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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 Menlo Park
4.91 out of 5 average rating, 397 reviews

Cottage near downtown Palo Alto

JamesRating, 5 stars2 weeks ago
If you're looking for a clean, quiet, comfortable place to stay that is well appointed and well equipped this is for you.
Superhost
Guesthouse in Campbell
4.76 out of 5 average rating, 135 reviews

Air Condition Cozy garden house.

AndrewRating, 5 stars1 month ago
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.
Guest favourite
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 208 reviews

Greenwood Guest House, a Peaceful Oasis

RobertRating, 5 stars1 month ago
The lodging is in the back, in a garden and near the swimming pool and tennis court. The backdrop is beautiful, and the host and hostess were friendly and accommodating. There is privacy and the area offers much in terms of restaurants and shopping. The internet is broadband, so one can work in the lodging. Amy and Lou are wonderful people----worthy of friendship in any circumstance.
Superhost
Guesthouse in Willow Glen
4.84 out of 5 average rating, 221 reviews

1BR beautiful, cozy guest cottage in Willow Glen

CaseyRating, 5 stars3 weeks 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!
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 stars4 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!
Guest favourite
Guesthouse in Palo Alto
4.96 out of 5 average rating, 124 reviews

Spacious cottage near downtown & Stanford with AC

FlaviaRating, 5 stars1 week ago
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 :)
Superhost
Guesthouse in Monte Sereno
4.84 out of 5 average rating, 160 reviews

Private Cozy suite Los Gatos -Saratoga

MicheleneRating, 5 stars3 weeks ago
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.
Superhost
Guesthouse in Willow Glen
4.87 out of 5 average rating, 172 reviews

Modern 2Bed/1Bath suite in San Jose

RuthRating, 5 stars2 months ago
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.

Guesthouses with a patio

Top Guest favourite
Guesthouse in Campbell
4.96 out of 5 average rating, 72 reviews

Casita in the Bay- a thoughtfully designed studio

LizRating, 5 stars1 month ago
Perfect host. Perfect stay. The whole experience was 6 stars ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ highly recommend.
Guest favourite
Guesthouse in Downtown San Jose
4.96 out of 5 average rating, 102 reviews

Cozy Private 1B1B Cottage near Japantown

EmilyRating, 5 stars1 month ago
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.
Top Guest favourite
Guesthouse in Los Gatos
5 out of 5 average rating, 121 reviews

Orchard Cottage in convenient countryside location

RamonaRating, 5 stars3 weeks ago
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!
Guest favourite
Guesthouse in Redwood City
4.9 out of 5 average rating, 67 reviews

Sunny Cottage in Redwood City

MelindaRating, 5 stars3 weeks ago
This is a beautiful, bright, spacious, and well-equipped cottage. It looks like the photos and has the amenities advertised. I especially appreciated the outdoor areas, one off the kitchen/living area, and a very private space off the bedroom. It is a very quiet and safe neighborhood, and an easy walk to Woodside Plaza which includes restaurants, a market, and other stores. Rebekah was a highly responsive host, and I would definitely stay there again.
Superhost
Guesthouse in East San Jose
4.8 out of 5 average rating, 56 reviews

Oasis (selfcheckin/private/detached/freeparking)

NoraRating, 5 stars4 days ago
Great place to stay for a layover in San Jose! Quiet, peaceful, and private and quite close to the airport.
Guest favourite
Guesthouse in Palo Alto
4.93 out of 5 average rating, 121 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

LeonardRating, 5 stars5 days ago
Had a short 2 night stay at this lovely cottage space. Everything as shown in pictures and described in the details. The style and feel of the space left us right as room for a good rest after international travel. I would absolutely recommend this to my friends I'm staying in the area.
Guest favourite
Guesthouse in Willow Glen
4.95 out of 5 average rating, 91 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

VictoriaRating, 5 stars4 months ago
Very nice guest house, two good-sized bedrooms, two doors to the bathroom, one for each bedroom, nice fireplace and well equipped kitchen. The unit has everything you’ll need for a delightful stay, including restaurants bars, etc. within walking distance. As the description indicates the driveway is extremely narrow, and only small cars can fit in the driveway. I ended up parking on the street when I found an open spot. Highly recommend if you wanna have a nice place to stay that is convenient to eateries, nice neighborhoods, etc.
Guest favourite
Guesthouse in Menlo Park
4.93 out of 5 average rating, 213 reviews

Charming, modern, restorative, private studio

VinceRating, 5 stars2 weeks ago
Just as promised, clean and comfortable. thanks

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Willow Glen
4.99 out of 5 average rating, 200 reviews

TheStudio in Willow Glen (San Jose) CA-95125

CalebRating, 5 stars4 weeks ago
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!
Guest favourite
Guesthouse in Redwood City
4.96 out of 5 average rating, 25 reviews

Easy commute Private guest suite

ArthurRating, 5 stars2 months ago
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.
Guest favourite
Guesthouse in Campbell
4.93 out of 5 average rating, 166 reviews

Private Entry Adorable 1 bed 1 bath

DavidRating, 5 stars2 weeks ago
I stayed here three times by myself for meetings in the area. It is a quiet neighborhood, the bed is comfortable, and is equipped with everything I needed. The directions to get in very clear and they have lights everywhere to help if you come in when it's dark like I did.
Guest favourite
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 202 reviews

Private Abodu Guesthouse in Downtown San Jose

BreanaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Menlo Park
4.94 out of 5 average rating, 48 reviews

Top Location, King Bed Gem, Palo Alto, Stanford

PaulRating, 5 stars1 week ago
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.
Top Guest favourite
Guesthouse in San Jose
4.97 out of 5 average rating, 213 reviews

Lemon Tree Cottage, central silicon valley

SunnyRating, 5 stars1 week ago
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!
Guest favourite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 127 reviews

Menlo Park 2 Bedr Cottage

TanyaRating, 5 stars1 week ago
Perfect little spot! The cottage was clean, well-maintained, peaceful, and had everything I needed to be very comfortable during my 3-night stay. The neighborhood is gorgeous -- I enjoyed getting outside for exercise every morning. Plus there are plenty of shops and restaurants close by. I would absolutely recommend this place and wish all Airbnbs were so good!!
Top Guest favourite
Guesthouse in Redwood City
4.97 out of 5 average rating, 151 reviews

Redwood Casita

PaulRating, 5 stars1 week ago
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 .

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, San Jose Marriott and Whole Foods Market

Destinations to explore