Guesthouse holiday rentals in Woodside

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!

simply Laura's family are so wonderful hostess, beautiful persons and the house is very nice place, peaceful, beautiful and for my wife and I will be thinking to return again soon.

we absolutely loved Chantelise's cottage. It was our first flight with our 7 month old and the space was perfect. Our son lived the micro farm. Such a beautiful space. We will be visiting again!

Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!

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.

We thoroughly enjoyed our stay. We were comfortable, slept well, and loved the private and beautiful surroundings

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 :)

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!

This was one of the most beautiful airbnbs we’ve stayed in! The house is gorgeous and the property is so cool - our kids loved all of the animals. Laurel is so communicative and helpful. We truly had the best time!

Yao was a perfect host. She was always responsive to my inquires and was very accommodating when I asked for an earlier check in. Yao Airbnb was very clean, in a quite neighborhood and just a short drive to Kaiser Santa Clara where I had an early morning appointment.

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!!!

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!

Host was super friendly and responsive. Highly recommend!

We loved our stay at Julie’s studio. It was such a beautiful space and perfect for our needs. The outdoor area is beautiful and the inside is cozy and so well put together. We enjoyed walking in the neighborhood to get delicious food. Would definitely stay again!

Caroline’s place was clean and comfortable. She was so kind and offered us lemons from her tree and recommendations for a local beach! We would definitely stay again.

We stayed a week at the Digital Nomad Retreat visiting family and the redwoods. This Airbnb really is a stellar 5* retreat. We enjoyed the surrounding, of course, and the Airbnb is spotless and perfect. Robert is the perfect host and always a text away. I’m sure we will return to this quiet, adorable get-away in the trees.

We had a delightful stay here! It was a great location - easy to walk to the beach and drive downtown. The stay was comfortable, clean, and quiet.

Excellent stay as always. Walkable distance into town. Lovely garden to chill out in. Flora always on hand to help out. I love her doggy Honey x

This is our first Airbnb experience and we were glad we chose this place for our first stay. Rahil was a very-very responsive and kind host. We had a tiny bit of trouble first entering the property due to the locking system. I messaged Rahil and he quickly responded and fixed the lock and we were good to go for the rest of our stay. The place was spotless and very clean when we first entered. It is like having your own mini house with all the amenities you need even for a long stay. Everything was professional, instructions were clear, bed and sofa bed were comfortable. The area is super nice and private. It is like a 5 minute drive to Santana Row, Valley Fair Mall, and multiple restaurants. I had no problem keeping my car parked in front of the property and never felt like it was going to be a problem. Overall I would definitely recommend staying at this Airbnb and you are in good hands with Rahil.

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!!

This place was a very cute and peaceful retreat from the daily grind. I only stayed one night but it was everything I needed and expected. Clean and with all the amenities, great stay and I’d stay here again!

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.

This is my favorite Airbnb! Cosy, serene, beautiful fruit trees and birds! I love Shii’s place. It’s a gorgeous cottage tucked away in a lovely backyard…all windows and light.

such a nice little neighborhood to walk the dogs, cute space with everything we needed and easy access to freeway for travel into SF! wonderful stay!