Guest house holiday rentals in San Mateo County

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in San Mateo County

Family-friendly guest house rentals

Superhost
Guest house in Half Moon Bay
4.82 out of 5 average rating, 508 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
Guest house in Portola Valley
4.98 out of 5 average rating, 200 reviews

1 Bdr Cabana just west of Stanford

RickRating, 5 stars6 days 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.
Top guest favourite
Guest house in Woodside
4.99 out of 5 average rating, 545 reviews

Guest House in the Woods

MaryRating, 5 stars3 weeks 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!
Top guest favourite
Guest house in Hillsborough
4.95 out of 5 average rating, 919 reviews

Little Cottage on the Hill

WynnRating, 5 stars5 days ago
We thoroughly enjoyed our stay. We were comfortable, slept well, and loved the private and beautiful surroundings
Guest favourite
Guest house 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
Guest house 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
Guest house in Atherton
5 out of 5 average rating, 209 reviews

Charming Cottage near Stanford in Lovely Garden

RobertRating, 5 stars1 week ago
Julie and I had a wonderful time at Margaret and Phils. It was near a neighborhood I grew up. The accommodations were great, private cottage and beautiful gardens. They have a dog, Sadie, who was a delight. We hope to go back in the future.
Superhost
Guest house 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

Guest favourite
Guest house in Menlo Park
4.95 out of 5 average rating, 58 reviews

Charming Detached Studio Cottage in West Menlo

HaticeRating, 5 stars5 months ago
Geeta is a great host, responsive and sweet. She picked up the phone at 6am when I needed help. Great stay at her place.
Top guest favourite
Guest house in San Carlos
4.99 out of 5 average rating, 106 reviews

Delightful Hideaway in San Carlos

FloreRating, 5 stars3 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
Guest house in Half Moon Bay
4.94 out of 5 average rating, 174 reviews

Boho beach bungalow- walk to Poplar Beach

MoeRating, 5 stars4 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
Guest house in El Granada
5 out of 5 average rating, 85 reviews

Coastal Cottage Guest House

ScottRating, 5 stars2 weeks ago
Perfect place to explore El Granada! Loved the bike ride to half moon bay. Definitely the highlight of our stay. They also had the most comfortable bed! We even looked at the type of mattress so we could replace our with the type of mattress they provided! Very clean, comfortable and the host was responsive and friendly. Highly recommend!!
Top guest favourite
Guest house in Redwood City
4.96 out of 5 average rating, 28 reviews

Cottage. 15 Mins to train/dwntwn

MegRating, 5 stars2 weeks 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
Guest house in Palo Alto
4.93 out of 5 average rating, 127 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

RuoyingRating, 5 stars1 week ago
Host was super friendly and responsive. Highly recommend!
Guest favourite
Guest house in La Honda
4.89 out of 5 average rating, 19 reviews

Cozy Barn Retreat

ClassyRating, 5 stars1 week ago
loved this little barn. perfect for our stay and had everythingbee needed. I even met Jessica who is a doll and super sweet and had helpful info for us to pick up some produce. This place was very good an quiet. Away from the street noise and close to everything we needed. Would definitely stay here again.
Superhost
Guest house 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
Guest house in Menlo Park
4.91 out of 5 average rating, 403 reviews

Cottage near downtown Palo Alto

RichardRating, 5 stars1 week 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.
Top guest favourite
Guest house in Menlo Park
4.99 out of 5 average rating, 131 reviews

Quaint Cottage Near Downtown Palo Alto

VivianRating, 5 stars6 days ago
Charming cottage! Louis was a great host (didn’t get a chance to meet Jess!). The neighborhood is quiet and very peaceful! There’s a very nice private patio, great place to have your morning coffee and just relax
Guest favourite
Guest house in Palo Alto
4.85 out of 5 average rating, 135 reviews

Cozy Professorville Cottage

JacobRating, 5 stars3 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 !
Top guest favourite
Guest house in Mountain View
4.99 out of 5 average rating, 111 reviews

Charming Peaceful New Studio in Mtn View

AndersRating, 5 stars3 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
Guest house 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.
Top guest favourite
Guest house in Redwood City
4.99 out of 5 average rating, 113 reviews

Private Cottage near Redwood City and San Carlos Downtowns

ShaneRating, 5 stars9 months ago
Great experience in every way. Nico was response and friendly. Place was just as described. Would definitely stay again
Guest favourite
Guest house in Menlo Park
4.91 out of 5 average rating, 128 reviews

Menlo Park 2 Bedr Cottage

TanyaRating, 5 stars1 month ago
Perfect little spot! The cottage was clean, well-maintained, peaceful, and had everything I needed to be very comfortable during my 3-night stay. The neighborhood is gorgeous -- I enjoyed getting outside for exercise every morning. Plus there are plenty of shops and restaurants close by. I would absolutely recommend this place and wish all Airbnbs were so good!!
Guest favourite
Guest house in Redwood City
4.95 out of 5 average rating, 443 reviews

🌼Modern guesthouse w private patio and ♨️ hot tub

FlorianRating, 5 stars2 days ago
Ela was so friendly and we felt at home right away. The guest house is perfect for visiting Palo Alto, San Francisco and the bay area. we really enjoyed our stay and will keep this spot in mind for our next visit!

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