
Guesthouse holiday rentals in Downtown San Jose
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Top-rated Guesthouses in Downtown San Jose
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown San Jose guesthouses
Family-Friendly guesthouses

Air Condition Cozy garden house.
Imelda was a lovely host. I felt very welcome & when I needed something she (and her husband) were very helpful. The space is private and quiet yet just a quick (and peaceful) walk to downtown Campbell. Really enjoyed my stay.

1 Bdr Cabana just west of Stanford
David’s place was well appointed, clean and thoughtfully furnished and organized. There were power strips with electrical outlets and USB ports wherever they might be needed — a nice touch. Coffee was plentiful and the kitchen well supplied. David and Goldie went out of their way to make us feel at home. We will definitely return.

Greenwood Guest House, a Peaceful Oasis
Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!

Cottage near dwntwn Palo Alto, Stanford, Face-book
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!

Private Cozy Suite Los Gatos - Saratoga
Absolutely wonderful spot in an incredible neighborhood. Safe and quiet, it felt like stepping back in time when leaving the busy city for this hideaway on the edge of the hills. Highly recommended and we will be definitely have it on our short list for return trips!

Private cottage in a garden
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!

Tree-top studio--walk to Stanford
The apartment is ideally located for visiting Stanford and is in a quiet neighborhood surrounded by trees and flowers, and lots of birds. The host is very friendly and responsive

Mid Century Modern Guesthouse
This is the 3rd time I've had the pleasure of staying at this unit and it never disappoints. It is comfortable, roomy, and just perfect for my short business trips. They communicate well and are available to help if needed. I hope to come back!
Guesthouses with a patio

Orchard Cottage in convenient countryside location
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!

Newly built stylish guesthouse
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.

Near Japantown & SJC ARPT, King Bed, Fast Internet
We loved staying here for our little vacation away from everything! Irwin and Shannon were very helpful with any questions we had and loved the recommendations they gave us! The place felt like home and we especially loved our time in the outside patio! We will definitely be coming back and can’t wait to be there again for next time!

Garden Cottage w/ Hot Tub • 3 mi. to SJC
Taylor’s place is great. Extremely peaceful and quiet. The place is spotless and the garden is stunning! Would highly recommend

Palo Alto Cottage: Privacy, Comfort & Convenience
Host was super friendly and responsive. Highly recommend!

Quiet guesthouse near SJ airport with EV charger
Jennifer was an AMAZING host! She communicated in a timely manner and was very nice. I really enjoyed sitting in the seating area right off the bedroom and living room. All of the appliances were new and cool to use. I would stay here again when I'm in the area. Thank you so much Jennifer!!!

Charming, modern, restorative, private studio
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!

Digital Nomad Retreat
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.
Guest house rentals with a washing machine and dryer

Evergreen Valley Hillside retreat
Our stay here was very good. Able to get around the kitchen, find the grocery store and spend time with our family. During our time there we were able to see some of the local animals and it was really fun for the kids.

The Mission Guest House San Jose
Such a great experience! The place was clean, comfortable, and had everything I needed. The host was friendly and responsive. I would absolutely stay here again.

Cozy In-Law Studio w/ Private Entrance!
I really enjoyed my stay at this Airbnb! Tanya was a fantastic host—very friendly and welcoming. The place was exactly as described: cozy, clean, and well-equipped with everything I needed. It had a comfortable, at-home feel and offered great privacy. The neighborhood was peaceful and safe, with plenty of cafes, restaurants, and grocery stores within walking distance. Check-in was smooth, and communication was easy throughout. I truly loved the space—it’s definitely one of my favorite stays. Highly recommend it to anyone visiting the area!

Newly Built | Modern 1BR/1BA Private Cottage
We really enjoyed our stay at Dipti's place! She and her husband are both very friendly and were helpful with a request we had when checking in. The unit was very clean, comfortable, spacious for 2 people and enjoyable to be in. The neighborhood is safe and quiet. Would definitely stay here again if available.

Woodsy Silicon Valley Cottage
This is the ONLY home I will stay in when visiting my sister in Menlo Park. Beautiful setting, quiet, tastefully designed, responsive hosts 10/10!

Private cottage in the heart of Silicon Valley
Greg and Melinda were the perfect hosts. They were responsive, friendly and accommodating. We had a family of 4 with young children, staying long term during home renovations. The place had pretty much all the needed amenities, plus the fresh ground coffee, home baked cookies (Melinda's unique touch seemed to elevate a very simple recipe) and homegrown honey were delicious! The neighborhood is very quiet and safe, conveniently located close to major roads and lots of shopping and restaurants but without the noise that usually accompanies it.

Guest House w/King Bed and Parking!
Cozy one-bedroom was super clean, just what we were looking for. 7-8 minute walk to a nice family restaurant. Very quiet stay, we didn’t hear a peep, no cars, sirens, traffic or humans.

Private Entry Studio with parking
Pretty standard spot and very comfortable! Favorite part was having access to all media options. Very quiet neighborhood as well and peaceful
Quick stats about guesthouse rentals in Downtown San Jose
Total rentals
20 properties
Total number of reviews
1.4K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
SAP Center, The Tech Interactive and San Jose Diridon Station
Destinations to explore
- Family-friendly rentals Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Apartment rentals Downtown San Jose
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- Rentals with a patio Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
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