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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 stars5 days 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, 212 reviews

Greenwood Guest House, a Peaceful Oasis

MimiRating, 5 stars1 week ago
Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!
Guest favourite
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars6 months ago
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!
Superhost
Guesthouse in Monte Sereno
4.85 out of 5 average rating, 162 reviews

Private Cozy Suite Los Gatos - Saratoga

NickRating, 5 stars1 month ago
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!
Guest favourite
Guesthouse in Sunnyvale
4.96 out of 5 average rating, 429 reviews

Private cottage in a garden

SukuntheaRating, 5 stars1 month ago
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!
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 Sunnyvale
4.95 out of 5 average rating, 406 reviews

Mid Century Modern Guesthouse

ANTHONYRating, 5 stars3 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!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Los Gatos
5 out of 5 average rating, 128 reviews

Orchard Cottage in convenient countryside location

AlexRating, 5 stars1 week 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!
Guest favourite
Guesthouse in San Jose
4.93 out of 5 average rating, 144 reviews

Newly built stylish guesthouse

GloriaRating, 5 stars3 weeks ago
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.
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 stars1 week 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 stars1 week 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!
Top Guest favourite
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 227 reviews

Digital Nomad Retreat

DianeRating, 5 stars2 weeks ago
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

Guest favourite
Guesthouse in Evergreen
4.92 out of 5 average rating, 317 reviews

Evergreen Valley Hillside retreat

KristinaRating, 5 stars2 weeks ago
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.
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 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 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 stars3 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.
Superhost
Guesthouse in Santa Clara
4.93 out of 5 average rating, 85 reviews

Guest House w/King Bed and Parking!

PeterRating, 5 stars9 months ago
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.
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