Guesthouse vacation rentals in San Mateo

This beautiful Oakland Oasis was better than I imagined it would be! This place exceeded my expectations! Coming through the gate the first night, to a path of twinkling lights leading us to our adorable cabin took my breath away! It was the perfect location for peace and quiet right in the middle of Oakland. My only regret is that I didn’t spend more time on the property. We flew in from out of state to visit friends and spent a lot of time out and about. I definitely want to come back to spend more time hanging out in the backyard with the goats and chickens. My 13-year-old loved the backyard, the trampoline and the animals. The location was very walkable and within several blocks of many restaurants and shops. We rented a car and street parking was easily accessible. Reinhardt Redwood Regional Park was only an 8 minute drive away and we spent most mornings walking through the mountains enjoying the beautiful trees and views of San Francisco. Highly recommend this listing!

I had a magic few days at Lori and Mike's. I drive a VW passat and I found the drive up the mountain to be non-challenging and even very fun by the end. The hosts are cool and easy to get along with. A+ doggo. Hot tub was great. Pool was fun. I usually stay in SF when I'm in the Bay Area. This was much more lovely and relaxing, with SF close enough that going in for dinner or a show felt like it wasn't a big deal. 100% would recommend this place. I brought my cat and had my lady friend with me for a night. Everyone loved it.

Very friendly and proactive host. Praceful and quiet location. Several pieces of lovely fruit were provided, as well as flavored sparkling water, milk, and granola/muesli, which was really convenient. Showerhead can be adjusted for angle and whether you want a straighter stream straight down, or a wider spray. I appreciated that there was a screen on the window so it was easy to get fresh air when I wanted while keeping bugs out. I suggest trying to time your arrival the first day during daylight hours, as that will make it easier to see the signs, especially when Google Maps is off by a few yards in terms of where it tells you to turn.

Amy's place was wonderful - one of the few places we've ever stayed that was even better in person than in pictures. It was clean, spacious, and very comfortable for the 2 of us. The outdoor space was amazing, plenty of quiet spaces to lounge in the sun and walk around. The area was great as well, quiet but close to downtown, and Amy was a thoughtful and responsive host, we really appreciated her thoughtfulness. The one thing to note is that the Wi-fi could be unreliable - we both worked from the Airbnb, and made it work for the week, but something to note for future visitors. We'd definitely recommend this place and plan to come back next time we visit. Thank you Amy!

This was an EXCELLENT Airbnb. Great value, beautiful property, plenty of privacy, exceptionally good instructions form the hosts. I can not recommend highly enough. Great place to recharge.

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!

We enjoyed our stay at Barbara's charming Backyard Beach House for the third time, and felt at home there. We find it restful to stay in this quiet neighborhood. It's always nice to communicate with Barbara and Ken, as they are readily available if we have questions or requests. We consider this house a gem of a find. Thank you again Barbara and Ken for contributing to our lovely vacation.

Ray’s place is like a home away from home tor us and we appreciate especially his accommodating change that arose this trip - quiet house, convenient location, and everything we needed.

We really enjoyed staying at Yao's place! It's located in a quiet, safe neighborhood while also being conveniently close to many great restaurants and other parts of the South Bay. The space is spacious, superbly clean, and has all the amenities one could ask for. Yao was a friendly and responsive host, and we would definitely stay again!

I enjoyed my stay at Mary Lee and David’s place. It was perfectly located for my purposes, affording easy access to both the East Bay and Marin. The place is well appointed and clean, the entry through the backyard pretty, and the neighborhood charming. They were great hosts - available, but not hovering, their communication clear and timely.

Marilynn has been great and very responsive when we have stayed there. The place is well-stocked and maintained, and San Carlos is a friendly town with good restaurants and boutique shopping.

I stay here whenever I'm in town absolutely my fav. Host is amazing and love her house! Thanks, Taylor!!

This place was so beautiful, the pictures didn’t do it justice. Perfect location close enough to restaurants, and lil shops!! Just away enough out of the city, but not to far out. Would definitely recommend to anyone wanting a nice cozy easy place to get to. Also my wife’s 50th birthday and I asked him to do something special for her birthday and he put out a birthday banner and a bottle of champagne!!

The attention to detail was excellent. The landscaping and the interior was very serene. And immaculately kept.

This is our fourth stay at Creole Place. Both Susan and her husband Gerald are very accommodating, kind, and responsive in every way without ever interfering in any way. The quiet location is easily accessed plus it is a quick walk to Safeway, CVS, and shops and restaurants at Red Hill Shopping Center. Our grandson has stayed with us and loves visiting. There is a beautiful very large screen TV with multiple kid friendly programs. A park with a ball diamond and playground, and a nice hill for exploration are both close by. Nice restaurants close by, but I really also enjoy cooking in the lovely kitchen. We celebrated Christmas** here with our family, and have made reservations to return to Creole Cottage in late April. **We were not able to find Christmas wrapping paper (last minute gifts) and the stores were SOLD OUT. I ran into Susan and mentioned going back to get bags when I really wanted/needed paper. She was there in 5 minutes with her wrapping paper.♥️

Fabulous! Darling little studio ADU. Sparking clean and beautifully appointed. Loved staying here and will again.

Christina’s place was perfect. Everything was as described in the listing. The views of San Jose were amazing. This is a very good location with security, inside a gated compound. We totally loved our stay here and will recommend Christina’s place to friends. We will definitely be back. Thank you Christina and Chris for hosting us!

First off I want to publicly say Thank Betsey for everything!! Great location, easy freeway access. Very close to downtown for restaurants and entertainment. For extended stays it is the best!!

My grandpa and grandma stayed here and they said this was the best bead and breakfast they have experienced in their life. huge thanks to Silvia for being responsive and making my grandparents feel at home!

Helen's place is roomy with a well-equipped kitchen and a nice bathroom. The dishwasher and washer/dryer provided added convenience. The location is just off busy Woodside Road with a Safeway market about 5 minutes away on foot.

Great host, very quick to respond the place was wonderful and I enjoyed my stay there and will be definitely looking forward to staying here in the future as well five stars highly recommended!

David and Margaret were wonderful people! They stayed on top of communication and they were very kind. We only stayed for a night but their backyard is beautiful, the room and interior had everything you needed and it was private. For the area, the room, and the scenery- definitely a great place to stay. They also had a nice fan and wall AC which was so nice with the warmer weather kicking in during the day.

We stayed at Matthew's place for 2 weeks and had a great stay. We highly recommend it to anyone visiting Marin! The location is incredibly convenient—right off the highway in central Marin—making it easy to explore the area. The house felt spacious for our family of 4 and everyone had enough room to work & relax. The kitchen was fully stocked and both the bedrooms & bathrooms were clean and comfortable. It's a well-maintained home so we had no complaints. Matthew and Tim were always available if we had questions and we highly recommend their house to anyone!

We chose this stay to host guests over the holidays and it had everything we could’ve needed. The kitchen was functional for cooking breakfast and the rooms were very private and had their own bathrooms. Xing Tian was very helpful when we needed an extra gate key, and when we had any questions. We’ll definitely be coming back!