Guest house holiday rentals in Kentfield

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!

Dai was SO helpful! Always responsive, helpful, and so flexible with my check in date/time, and overall stay in general. Beautiful view. Perfect for an individual or couple.

Five stars all around. This was my wife and I's second time staying at Mai's place (the first time being one year ago on our honeymoon!). We love SF, and Mai's place is the perfect respite from the city while remaining relatively close to most areas of interest. Mai is so kind and accommodating, and her place surely does feel like home! We look forward to staying here again and again in the future.

Great place to stay at with responsive hosts. I enjoyed our stay. I’d consider staying at this place again.

Our stay at the Quail House was everything we wanted and so much more. A truly magical place. Judith was also an incredible host and a pleasure to get to know.

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!

My family stayed in Teresa’s place and could not have had a more wonderful experience. Teresa was lovely and very communicative which made everything super easy. The location is beautiful and incredibly peaceful. We walked everywhere and always had a quiet, cool spot to come home to at the end of the day. I highly recommend staying here ♥️ We hope to be back!!

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!

Which a beautiful place! I wish I could live here.

Wir haben 5 Tage in SF verbracht und waren begeistert von Lindas Tiny Haus. Das Auto stand sicher in der Einfahrt und es gab 3 Buslinien in der Nähe, um zu allen wichtigen Sehenswürdigkeiten zu kommen. Das MUNI Tagesticket kostet ab 1.7.2025 5,70$. Das ist supergünstig, die Fahrt dauert ca. eine Stunde. Ein Laden für die wichtigsten Lebensmittel gibt es in Laufweite. Die Wohnung ist mit allem ausgestattet, so dass wir dort frühstücken konnten und auch einfache Gerichte gekocht haben. Das Essen am Tisch neben dem Bett ist eng, aber ok. Alles war super sauber und funktional eingerichtet. Sogar Klima und Heizung. Das Duschen in dem kleinen Bad ging auch sehr gut. Leider war es zu kalt, um den Sitzplatz draußen zu benutzen. Die Wohnung ist sehr ruhig. Vielen Dank für die Snacks, Linda :-)

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!!!

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

David‘s place was lovely. We really loved the backyard as it was very tranquil and very beautifully landscaped. If it hadn’t been such a windy week, we would have spent lots of time out there. The inside of that place was lovely and comfortable. David was a very nice host and very helpful as well. We would definitely stay here again.

Katie’s guest house studio was an amazing find. The space was clean, comfortable, and had everything we needed for a relaxing stay. It felt peaceful and private, making it the perfect retreat. Katie was incredibly friendly and shared great tips about the area. The location in Glen Ellen was ideal—quiet and charming, yet just a short drive to the wineries in Napa and Sonoma. If you have the chance to stay here, take it—you’ll be glad you did.

Alexi's place was wonderful for a three night, mid-week stay. His place is clean and spotless. Quiet and peaceful. The pictures and description are accurate. I found the neighborhood behind his house to be a lovely and hilly place to walk. There is a teeny bit of a walk from parking on the street in front of the house to the unit at the back of the property, but that takes only one minute and is easily doable by anyone. Just keep that in mind if you need to make multiple trips to bring in your things. Alexi is a great host. Very communicative, kind, and easy to interact with.

This is our 5th stay. Our grandson loves being here. This time one of the things we did was drive up the road to Fairfax to see Thunderbolt, and then we had a Marvel Movie Marathon with all the comforts of home and a much larger TV. Matthew pronounced it "a nice set up!" We have easily had family dinners and holiday celebrations and appreciate having Safeway, a park, trails and many conveniences within easy walking distance. When driving, there are all kinds of great restaurants, parks, and other activities well worth exploring. Our family is in Corte Madera and SF so we really like this location. We usually come at Christmas so the spring weather was a delight. Susan's flowers were blooming. She had put 2 sprays of gorgeous yellow orchids in a kitchen window. She also had vases of roses and 1 of white orchids on tables and counters. Such a thoughtful touch. We are both readers; she recommended a book to me, and my book is now reading it in Sept. Creole Cottage is an easy place to be.

Sarah’s place was really cozy and quiet! We spent a lot of time in SF but it was really nice coming back to the cottage and sleep in the comfortable bed! We would definitely stay again. It wasn’t too far from public transportation and the view was amazing! The kitchen had everything we needed and we really enjoyed cooking breakfast and dinner with the view!

We had a wonderful five days at Magesh’s guest house! The interior is beautiful and we soon felt right at home. The bed is very comfortable and the bathroom is spacious with a great shower. Magesh was very easy to communicate with, and even went out of his way to be sure we had everything we needed. When I asked if they had a Bluetooth speaker in the house, he sent his wife Rupa over with one for us to use! Rupa also made samosas for us, and on our last night, she brought us two beautiful little cakes from her favorite bakery!

The quaint little cottage was tucked away in a peaceful neighborhood, nestled right in the backyard of the owner's home. We absolutely loved spending some quality time together! The beds were comfortable! They were nice and firm, just how I like it. The chickens were absolutely adorable, and they were being taken care of so well! We can't recommend this place enough and are already looking forward to our next visit!

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.

Very clean and pleasant spot near downtown, with a private patio. The unit is above garages (so you don't hear anyone downstairs). Comfy bed. Well-equipped kitchen. It's tucked back from the street, but from the bedroom you can hear a little bit of the E. Washington traffic (less than a block away). We'd stay here again.

Eliza's place was wonderful for us (two parents and a 4 month old baby) for a weekend - we had everything we needed and it was incredibly easy to check in and out. Eliza and her family were there and great to spend time with, but we also felt we had space to ourselves to rest and relax. We will hopefully be back!

it was exactly as described and it had exactly what we needed. felt like being home, nice and quite neighborhood. very confortable bed abd pillos is a must for me and it was just like that! I really enjoyed staying there and would recommend it.

Private, peaceful, quiet, easy walk to downtown, lovely neighborhood, beautifully decorated, very responsive & friendly host, nice outdoor seating on the patio under a beautiful redwood tree.