Guesthouse holiday rentals in Downtown San Jose

Cute, cozy cottage. Well appointed, everything I need for a week-long stay. Will definitely be back!

We very much enjoyed our stay at Imelda's place. The apartment was quiet, peaceful and very private. It had all of the amenities that we wanted for our short stay.

Everything about my guests’ stay was great. No complaints, only gratitude for a nice, clean, safe guest house where they could walk to groceries, coffee, restaurants in the neighborhood. Quiet and pleasant location. Stuart offered careful instructions and tips - everything we needed to know. Thank you, Stuart!

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!

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.

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 :)

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.

Perfect host. Perfect stay. The whole experience was 6 stars ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ highly recommend.

Stayed at Arthur’s to attend a SAP Center event. Planned to Uber but found the neighborhood very walkable. Place is nicely tucked away and quiet away from the street and main house. We only had trouble street parking on our first night which was a Thursday after 5pm. Otherwise it was fine. Overall enjoyed our stay.

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!

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!!

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.

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.

I had a wonderful stay! The place was absolutely beautiful — very chic, stylish, and private. Everything looked just like the pictures, if not better. The host was incredibly kind and welcoming, which made the experience even more enjoyable. I definitely recommend this Airbnb and would love to come back!

Just as promised, clean and comfortable. thanks

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!!

very beautiful place to stay. felt very private and personal. even though the parking is on the street, there were plenty of open spots to park in. definitely would stay at again if i’m ever in the area.

I had a wonderful stay. This place was fully stacked with every thing you could need. Multiple coffee and tea options, different laundry detergents, everything. Switches are labeled and they put together a helpful pdf guide about the home. The neighborhood was quiet and my time here was incredibly peaceful. I would absolutely stay here again.

Amy and Owen’s place was a perfect place for my family. The place was well kept, the neighborhood was very quiet and check-in, check- out process was easy. Would definitely stay there again!

This was an amazing place and I will definitely try to stay here again every time we come to this area for baseball tournaments! This was the perfect spot, Richard and Amanda were amazing hosts, and it made my stay the easiest ever. 5-stars! Thanks and I’ll be back!

As usual the place and the hosts where amazing and hospitable .Third time staying and will definitely will be back again . Highly recommend this place .