Guesthouse vacation rentals in Woodside

This cottage was absolutely stunning and lovely. Perfect for our family. It was cozy, comfortable, safe, beautiful garden and had everything we needed to make our stay in the Bay Area a truly special experience. We would definitely stay there again if we come back! One of my favorite places I’ve stayed in.

A wonderful place in the heart of San Francisco. We loved waking up looking at the wonderful flowers in the back yard, sitting outside with one of the nice books Rosa has in the room. And then just walking not even 30 meters to find a perfect latte and croissant at the corner coffee shop! We will be back and I highly recommend Rosa’s place. Grazie Rosa!

My partner and I were looking for a quiet spot near the city, and happened upon this listing. It ended up being an incredibly restful stay! The room was clean and the backyard was incredibly spacious. We were able to spend time in the jacuzzi and even made s’mores on one of the fire pits. The views were amazing, and reading outside in the morning was a great way to start our day. The owners were incredibly responsive and gave us a tour of the grounds as soon as we checked in. Overall, it was a wonderful stay with gracious hosts!

My stay in Amy's home was relaxing, peaceful and comfortable. I loved the location - nested against the hills and so close to shops/restaurants. I loved walking the hills in the neighborhood and coming back to a quiet and comfortable space. You are in the backyard of the owners but they are friendly and respectful and the setting is idyllic.

Radhia's place was very cozy and just perfect for our weekend. We were attending a wedding and had other events as well and this really fit the bill. We'd love to come back.

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!

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!

Perfect location, 3 min drive to the quaint town of Willow Glen. Our family needed a place to be near friends for a 60th birthday. Plenty of quality towels, Air conditioners worked great, beds comfortable, lots of pillow options, one bed firm, the other bed soft, important toiletries were plentiful. Nice linens. Cold waters waiting in the fridge when we arrived. It is on a busy street but it gets quiet at night. Noise did not bother us at all. Good windows help but really not bad at all. We didn’t use the kitchen or laundry facilities so can’t comment on that but they looked new and clean. We would absolutely stay again! Thank you!!

Such a lovely place. Very Clean & had everything we needed for the stay. The bed was comfortable, loved that the chairs are quiet when you move them, the couch was comfy to where I fell asleep on it while watching some TV. Yao was responsive and super nice. I'd stay here again.

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!!!

Taylor’s place is great. Extremely peaceful and quiet. The place is spotless and the garden is stunning! Would highly recommend

David’s place is amazing. It’s clear he cares a lot about the space, the garden and everything in-between. The apartment is a 15 min walk from everything you could need. I would definitely stay here next time I’m in SF. David and his dog Buster are both very friendly and kind hosts.

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!

We enjoyed our stay at Gregory’s cottage. Lovely neighborhood and convenient for our needs. Interior was clean with modern fixtures. Prompt communication. Thank you for being a wonderful host.

Katie's place was the perfect spot for me to stay while I was visiting my son at SCU. Way nicer than a generic silicon valley hotel : )

nice place good area for a home base to check out San Francisco and at the same time Monterey Bay.

This is an Airbnb I won't hesitate to return to again. Its convenience was convenient for our needs but most importantly, the property is incredibly relaxing and enjoyable. It was the perfect space for 4 people and we loved having the chickens as well as the neighborhood cat hang out with us. The place overall was clean and beds and sofa comfortable. We didn't cook but the kitchen had everything we needed for coffee, tea and light breakfast. Neighborhood is quiet and quaint. Lastly, this is the only Airbnb we've stayed at that truly doesn't require cleaning. No stripping of the bed, starting a load with the dishwasher or taking out the trash. Finally a host doing the right thing and making it easy for us to leave without scrambling. Thank you

Christina's home had a beautiful view of the city's skyline and was extremely peaceful at night. we enjoyed the cricket chirping. The kitchen was well appointed and they thought of the items a guest might need during their stay. The beds were comfortable and checking in was very easy and flexible. My small family was very comfortable in her home. The best part was the cute little dog named Charlie that would visit my child.

Very comfortable, clean, and nice area

Michelle was very hospitable. The backyard was beautiful and well maintained. The cottage was private, very peaceful and in a safe neighborhood. It felt both modern and cozy ♡ I loved the cute kitchen, the nice shower, the outdoor patio with seating and the comfy bed. I will definitely return to stay again as I am originally from the bay area and this location is perfect for hanging out or quickly getting many other surroundings cities that I frequent. I can't wait to go back to the cottage for my next bay area trip!

Silvia is the most wonderful host! Thoughtful and attentive. She has a welcome snack and champagne waiting for you when you arrive. She’s truly thought of everything! The Studio is also great! Private and peaceful. Very well stocked. She’s got everything you’ll need! We loved the private outdoor area to enjoy the sunshine. We stayed for a longer amount of time and she made sure we had fresh linens for the bed and fresh towels. We would absolutely stay here again.

We were lucky to find an opening for the dates we needed it for. Everything provided for the 3 of us visiting. Very quiet neighborhood - you just have to pass through several businesses to get to the place but once you are the property, it is peaceful and quiet. Love the attention to detail, and the walkway lights were all solar powered and triggered by motion detectors and they all worked flawlessly. Check in instructions were missing in Airbnb page but a quick message to the host and I received a response immediately with the necessary information. very responsive host. Thanks for everything.

This was the cleanest Airbnb we have ever stayed in – everything looked almost brand new. Xing Tian welcomed us personally and was always available to answer our questions and assist us when needed. We felt very comfortable during our stay and are very thankful. We can highly recommend this accommodation to other guests.

This is my second time at Suzanne’s bathhouse. I love it so much. The house is so beautiful and the backyard with hot tub is perfect and serene. She has everything you will need to not leave the house! But there’s also great stuff to do and restaurants in the area. Suzanne is a perfect host and very helpful!