
Guest house holiday rentals in Kentfield
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Top-rated guest house rentals in Kentfield
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Family-friendly guest house rentals

Farm in the city & sweeping bayview
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!

Stand-alone cottage in garden setting, parking.
Perfect location! I was in town running a training, and this place was the ideal private space to recharge. Quiet, comfortable, and well-situated. Maria was thoughtful, responsive, and easy to communicate with—everything I needed for a smooth stay.

Secluded Garden Cottage nr Bolinas Beach
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.

Garden guesthouse next to ElCerrito BART&shopping
Great place to stay at with responsive hosts. I enjoyed our stay. I’d consider staying at this place again.

Traditional Japanese Tea House
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!

Sunny studio near UCB
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.

Relax In Fairfax, Quiet Peaceful Retreat.
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!!

Secluded luxury cottage & hot tub
A lovely cottage in a backdrop of beautiful trees, birds, wildlife and a cute brook. It was very peaceful and calming. The bed was super comfy, and the cottage had everything we needed with lots of interesting furnishings from the owners travels. We explored San Francisco, Alcatraz and Berkeley. We left our car parked at the cottage and got Ubers… no need to worry about city parking or navigation! Laura was very responsive and we would definitely recommend this cottage.
Guest house rentals with a patio

Walk to Downtown Sebastopol * Luxe Vacation Living
Which a beautiful place! I wish I could live here.

Sonoma Wine Country Haven
My husband and I stayed in Anita’s home for a few days while in the area for a wedding. The photos of the private patio space and well equipped, modern interior were what drew us in and they didn’t disappoint. We had everything we needed including small touches that go a long way like bottled water (and miniature chocolates— a necessity for me personally). The home is well lit with natural daylight, while still being very turn-down friendly with nice shades and window treatments. We really enjoyed the patio space and the (gated) private entry. It was safe, clean and cozy, a very easy place to make home for several days+. While there, we even got a few glimpses and interactions with Anita’s PRECIOUS dog, Oisin and frankly wish we got to see more of him as we were missing our own dog at home (though he is much quieter, and we never heard a peep). Location was great, just a short distance from one of the top rated lunch spots in Sonoma. We’d definitely stay here again!

Guesthouse Garden Retreat
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!!!

Berkeley Bitty House - a little bit of home
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

Sausalito Garden Stay
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.

*New* Modern Studio Guest House
Peaceful oasis with a cute little private deck. Katie and neighbors were nearby but I barely saw them and still felt totally private. Pristine space, so clean and tidy (and I’m a germaphobe). The view outside is even better than photos. I could hear the owls and birds, felt close to nature but also not too close haha. Excellent WiFi. Katie is super friendly and helpful with any requests, and accommodating with late check in/out. I loved her space and plan to return! Easy to find even in the dark due to her careful instructions. Felt totally safe as solo female traveler. Would recommend!

Spacious West Side Garden Studio
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.

Comfy Studio Near Trails and Beaches
Chris’s property was extremely clean with great amenities. The best part was how quiet the area was. Definitely if I’m in the Point Reyes area I would gladly book a stay here again!
Guest house rentals with a washing machine and dryer

Redwood Heights Cottage with Stunning Bay Views
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!

Gorgeous Guest House with a Farmhouse Flair
My husband and I stayed here for our wedding night and it was absolutely perfect! The view is unreal and the chickens on the back side of the house are adorable and really quiet. Thank you Carissa!

Newly built Elegant and Stunning Guest house !
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!

Private Garden Studio, fast wifi near Bart
Loved my stay! It was the perfect home base while exploring the Bay Area. Felt super safe—especially as a woman traveling alone—to be behind the main house, a locked gate, and with my own personalized entrance code. The space had everything I needed for a comfortable stay. Would definitely recommend!

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!
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.

Sunny, central, quiet flat + yard
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.

Modern Sonoma Haven with Backyard Paradise & Pool
Amazing place and amazing host. We are so grateful we find Eliza and her place. Super helpful, great communication, Eliza’s place is so beautiful and we’ll take care of Thank you Eliza ❤️

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Description and pictures all matched. It was very private despite the main house being on-site. The hot tub was excellent and was so peaceful among pine and palm trees. Polina met us and showed us around. We did not use the pool but it was available. Bed, pillows and linens comfortable. We had very late nights due to our plans and felt easy and safe returning later at night. Parking on-site was appreciated.
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- Lake Berryessa
- Golden Gate Park
- Stanford University
- Oracle Park
- Twin Peaks
- Jenner Beach
- Bolinas Beach
- Montara State Beach
- Pescadero State Beach
- Rodeo Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Mission Dolores Park
- Rockaway Beach
- Black Sands Beach
- Children’S Fairyland
- Joaquin Miller Park
- Golden Gate Bridge
- Drakes Beach
- Limantour Beach
- San Gregorio State Beach
- Pier 39
- Six Flags Discovery Kingdom
- Point Reyes National Seashore