Guesthouse vacation rentals in San Francisco Peninsula

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for San Francisco Peninsula guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Oakland
4.97 out of 5 average rating, 246 reviews

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

BrookeRating, 5 stars3 days ago
We loved our time here! Not only were Darren and Laura wonderful hosts and communicators, but the property genuinely exceeded our expectations, the Airbnb was MORE beautiful in person than in the photos (hard to believe, I know), and the location of the neighborhood was incredible — high up on a hill of a beautiful and safe neighborhood. 😍 Only recommendation for future guests — book one extra day!! There is so much to do and such little time! We would’ve loved to have one more day to enjoy the Airbnb a little more. Would recommend to anyone and everyone!
Guest favorite
Guesthouse in Oakland
4.93 out of 5 average rating, 235 reviews

Eco-Cottage Sanctuary in Garden Oasis

KatieRating, 5 stars2 weeks ago
we absolutely loved Chantelise's cottage. It was our first flight with our 7 month old and the space was perfect. Our son lived the micro farm. Such a beautiful space. We will be visiting again!
Top guest favorite
Guesthouse in Portola Valley
4.98 out of 5 average rating, 198 reviews

1 Bdr Cabana just west of Stanford

silviaRating, 5 stars1 month ago
We had a truly wonderful stay! The home was cozy, clean, and perfectly located, but what really made the experience special was the kindness and hospitality of our hosts. They even invited us to one of their favorite local spots for dinner—it was such a memorable and thoughtful gesture. We felt warmly welcomed and completely at home. To make it even more special, my son celebrated his 10th birthday here, and it couldn’t have been a more perfect setting. Highly recommend this place to anyone visiting the area!
Top guest favorite
Guesthouse in Woodside
4.99 out of 5 average rating, 545 reviews

Guest House in the Woods

MaryRating, 5 stars1 week ago
Such a serene location! Nestled amongst the trees, this Airbnb will have you feeling like you’re a world away without being far from amenities at all. My husband and I enjoy staying here tremendously. The place was spotless and has everything you could need for a comfortable stay. Lea was one of the friendliest hosts I’ve ever come across and made us feel warm and welcomed. Can’t wait to visit again!
Guest favorite
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars5 months ago
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!
Guest favorite
Guesthouse in Palo Alto
4.96 out of 5 average rating, 125 reviews

Spacious cottage near downtown & Stanford with AC

FlaviaRating, 5 stars1 month ago
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 :)
Guest favorite
Guesthouse in Sunnyvale
4.96 out of 5 average rating, 429 reviews

Private cottage in a garden

SukuntheaRating, 5 stars2 weeks ago
Was a great option for close proximity to the Google campus which is where we needed to be. Neighborhood seemed to be safe and walkable. It’s evident they are very involved with the beautiful landscaping and gardening on/around the property therefore notable tree pollen/allergens during the spring time. Overall a cute, cozy, and darling stay!
Guest favorite
Guesthouse in Menlo Park
4.89 out of 5 average rating, 143 reviews

Tree-top studio--walk to Stanford

AlbertRating, 5 stars1 month ago
The apartment is ideally located for visiting Stanford and is in a quiet neighborhood surrounded by trees and flowers, and lots of birds. The host is very friendly and responsive

Guest house rentals with a patio

Top guest favorite
Guesthouse in San Francisco
4.98 out of 5 average rating, 102 reviews

La Casita - a quiet studio, Crocker Amazon area!

IlonaRating, 5 stars1 month ago
Linda welcomed us in person while we were checking in. Cozy, super well equipped little 1 room apartment. Very clean & tidy with a lot of extras. Not that far from airport & bus line 3-5 min away. We felt right away home and comfy. Thank you Linda also for your recommendations & quick responses. We loved staying there and would book with her again. Highly recommended for 3-5 days or longer Wish you all the best
Guest favorite
Guesthouse in Oakland
4.91 out of 5 average rating, 345 reviews

Guesthouse Garden Retreat

MadalynRating, 5 stars1 week 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!!!
Guest favorite
Guesthouse in Half Moon Bay
4.94 out of 5 average rating, 173 reviews

Boho beach bungalow- walk to Poplar Beach

MoeRating, 5 stars2 weeks ago
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!
Guest favorite
Guesthouse in Menlo Park
4.93 out of 5 average rating, 221 reviews

Charming, modern, restorative, private studio

ErinRating, 5 stars3 weeks ago
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!
Superhost
Guesthouse in Alameda
4.87 out of 5 average rating, 127 reviews

