Guesthouse holiday rentals in San Jose

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Popular amenities for 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.
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!
Superhost
Guesthouse in Willow Glen
4.84 out of 5 average rating, 222 reviews

1BR beautiful, cozy guest cottage in Willow Glen

CaseyRating, 5 stars2 months 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 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!
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!
Top Guest favourite
Guesthouse in Mountain View
4.96 out of 5 average rating, 296 reviews

Private studio in downtown

BrendaRating, 5 stars1 month 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!

Guesthouses with a patio

Top Guest favourite
Guesthouse in San Francisco
4.98 out of 5 average rating, 104 reviews

La Casita - a quiet studio, Crocker Amazon area!

AnthonyRating, 5 stars6 days ago
Very clean, quiet neighborhood, and had everything we needed! Would be happy to stay again.
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!
Top Guest favourite
Guesthouse in San Carlos
4.99 out of 5 average rating, 106 reviews

Delightful Hideaway in San Carlos

FloreRating, 5 stars3 weeks ago
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!
Guest favourite
Guesthouse in Oakland
4.91 out of 5 average rating, 345 reviews

Guesthouse Garden Retreat

MadalynRating, 5 stars3 weeks ago
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!!!
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 Woodside
4.97 out of 5 average rating, 273 reviews

SkyHigh Redwoods Retreat with Bay Views

JustinRating, 5 stars4 days ago
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!
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 Oakland
4.99 out of 5 average rating, 203 reviews

Redwood Heights Cottage with Stunning Bay Views

EsmeraldaRating, 5 stars2 weeks ago
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!
Guest favourite
Guesthouse in Scotts Valley
4.92 out of 5 average rating, 149 reviews

The Hen House Haven

ConnieRating, 5 stars2 days ago
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.
Top Guest favourite
Guesthouse in La Honda
4.95 out of 5 average rating, 440 reviews

Bicycle Shack @ La Honda Pottery

YevgineRating, 5 stars5 days ago
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.
Superhost
Guesthouse in Santa Clara
4.91 out of 5 average rating, 267 reviews

New Construction Clean, Modern, Quiet Cottage

CarolRating, 5 stars5 months ago
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!
Top Guest favourite
Guesthouse in Oakland
4.97 out of 5 average rating, 248 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

MariaRating, 5 stars1 week ago
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.
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.
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!!!

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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