot tub after a long day of exploring Berkeley nearby.

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.

Danielle’s home was cozy and sweet. It was very clean and she responded quickly to our questions.

My cats and I absolutely loved our stay! The place had tons of natural light and felt super homey. I even made a few new fur friends around the neighborhood! The host and neighbors were all super friendly with animals, and the whole community felt really safe and welcoming. Honestly, the location, price, and comfort were all spot-on. I’ll definitely be booking this place again next time I’m in South Bay!

Ramil's place was located in a beautiful, quiet neighborhood, yet still close enough to San Francisco that traveling back and forth throughout the day was easy to do. This location was also only 15-20 minutes away from the Oakland airport. If we return to the Bay area anytime in the near future, I'll definitely be looking at Ramil's place again!

This review is actually from my husband (we booked his stay through my Airbnb account): My second stay here with just a 2 day break in between, 7+ weeks in all at Amy’s and Edgar’s. Lovely people. Very welcoming. Everything I needed to be comfortable and functional - including remote work situation - and great hiking just outside the door, during a particularly stressful period in my life.

I enjoyed my time at Audrey’s place. They are centrally located and the backyard is a beautiful place to work or unwind. Audrey, Jordie, and the pups were very friendly and hospitable. I would highly recommend their place for any guest visiting Oakland.

I stayed here for a month and it was great, I highly recommend! As described and seen in the pictures. Annie was helpful and ensured I had everything I needed. I think this apartment is perfect for 1-2 people with a child or small/medium-sized pet. Clean and cozy with nice, warm lighting. The bed was comfy, kitchen was small but well-equipped, living room was roomy with a medium-sized couch, and bathroom more than sufficient. I loved relaxing on the deck as well! The neighborhood is hilly and beautiful, close to bus/ferry/restaurants/stores. Touristy downtown, but not as much in the immediate vicinity. I walked A LOT with my dog and enjoyed it, but the hills can be steep! Definitely a very safe area. The only “con” is, in my opinion, it’s just a bit expensive for the size. However, I understand it’s in a pretty wealthy neighborhood and am sure Airbnb fees/taxes account for a decent part of the cost. Suffice to say, this is a once-in-a-long-while stay for me. Hopefully that’s fair.

Our stay at Caroline's place was wonderful. We have two kids so the private outdoor space was great. The location was wonderful with restaurants, cafes, bars, grocery, etc. Also walking distance to Golden Gate Park. I would definitely recommend.

I was in Danville to visit friends. I had time and easy opportunity to walk Iron Horse trail out their back gate to the downtown area and to enjoy the shops, restaurants and ambiance. The area is desirable for so many reasons and John's home and guest house is another pleasant part of that attraction. Thanks.

It was the perfect place for our family to gather over the holidays. Cozy but spacious with that back cottage providing a separate space for separate couple.

I had a magic few days at Lori and Mike's. I drive a VW passat and I found the drive up the mountain to be non-challenging and even very fun by the end. The hosts are cool and easy to get along with. A+ doggo. Hot tub was great. Pool was fun. I usually stay in SF when I'm in the Bay Area. This was much more lovely and relaxing, with SF close enough that going in for dinner or a show felt like it wasn't a big deal. 100% would recommend this place. I brought my cat and had my lady friend with me for a night. Everyone loved it.

If you’re looking for a few nights tucked away in the hills of Northern California, this is a great spot. It feels like a true retreat, but you’re still just a short drive from Sausalito, Mill Valley, Stinson Beach, downtown San Francisco, and more. The space is wonderfully designed—it has a real vibe—and our hosts were kind and helpful throughout.

This was our 3rd stay here and as always it was amazing! Jenny is the most thoughtful host and we can’t wait to be back again soon!

Amy's place was wonderful - one of the few places we've ever stayed that was even better in person than in pictures. It was clean, spacious, and very comfortable for the 2 of us. The outdoor space was amazing, plenty of quiet spaces to lounge in the sun and walk around. The area was great as well, quiet but close to downtown, and Amy was a thoughtful and responsive host, we really appreciated her thoughtfulness. The one thing to note is that the Wi-fi could be unreliable - we both worked from the Airbnb, and made it work for the week, but something to note for future visitors. We'd definitely recommend this place and plan to come back next time we visit. Thank you Amy!

Had an amazing stay at Gina’s house for a girls retreat weekend. The house is amazing with really good vibes! Kitchen was fantastic for cooking group meals and overall could not have asked for a better place!

I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

If I could give a rating of 6 stars, I would. This is my go-place when I have to be in the Bay Area.....if it is available. Peaceful is amazing to work with. It has a great location, gated parking, very comfortable bed and more

We had a wonderful stay at Bill's guest cottage. We found everything as advertised, and the surroundings, especially at sunrise, were serene. The vines were lovely and the morning air fresh and crisp. The beds were very comfortable, and the living space fully accommodated our party of three (two adults, one teenager). We spent most of our daytime out and about with nearby family, so we did not have a chance to try out the kitchen, but it was well-stocked. Bill was highly responsive throughout the booking process and answered our questions. We highly recommend!