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Guesthouse holiday rentals in Kentfield

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Popular amenities for Kentfield guesthouses

Family-Friendly guesthouses

Superhost
Guesthouse in Gerstle Park
4.84 out of 5 average rating, 167 reviews

Farm in the city & sweeping bayview

HaleyRating, 5 stars1 week ago
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!
Guest favourite
Guesthouse in Bolinas
4.93 out of 5 average rating, 181 reviews

Secluded Garden Cottage nr Bolinas Beach

MathieuRating, 5 stars2 months ago
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.
Top Guest favourite
Guesthouse in El Cerrito
5 out of 5 average rating, 205 reviews

Garden guesthouse next to ElCerrito BART&shopping

MarieRating, 5 stars4 weeks ago
Great place to stay at with responsive hosts. I enjoyed our stay. I’d consider staying at this place again.
Superhost
Guesthouse in North Berkeley
4.84 out of 5 average rating, 1,338 reviews

Traditional Japanese Tea House

TomRating, 5 stars4 days ago
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!
Guest favourite
Guesthouse in Berkeley
4.94 out of 5 average rating, 480 reviews

Sunny studio near UCB

DavidRating, 5 stars6 days ago
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.
Guest favourite
Guesthouse in Fairfax
4.95 out of 5 average rating, 366 reviews

Relax In Fairfax, Quiet Peaceful Retreat.

KimberlyRating, 5 stars1 week ago
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!!
Guest favourite
Guesthouse in Kensington
4.94 out of 5 average rating, 693 reviews

Secluded luxury cottage & hot tub

AmandaRating, 5 stars1 day ago
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.
Top Guest favourite
Guesthouse in Albany
4.93 out of 5 average rating, 209 reviews

Cozy backyard cottage

CyrilleRating, 5 stars1 month ago
Very quaint and clean. Beautiful and inviting grounds. Close to amenities. Loved the opening windows on all four sides. Easy and convenient access. Loved the attached laundry facilities. HIGHLY recommend this little gem!

Guesthouses with a patio

Guest favourite
Guesthouse in Sebastopol
4.95 out of 5 average rating, 165 reviews

Walk to Downtown Sebastopol * Luxe Vacation Living

EmmaRating, 5 stars1 week ago
Which a beautiful place! I wish I could live here.
Top Guest favourite
Guesthouse in Crocker Amazon
4.98 out of 5 average rating, 104 reviews

La Casita - a quiet studio, Crocker Amazon area!

AnthonyRating, 5 stars1 day ago
Very clean, quiet neighborhood, and had everything we needed! Would be happy to stay again.
Guest favourite
Guesthouse in Oakland
4.91 out of 5 average rating, 345 reviews

Guesthouse Garden Retreat

MadalynRating, 5 stars2 weeks ago
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!!!
Top Guest favourite
Guesthouse in Berkeley Hills
4.99 out of 5 average rating, 190 reviews

Berkeley Bitty House - a little bit of home

AaronRating, 5 stars2 weeks ago
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
Superhost
Guesthouse in Sausalito
4.88 out of 5 average rating, 129 reviews

Sausalito Garden Stay

Linda And AndrewRating, 5 stars3 days ago
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.
Top Guest favourite
Guesthouse in Petaluma
4.98 out of 5 average rating, 204 reviews

Spacious West Side Garden Studio

IvarsRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Mill Valley
4.98 out of 5 average rating, 214 reviews

Mill Valley Garden View Guest House, Free Parking

HeatherRating, 5 stars3 weeks ago
This was my second time staying here, and definitely not my last. Caroline is an amazing host. She goes out of her way for her guests to make them feel welcome and at home.
Top Guest favourite
Guesthouse in Lagunitas
4.99 out of 5 average rating, 148 reviews

Comfy Studio Near Trails and Beaches

GabrielRating, 5 stars4 days ago
Would highly recommend! We had a lovely time and the breakfast was fantastic!

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Redwood Heights
4.99 out of 5 average rating, 203 reviews

Redwood Heights Cottage with Stunning Bay Views

EsmeraldaRating, 5 stars1 week ago
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!
Top Guest favourite
Guesthouse in Petaluma
4.99 out of 5 average rating, 161 reviews

Newly built Elegant and Stunning Guest house !

JoanneRating, 5 stars3 days ago
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!
Top Guest favourite
Guesthouse in Sonoma
4.99 out of 5 average rating, 232 reviews

707 BARREL LOUNGE Cottage

AmberRating, 5 stars3 days ago
If you're looking for a quiet place to unwind and relax, we HIGHLY recommend Barrel Lounge. Whether you want to chill in the hot tub, lay in the pool, or lounge on the deck while grillin' out, this place has it all. Beyond the amenities, the hosts, Kathy and Jim are incredible. They were very accommodating, providing everything we could have needed. They are two of the most kind-hearted people. Every interaction with them was a delight. Top notch experience: 1000/100 as our son would say. Many thanks to Kathy and Jim for making our honeymoon one that we'll never forget.
Top Guest favourite
Guesthouse in Oakland
4.97 out of 5 average rating, 248 reviews

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

MariaRating, 5 stars4 days ago
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.
Top Guest favourite
Guesthouse in Petaluma
4.99 out of 5 average rating, 134 reviews

Sunny, central, quiet flat + yard

MiriamRating, 5 stars2 months ago
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.
Guest favourite
Guesthouse in Sonoma
4.94 out of 5 average rating, 246 reviews

Modern Sonoma Haven with Backyard Paradise & Pool

QuincyRating, 5 starstoday
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!
Guest favourite
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 579 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

KatieRating, 5 stars3 weeks ago
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.
Guest favourite
Guesthouse in San Pablo
4.92 out of 5 average rating, 133 reviews

Bright and cozy San Pablo hills studio.

RosalbaRating, 5 stars1 day ago
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.

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