
Guesthouse holiday rentals in San Mateo County
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Top-rated Guesthouses in San Mateo County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for San Mateo County guesthouses
Family-Friendly guesthouses

Coastal Cabin-outdoor Firepit near Trails & Harbor
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!

Quiet , Private Studio / Cottage
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.

1 Bdr Cabana just west of Stanford
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.

Simplistic Crocker Suite
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.

Cottage near dwntwn Palo Alto, Stanford, Face-book
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!

Spacious cottage near downtown & Stanford with AC
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 :)

Charming Cottage near Stanford in Lovely Garden
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!”

Tree-top studio--walk to Stanford
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

Newly Built Private Guesthouse, Silicon Valley
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.

Delightful Hideaway in San Carlos
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!

Boho beach bungalow- walk to Poplar Beach
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!

Coastal Cottage Guest House
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.

Cottage. 15 Mins to train/dwntwn
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.

Palo Alto Cottage: Privacy, Comfort & Convenience
Host was super friendly and responsive. Highly recommend!

Cozy Barn Retreat
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!

Detached Guesthouse with Stunning Bay Area Views
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

Cottage near downtown Palo Alto
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.

Cozy Professorville Cottage
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 !

Stylish Spacious Seaside Retreat, Walking to Beach
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.

Charming Peaceful New Studio in Mtn View
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!

Elegant & Convenient RWC Studio
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.

16017-Private 2BR Guest Unit near HWY, BART & Mall
Great place to stay.

Luxury 4BR House at Westlake near BART, Beach Golf
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.

Private *Airbnb PLUS* Mod Bungalow on Urban Farm
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.
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- Santa Cruz Beach
- Capitola Beach
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- Golden Gate Park
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- Mission Dolores Park
- China Beach, San Francisco
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- Joaquin Miller Park
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