Pet-Friendly Guest House with Private Patio

RobynRating, 5 stars3 weeks ago
Super spot for us! We were in town for a party and the host was great at checking in to make sure we had everything we needed! Lovely Airbnb!
Top guest favorite
Guesthouse in San Rafael
4.96 out of 5 average rating, 156 reviews

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

MeganRating, 5 stars1 week ago
Casita in the trees is such a beautiful property, with amazing views. We enjoyed the pool and walks around the neighborhood. Melodie was quick at responding and super helpful with our questions. The pool was amazing and warm! We brought our dog and the dog kit was a perfect addition and made our dog feel welcomed! I highly recommend booking this listing and we’d be back soon!
Guest favorite
Guesthouse in Berkeley
4.94 out of 5 average rating, 120 reviews

Berkeley Bayview Bungalow

DeannaRating, 5 stars6 days ago
really great place to stay. Chris was a wonderful host and the view was exceptional during the sunset and morning. only qualm was the windows didnt open/open easily but everything was spotless and they provided kitchenware, towels and the bungalow was cozy. would stay again if I were back in berkeley 🌟
Guest favorite
Guesthouse in San Jose
4.9 out of 5 average rating, 107 reviews

Modern 2 bedroom 1 Bath Backyard Retreat

NelsonRating, 5 stars1 month ago
We absolutely loved our stay at Sanjay's place! It was an amazing home base. You can't beat the location – having tons of great shops and restaurants just a short walk away was a huge plus. The place itself felt great, really comfortable. And Sanjay was an amazing host! Great communication, always quick to respond and really helpful. Made everything feel so easy and welcoming. We'd definitely recommend it to anyone looking for a great spot. Thanks for hosting us, Sanjay!

Guest house rentals with a washer and dryer

Superhost
Guesthouse in Oakland
4.93 out of 5 average rating, 301 reviews

Private Garden Studio, fast wifi near Bart

BridgetRating, 5 stars4 weeks ago
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!
Top guest favorite
Guesthouse in La Honda
4.95 out of 5 average rating, 438 reviews

Bicycle Shack @ La Honda Pottery

AnkorRating, 5 stars1 week ago
I had the absolute pleasure of staying in a beautiful cabin in La Honda, CA last weekend, and it was truly a fantastic experience from start to finish. The cabin itself was cozy, peaceful, and surrounded by the stunning natural beauty of the redwoods — the perfect escape from the city. What made the stay even more special were the incredible hosts. Devora and her husband who own the property were warm, welcoming, and went above and beyond to make us feel at home. Their hospitality was genuine and heartfelt, and it really made all the difference. Whether you’re looking for a quiet retreat in nature or just a memorable weekend getaway, I can’t recommend this place highly enough. I left feeling refreshed, grateful, and already looking forward to coming back!
Guest favorite
Guesthouse in San Francisco
4.89 out of 5 average rating, 114 reviews

Newly Remodel Guest Suite-Separate Entrance

YvetteRating, 5 stars3 weeks ago
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.
Guest favorite
Guesthouse in Kensington
4.94 out of 5 average rating, 692 reviews

Secluded luxury cottage & hot tub

MeganRating, 5 stars2 days ago
Wonderfully quiet location in the trees next to a tiny creek. Perfect getaway from the city, yet so accessible and decorated with beautifully woven fabrics from the owner’s business.
Guest favorite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 136 reviews

16017-Private 2BR Guest Unit near HWY, BART & Mall

CaseyRating, 5 stars1 week ago
Great converted garage which was built out and felt like a small home. Private, quiet and safe. Full kitchen, nice bathroom. Mattresses were very firm but wife and I slept like babies so no issue for us. Would definitely stay here again.
Guest favorite
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 273 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

RichardRating, 5 starstoday
The space was very nice and exactly as described. Clean and comfortable and was in a good location for us!
Top guest favorite
Guesthouse in Sunnyvale
4.99 out of 5 average rating, 221 reviews

Lux Villa, sunny deck w fire pit, private retreat

VictoriaRating, 5 stars1 week ago
We had a wonderful stay , Sheryl is truly an amazing person and was beyond attentive !
Guest favorite
Guesthouse in San Mateo
4.99 out of 5 average rating, 164 reviews

Modern guest house in great location

SophiaRating, 5 stars2 weeks ago
Had a great stay! Clean and great location. It did get a bit stuffy at times and unfortunately, the chickens next door made it difficult to keep the window open.

Destinations to explore