Guest house holiday rentals in San Mateo

Really cool and thoughtful garden Joshua and his dad built! We had a chill and relaxed stay. Also appreciated their recommendations for nearby cycling routes!

David’s place was well appointed, clean and thoughtfully furnished and organized. There were power strips with electrical outlets and USB ports wherever they might be needed — a nice touch. Coffee was plentiful and the kitchen well supplied. David and Goldie went out of their way to make us feel at home. We will definitely return.

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!

It was a great stay. They have a beautiful property and garden. Berkley is a great walking city. It was fun to explore. This was my 2nd time to Berkeley, and my wife and kid's first. She loved the city. Thanks for a great stay.

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!

The place was convenient to stay, clean, quiet, and felt safe. The kitchen was much bigger than a typical in-law unit and pretty much equipped, so it made cooking convenient. The closet was big enough to stay for a month. Washer and dryer were right behind the unit, big enough, and not shared with others. Shower booth was a bit small, but that was ok. The place was easy to access and parking was always easy. Easy access to 101. Walking to the downtown redwood city took only a few minutes. Delivery was always done correctly, and I’ve never lost any package. The hosts were easy to reach out and very helpful.

This is the third time we stay in Tracy's place, and it's always a great pleasure. The location is great, the house is very well equipped, clean and very comfortable. Tracy responds quickly to any messages and really makes us feel at home. Will keep coming back :)

Julie and I had a wonderful time at Margaret and Phils. It was near a neighborhood I grew up. The accommodations were great, private cottage and beautiful gardens. They have a dog, Sadie, who was a delight. We hope to go back in the future.

Very clean, quiet neighborhood, and had everything we needed! Would be happy to stay again.

This was our first time staying in a guesthouse, and sharing a space with the owners, and I was completely blown away, we both felt right at home, so much so we didn’t wanna leave haha. Victor and Michelle gave us our privacy but also complete freedom to play music, relax on the patio, and roam around their absolutely beautiful backyard. We were able to come and go as we please and always know our things would be safe. The kitchen had everything you could need, the bed was extra comfy and the shower was a DREAM, the whole experience was incredibly cozy and peaceful. This was truly the best place we both have ever stayed, 1000% would recommend!!!

Our stay at this Airbnb was fantastic! The space is beautifully decorated, very clean, and thoughtfully equipped. One of the highlights was the bed, it even has a built-in massager, which was such a relaxing treat after a day of exploring. The kitchen is fully equipped with everything you need to cook or just enjoy a cozy night in. If you’re planning a trip to Half Moon Bay, make sure to stop by Sam’s Chowder House, it’s an absolute must. The food there is unbelievable! The only small issue we ran into was with the shower. The water tends to splash out, even reaching into the bedroom area. It wasn’t a deal-breaker for us, but just something to be aware of. Overall, we had a wonderful experience and would definitely come back. Highly recommend this place!

Eugenia’s place and Eugenia and her husband are fantastic… One of the most comfortable organic cotton beds I’ve ever slept on, the most enchanting, beautiful property, and every appliance state of the art, efficient and intentional with the touch of love. Eugenia brought me teas, and various unconventional items I asked for. And the natural light and airflow were wonderful. And very healing and the most peaceful and healing neighborhood I’ve stayed at in the East Bay. For anyone looking for a healing retreat, Book this place as soon as possible

Host was super friendly and responsive. Highly recommend!

We loved our stay at Julie’s studio. It was such a beautiful space and perfect for our needs. The outdoor area is beautiful and the inside is cozy and so well put together. We enjoyed walking in the neighborhood to get delicious food. Would definitely stay again!

The Casita in the Trees was the perfect getaway and Melodie and family were amazing hosts. The space has a very nice layout, the kitchen and other rooms are lovely with charming ambiance and thoughtfully stocked, you have everything you need and more. The soft morning birdsong was so pretty amongst the oak trees, the view is spectacular, and Melodie was such a thoughtful and kind host. I would absolutely recommend!

Such a sweet & easy stay. Thank you! We loved staying at your cozy Aframe. It was a beautiful location walkable to Tilden park with epic views. Very clean, comfortable & with everything we needed. Especially grateful for the coffee. Our little dog had a great stay too. Thank you so much!

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.

Stayed here for a weekend to attend a wedding. Devora was very helpful and friendly and made sure my stay was comfortable and seamless. The neighborhood is absolutely gorgeous and I found lots of things to do in the area. The space had everything I needed, couldn’t have asked for better hosts! 100% would come return.

Charming cottage! Louis was a great host (didn’t get a chance to meet Jess!). The neighborhood is quiet and very peaceful! There’s a very nice private patio, great place to have your morning coffee and just relax

This is the ONLY home I will stay in when visiting my sister in Menlo Park. Beautiful setting, quiet, tastefully designed, responsive hosts 10/10!

I am a single woman traveler with two large dogs (8-night stay) Bonus: The bedroom was surprisingly large, and the modern bathroom was a standout. Having a dedicated parking spot in San Francisco — even for my SUV — was a huge plus. I felt safe at this location, which is important when traveling alone. There’s a lovely park just a few houses down the street. The host also provided coffee for the mornings, which was a thoughtful touch. The home included a desk for remote work, and they accepted my two large dogs, which I appreciated. For the price, parking, and pet-friendliness, this was a good stay. Just to keep in mind: The place is dog-friendly, but it needs some upkeep. A few things didn’t work as expected or were broken, and the closet was cluttered with items. Overall, the space didn’t exactly match the photos and could use attention to bring it back to its listed condition. Overall: If you don’t plan on cooking and need local transportation, this place could be a great fit.

Silvia is the most wonderful host! Thoughtful and attentive. She has a welcome snack and champagne waiting for you when you arrive. She’s truly thought of everything! The Studio is also great! Private and peaceful. Very well stocked. She’s got everything you’ll need! We loved the private outdoor area to enjoy the sunshine. We stayed for a longer amount of time and she made sure we had fresh linens for the bed and fresh towels. We would absolutely stay here again.

This is our first Airbnb experience and we were glad we chose this place for our first stay. Rahil was a very-very responsive and kind host. We had a tiny bit of trouble first entering the property due to the locking system. I messaged Rahil and he quickly responded and fixed the lock and we were good to go for the rest of our stay. The place was spotless and very clean when we first entered. It is like having your own mini house with all the amenities you need even for a long stay. Everything was professional, instructions were clear, bed and sofa bed were comfortable. The area is super nice and private. It is like a 5 minute drive to Santana Row, Valley Fair Mall, and multiple restaurants. I had no problem keeping my car parked in front of the property and never felt like it was going to be a problem. Overall I would definitely recommend staying at this Airbnb and you are in good hands with Rahil.

Great place to stay.