
Guesthouse holiday rentals in San Jose
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Top-rated Guesthouses in San Jose
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Holiday rentals for every style
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Popular amenities for 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.

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!

1BR beautiful, cozy guest cottage in Willow Glen
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!

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!

Modern 2Bed/1Bath suite in San Jose
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!

Private studio in downtown
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!
Guesthouses with a patio

La Casita - a quiet studio, Crocker Amazon area!
Very clean, quiet neighborhood, and had everything we needed! Would be happy to stay again.

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!

Delightful Hideaway in San Carlos
This spot is very well located, quiet, clean with everything you need. Very comfortable bedding. Very pleasant shaded patio. Marilynn is very friendly and responsive. An example, broken coffee maker changed within the next hour. We had a very good stay in this accommodation. Thanks again!

Guesthouse Garden Retreat
This was our first time staying in a guesthouse, and sharing a space with the owners, and I was completely blown away, we both felt right at home, so much so we didn’t wanna leave haha. Victor and Michelle gave us our privacy but also complete freedom to play music, relax on the patio, and roam around their absolutely beautiful backyard. We were able to come and go as we please and always know our things would be safe. The kitchen had everything you could need, the bed was extra comfy and the shower was a DREAM, the whole experience was incredibly cozy and peaceful. This was truly the best place we both have ever stayed, 1000% would recommend!!!

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!

SkyHigh Redwoods Retreat with Bay Views
My wife and I recently stayed at HiC and Jeff’s charming unit. The thoughtful details made our stay special, with an incredibly comfortable bed for a great night's sleep. All the amenities, local recommendations, and small touches ensured a relaxing getaway. The beautiful outdoor areas among the redwood trees provided a peaceful retreat to unwind. HiC was welcoming and attentive, making our stay exceptional. We would definitely return to this lovely unit and recommend it for anyone seeking a serene escape in nature!

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!
Guest house rentals with a washing machine and dryer

Redwood Heights Cottage with Stunning Bay Views
Sarah’s place was really cozy and quiet! We spent a lot of time in SF but it was really nice coming back to the cottage and sleep in the comfortable bed! We would definitely stay again. It wasn’t too far from public transportation and the view was amazing! The kitchen had everything we needed and we really enjoyed cooking breakfast and dinner with the view!

The Hen House Haven
Quiet, clean, comfortable! Found the bed and pillows to be very comfortable and the bedding extra cozy as well! Kyle was kind enough to alert us to a potential road closure from the direction we were traveling from on the PCH. Quick but enjoyable stay.

Bicycle Shack @ La Honda Pottery
Stayed here for a weekend to attend a wedding. Devora was very helpful and friendly and made sure my stay was comfortable and seamless. The neighborhood is absolutely gorgeous and I found lots of things to do in the area. The space had everything I needed, couldn’t have asked for better hosts! 100% would come return.

New Construction Clean, Modern, Quiet Cottage
We've stayed here several times as we have family in the area. We love it. It is clean, bright and comfortable. Ryan is a professional host. We will be coming back!

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!
simply Laura's family are so wonderful hostess, beautiful persons and the house is very nice place, peaceful, beautiful and for my wife and I will be thinking to return again soon.

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.

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!!!
Quick stats about guesthouse rentals in San Jose
Total rentals
390 properties
Total number of reviews
27K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
250 properties have a dedicated workspace
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Monterey Bay Aquarium
- Twin Peaks
- Davenport Beach
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- Mission Dolores Park
- China Beach, San Francisco
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- Joaquin Miller Park
- Golden Gate Bridge
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