Guesthouse holiday rentals in San Mateo County

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for San Mateo County guesthouses

Family-Friendly guesthouses

Superhost
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 507 reviews

Coastal Cabin-outdoor Firepit near Trails & Harbor

JoannRating, 5 stars3 weeks ago
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!
Top Guest favourite
Guesthouse in Redwood City
4.98 out of 5 average rating, 424 reviews

Quiet , Private Studio / Cottage

TimRating, 5 stars3 weeks ago
We really enjoyed our stay here. It was really clean, comfortable, and best of all very quiet. Also, the neighborhood is great. We would definitely stay here again if we were to visit the area another time.
Top Guest favourite
Guesthouse in Portola Valley
4.98 out of 5 average rating, 200 reviews

1 Bdr Cabana just west of Stanford

RickRating, 5 stars1 day ago
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.
Guest favourite
Guesthouse in San Francisco
4.92 out of 5 average rating, 310 reviews

Simplistic Crocker Suite

ReedRating, 5 stars1 week ago
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.
Guest favourite
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars6 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 favourite
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 :)
Top Guest favourite
Guesthouse in Atherton
5 out of 5 average rating, 208 reviews

Charming Cottage near Stanford in Lovely Garden

BofeiRating, 5 stars1 month ago
Warm and welcoming. I arrived close to midnight, and she stayed up late to greet me. I loved her cozy home, especially the beautiful garden and her lovely dog. Everything was spotless, and it truly felt like home. When I left, she came to say goodbye, which made me feel like I was leaving an old friend. I will definitely return!”
Superhost
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

Guesthouses with a patio

Guest favourite
Guesthouse in Belmont
4.88 out of 5 average rating, 50 reviews

Newly Built Private Guesthouse, Silicon Valley

OliviaRating, 5 stars1 month ago
Souhi’s place is great - very clean, modern, and had all the basic necessities. Sitting out on the deck with the fire pit on cooler nights was lovely.
Top Guest favourite
Guesthouse in San Carlos
4.99 out of 5 average rating, 106 reviews

Delightful Hideaway in San Carlos

FloreRating, 5 stars2 weeks ago
This spot is very well located, quiet, clean with everything you need. Very comfortable bedding. Very pleasant shaded patio. Marilynn is very friendly and responsive. An example, broken coffee maker changed within the next hour. We had a very good stay in this accommodation. Thanks again!
Guest favourite
Guesthouse in Half Moon Bay
4.94 out of 5 average rating, 174 reviews

Boho beach bungalow- walk to Poplar Beach

MoeRating, 5 stars3 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!
Top Guest favourite
Guesthouse in El Granada
5 out of 5 average rating, 84 reviews

Coastal Cottage Guest House

DevinRating, 5 stars2 weeks ago
We definitely enjoyed the stay, everything was clean and well maintained. The location was definitely convenient and is right where we wanted to be. Instructions were extremely clear and posted in convenient locations. We couldn't have asked for anything more.
Guest favourite
Guesthouse in Redwood City
4.96 out of 5 average rating, 27 reviews

Cottage. 15 Mins to train/dwntwn

MegRating, 5 stars1 week ago
Jo Ann’s place is super cute, clean, and has everything you need. The location was great for me and the selling points for me are the privacy and quietness. Will definitely stay again.
Guest favourite
Guesthouse in Palo Alto
4.93 out of 5 average rating, 127 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

RuoyingRating, 5 stars5 days ago
Host was super friendly and responsive. Highly recommend!
Superhost
Guesthouse in La Honda
4.89 out of 5 average rating, 18 reviews

Cozy Barn Retreat

CorinneRating, 5 stars5 months ago
Our family had a great stay at Jessica’s (we are neighbors undergoing construction so having this nearby was a godsend!). The casita was beautifully decorated. The deck and porch were so comfortable and inviting. The unit is very clean, parking is easy. Jessica is a great communicator, quick responses. Absolutely recommend Jessica’s place!
Superhost
Guesthouse in Redwood City
4.81 out of 5 average rating, 36 reviews

Detached Guesthouse with Stunning Bay Area Views

KacperRating, 5 stars3 weeks ago
This was a perfect getaway from the city. The place was cleaned and looked exactly as in the photos. The neighborhood is quiet and surrounded by beautiful views, perfect for relaxing. I definitely recommend it.

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 403 reviews

Cottage near downtown Palo Alto

RichardRating, 5 stars5 days ago
I've stayed in at least a half dozen other airbnb places in the Palo Alto/Menlo Park area over the last years, and this location was by far the nicest. It's very quiet and nicely appointed; easy parking and easy access; close to downtown Palo Alto; and above all, Bob was a wonderful host. Very easy to communicate and responses were almost instantaneous. I hope to have the chance to stay again the next time I'm in the area. Highly recommended.
Guest favourite
Guesthouse in Palo Alto
4.85 out of 5 average rating, 135 reviews

Cozy Professorville Cottage

JacobRating, 5 stars2 weeks ago
Perfect cottage, with a prime location. I stayed here for a week while on a work trip and it provided me with everything I needed. Thanks Gary !
Guest favourite
Guesthouse in Half Moon Bay
4.9 out of 5 average rating, 293 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

CynthiaRating, 5 stars2 weeks ago
We really enjoyed the space… Peaceful and quiet… Tastefully decorated… Perfect for our family of 3… Close to the beaches and lots of good eats to choose from nearby… We will be back.
Top Guest favourite
Guesthouse in Mountain View
4.99 out of 5 average rating, 111 reviews

Charming Peaceful New Studio in Mtn View

AndersRating, 5 stars2 weeks ago
I had a great three-month stay at this peaceful accommodation in Eric and Rebecca's garden while visiting Stanford Research Park. The hosts were incredibly kind, regularly checking in and offering helpful local suggestions. The space was quiet and tranquil and the sunny outdoor area made for perfect breakfast spots among the birds and fragrant flowers. Eric and Rebecca shared delicious oranges from their tree. The location is excellent – 15 minutes to San Antonio train station, with nearby bus stops, Safeway, etc. The free Palo Alto Link service to the research park is just five minutes away, making car-free exploration easy. Secure bicycle storage is available. The accommodation felt modern, clean, and well-maintained with great natural light, comfortable sleeping, and a functional workspace. The bathroom and shower were modern, and the kitchen included fridge, dishwasher, washing machine, and storage (no cooktop or oven). Perfect for long-term research visits – highly recommended!
Guest favourite
Guesthouse in Redwood City
4.94 out of 5 average rating, 123 reviews

Elegant & Convenient RWC Studio

Alex (Minjung)Rating, 5 stars5 months ago
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.
Guest favourite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 137 reviews

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

DarioRating, 5 stars2 weeks ago
Great place to stay.
Guest favourite
Guesthouse in Daly City
4.92 out of 5 average rating, 150 reviews

Luxury 4BR House at Westlake near BART, Beach Golf

MaribelRating, 5 stars1 month ago
The location was perfect, quite neighborhood and the host made sure we had everything we needed. I would definitely rent again in the future. Thank you to the host for the quick responses.
Top Guest favourite
Guesthouse in Palo Alto
4.98 out of 5 average rating, 261 reviews

Private *Airbnb PLUS* Mod Bungalow on Urban Farm

PatriciaRating, 5 stars2 weeks ago
Sarah was absolutely wonderful to communicate with and very accommodating. The pastries were an amazing treat and very helpful since we were arriving late in the night as well as having water for us to drink among the coffee and teas. The accommodations were very nice and clean. Sarah even recommended bike rental places.

Destinations to explore