Guesthouse holiday rentals in Downtown San Jose

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Downtown San Jose guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Campbell
4.77 out of 5 average rating, 137 reviews

Air Condition Cozy garden house.

ChristineRating, 5 stars3 weeks ago
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.
Top Guest favourite
Guesthouse in Portola Valley
4.98 out of 5 average rating, 200 reviews

1 Bdr Cabana just west of Stanford

RickRating, 5 stars1 day ago
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.
Guest favourite
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 211 reviews

Greenwood Guest House, a Peaceful Oasis

BeckyRating, 5 stars4 weeks ago
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.
Superhost
Guesthouse in Willow Glen
4.84 out of 5 average rating, 222 reviews

1BR beautiful, cozy guest cottage in Willow Glen

CaseyRating, 5 stars1 month ago
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!
Superhost
Guesthouse in Menlo Park
4.89 out of 5 average rating, 143 reviews

Tree-top studio--walk to Stanford

AlbertRating, 5 stars1 month ago
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
Top Guest favourite
Guesthouse in Mountain View
4.96 out of 5 average rating, 296 reviews

Private studio in downtown

BrendaRating, 5 stars3 weeks ago
We really loved staying in Eugene and Clare's studio. The location was perfect, and the studio itself was very clean and cozy with a lovely view of the garden. Eugene and Clare were excellent hosts, very friendly and responsive who obviously put a lot of thought into making the studio special. I hope to stay here again during future visits to MV!
Top Guest favourite
Guesthouse in Sunnyvale
4.95 out of 5 average rating, 406 reviews

Mid Century Modern Guesthouse

ANTHONYRating, 5 stars2 weeks ago
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!
Superhost
Guesthouse in Willow Glen
4.87 out of 5 average rating, 176 reviews

Modern 2Bed/1Bath suite in San Jose

MyRating, 5 stars3 weeks ago
Ray was a very accommodating, friendly host. His place was clean and quiet. It was very well stocked and equipped with everything I need. Also every places I wanted to go was close to his place. It was very convenient. Overall, 5 stars experiences. I highly recommend to everyone who come to San Jose. I would definitely come back in the future! Thanks Ray!

Guesthouses with a patio

Top Guest favourite
Guesthouse in East San Jose
5 out of 5 average rating, 6 reviews

Cozy In-Law Studio w/ Private Entrance!

Senthil HariharanRating, 5 stars1 month ago
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!
Top Guest favourite
Guesthouse in Los Gatos
5 out of 5 average rating, 127 reviews

Orchard Cottage in convenient countryside location

AlexRating, 5 stars4 days ago
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!
Top Guest favourite
Guesthouse in Willow Glen
5 out of 5 average rating, 62 reviews

Cozy 1-bedroom with private backyard

BobRating, 5 stars1 week ago
Have stayed here multiple times. Great location with great hosts. Chas and Savannah are very responsive and accommodating. Love the area of Willow Glen with easy access to San Jose and Bay Area. Thank for another great experience!!!
Top Guest favourite
Guesthouse in Downtown San Jose
5 out of 5 average rating, 74 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

EdgardRating, 5 stars6 days ago
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!
Top Guest favourite
Guesthouse in Rose Garden
4.96 out of 5 average rating, 114 reviews

Garden Cottage w/ Hot Tub • 3 mi. to SJC

HattieRating, 5 stars1 month ago
Taylor’s place is great. Extremely peaceful and quiet. The place is spotless and the garden is stunning! Would highly recommend
Guest favourite
Guesthouse in Palo Alto
4.93 out of 5 average rating, 127 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

RuoyingRating, 5 stars5 days ago
Host was super friendly and responsive. Highly recommend!
Top Guest favourite
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 91 reviews

Quiet guesthouse near SJ airport with EV charger

CarolynRating, 5 stars1 week ago
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!!!
Guest favourite
Guesthouse in Menlo Park
4.93 out of 5 average rating, 221 reviews

Charming, modern, restorative, private studio

ErinRating, 5 stars1 month ago
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!

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in East San Jose
5 out of 5 average rating, 29 reviews

1672 studio

ZoeRating, 5 stars2 weeks ago
Great Airbnb! Wonderful! I’ll be back! Love this place!!!!!!!!!!!
Top Guest favourite
Guesthouse in Downtown San Jose
5 out of 5 average rating, 58 reviews

The Mission Guest House San Jose

SelenaRating, 5 stars1 month ago
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.
Top Guest favourite
Guesthouse in Menlo Park
4.99 out of 5 average rating, 131 reviews

Quaint Cottage Near Downtown Palo Alto

VivianRating, 5 stars1 day ago
Charming cottage! Louis was a great host (didn’t get a chance to meet Jess!). The neighborhood is quiet and very peaceful! There’s a very nice private patio, great place to have your morning coffee and just relax
Top Guest favourite
Guesthouse in Almaden Valley
5 out of 5 average rating, 100 reviews

Newly Built | Modern 1BR/1BA Private Cottage

JacksonRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Portola Valley
4.94 out of 5 average rating, 202 reviews

Woodsy Silicon Valley Cottage

GregRating, 5 stars1 month ago
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!
Top Guest favourite
Guesthouse in San Jose
4.98 out of 5 average rating, 274 reviews

Private cottage in the heart of Silicon Valley

AndrewRating, 5 stars2 weeks ago
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 favourite
Guesthouse in Downtown San Jose
4.9 out of 5 average rating, 93 reviews

Private, stylish, clean detached studio

JohnRating, 5 stars1 month ago
Chrissy's Airbnb is a fantastic stay in downtown SJ. It's quiet, safe, very comfortable with an excellent kitchen. I felt right at home for 2 weeks, and being near the 280 it was a great base for easy travel to Santa Clara, Campbell and Los Gatos. Chrissy is a great host and very friendly and helpful. Would love to stay again.
Guest favourite
Guesthouse in Campbell
4.9 out of 5 average rating, 206 reviews

Private Entry Studio with parking

BenjaminRating, 5 stars3 weeks ago
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