Guesthouse vacation rentals in Woodside

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!

Superb location for walking to Univ Ave restaurants. Lovely neighborhood for walking. Quiet. Short drive to med ctr. Personable hosts.

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!

Had an absolutely lovely stay at Rezan’s place. She was the utmost in hospitableness and thoughtfulness The property is absolutely gorgeous, filled with birds and trees and flowers and the sound of frogs, statuary, walking paths, places to sit and enjoy the environment, a little pond with fountain, and just minutes to downtown Los Gatos. I had the best stay.

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.

Kate’s place was great for our family of four while we visited San Francisco. The immediate area was clean and felt safe, and a variety of food and shops were within walkable distances. Access to the Caltrain was also close by. As for the house, it had everything our family needed but may be a bit tight for groups larger than 4, especially if they are all adults. Amenities were as listed and made the stay comfortable. Kate and Toni were responsive very quickly and helped us with everything we needed. Highly recommend!

Super cute place! Our kids loved the ducks and horses across the street. They couldn’t wait to explore! The house is very well stocked- games, kids toys, cookware, laundry soap… everything you can think of! We had a really great time, and it’s such a unique place to get to stay!

The host had a beautiful place and was quick to answer any questions we had. Would recommend to anyone staying in the San Jose area.

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.

Very cozy and private. I brought my family of four and we had a lovely time. The only tricky part is figure out how to lock the door, but if that’s the worst of it, then I’d say it was pretty amazing. It’s about a 15 minute walk to the beach along nature paths and side streets. Definitely worth it!

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!!

Thanks for the stay! The bed was very comfortable, and the space was private and quiet. The room is quite large and nicely divided into the sleeping area, sitting area, and eating area. And parking on the street was aplenty.

This is my 3rd or 4th time staying at Pedram's place and every time is perfect. Pedram is super easy to communicate with and responsive. The place is exactly what I want and has excellent appliances and layout.

We felt right at home in this cozy Air bnb. The garden areas surrounding the property are beautiful. We had everything we needed and more in the kitchen where we made breakfast every morning. Lots of cookware and cabinet full of spices. Super clean. Bed was comfortable. Walking distance to downtown San Carlos was about 23 minutes. The host checked in regularly with us online and we appreciated the attention. Was sad to leave when our time was up. We hope to return as we have family in the area.

We thoroughly enjoyed our stay! The space was clean, comfortable, and exactly as described. It had everything we needed for a relaxing and enjoyable visit. Christina and her family were extremely kind and helpful, check-in was seamless and communication was easy. We’d happily stay here again and would definitely recommend it to others! Thank you for having 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.

Highly recommend. Central to the Bay Area and major freeways. Clean and quiet. Easy access and private parking. Everything was perfect. This is my second time staying and will be staying again! Thank you!!

Our stay was excellent. The place was very clean and well-maintained. Communication with the host was quick, and they were always available for any questions or recommendations. I would definitely recommend this place to other travelers and would stay here again in the future.

This was my second stay here with my dog and it was as great as the first time! David and Margaret are wonderful hosts.

A group of us stayed here for a wedding and it was an amazing house. Highly recommended!