Guesthouse vacation rentals in San Jose
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in San Jose
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Jose guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Willow Glen
4.91 out of 5 average rating, 149 reviewsModern 2Bed/1Bath suite in San Jose
Guesthouse in Evergreen
4.92 out of 5 average rating, 119 reviewsGorgeous Casita(detached) in upscale neighborhood
Guesthouse in Menlo Park
4.94 out of 5 average rating, 219 reviewsPrivate Cottage near Stanford / FB
Guesthouse in Sunnyvale
4.95 out of 5 average rating, 366 reviewsMid Century Modern Guesthouse
Guesthouse in Grand Lake
4.98 out of 5 average rating, 432 reviewsGarden cottage in convenient Oakland location.
Guesthouse in Excelsior
4.94 out of 5 average rating, 964 reviewsImmaculate studio space with free parking
Guesthouse in Los Gatos
4.94 out of 5 average rating, 201 reviewsPrivate Garden Cottage with Private Entrance
Guesthouse in Hillsborough
4.95 out of 5 average rating, 826 reviewsLittle Cottage on the Hill
Guest house rentals with a patio
Guesthouse in Menlo Park
4.95 out of 5 average rating, 163 reviewsCharming, modern, restorative, private studio
Guesthouse in Santa Clara
4.92 out of 5 average rating, 115 reviewsEntire guesthouse Santa Clara smart lock entrance.
Guesthouse in Felton
4.96 out of 5 average rating, 104 reviewsRedwood Cottage & Hot Tub
Guesthouse in Woodside
4.97 out of 5 average rating, 164 reviewsSkyHigh Redwoods Retreat with Bay Views
Guesthouse in Watsonville
4.95 out of 5 average rating, 184 reviewsThe Tanoak Casita + hot tub + aquarium tix
Guesthouse in Tracy
4.87 out of 5 average rating, 118 reviewsTracy’s Suite Spot
Guesthouse in Boulder Creek
4.97 out of 5 average rating, 124 reviewsCustom Tiny Home Retreat in the Redwoods
Guesthouse in Felton
4.98 out of 5 average rating, 104 reviewsCozy Coastal Redwood Cabin
Guest house rentals with a washer and dryer
Guesthouse in San Jose
4.98 out of 5 average rating, 253 reviewsPrivate cottage in the heart of Silicon Valley
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 165 reviewsPrivate Abodu Guesthouse in Downtown San Jose
Guesthouse in San Jose
4.96 out of 5 average rating, 194 reviewsLemon Tree Cottage, central silicon valley
Guesthouse in Evergreen
4.91 out of 5 average rating, 255 reviewsEvergreen Valley Hillside retreat
Guesthouse in La Honda
4.95 out of 5 average rating, 390 reviewsBicycle Shack @ La Honda Pottery
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 189 reviewsTranquil and Charming 1-Bedroom Guest house w/bath
Guesthouse in San Jose
4.95 out of 5 average rating, 105 reviewsSan Jose Guest Cottage
Guesthouse in Dublin
5 out of 5 average rating, 115 reviewsPrivate In-Law unit in Dublin, CA
Quick stats about guesthouse rentals in San Jose
Total rentals
360 properties
Rentals with dedicated workspaces
230 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
24K reviews
Destinations to explore
- Sacramento Vacation rentals
- Carmel-by-the-Sea Vacation rentals
- Monterey Vacation rentals
- Santa Cruz Vacation rentals
- Berkeley Vacation rentals
- Big Sur Vacation rentals
- Palo Alto Vacation rentals
- Santa Barbara Vacation rentals
- Malibu Vacation rentals
- Santa Monica Vacation rentals
- Beverly Hills Vacation rentals
- San Francisco Vacation rentals
- House rentals United States
- Guesthouse rentals United States
- Guesthouse rentals San Francisco
- House rentals San Francisco
- House rentals California
- Guesthouse rentals California
- Wheelchair accessible rentals San Jose
- Serviced apartment rentals San Jose
- Condo rentals San Jose
- Loft rentals San Jose
- Rentals with lake access San Jose
- Rentals with pools San Jose
- Cottage rentals San Jose
- Rentals with a patio San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Monthly Rentals San Jose
- Rentals with a fireplace San Jose
- Rentals with a hot tub San Jose
- Rentals with an EV charger San Jose
- Kid-friendly rentals San Jose
- Rentals with a sauna San Jose
- Rentals with outdoor seating San Jose
- Rentals with a washer and dryer San Jose
- Hotel rentals San Jose
- Rentals with beach access San Jose
- House rentals San Jose
- Apartment rentals San Jose
- Villa rentals San Jose
- Boutique hotel rentals San Jose
- Aparthotel rentals San Jose
- Rentals with a fire pit San Jose
- Smoking-friendly rentals San Jose
- Rentals with breakfast San Jose
- Rentals with a home theater San Jose
- Pet-friendly rentals San Jose
- Townhouse rentals San Jose
- House rentals Sacramento
- Guesthouse rentals Sacramento
- House rentals Carmel-by-the-Sea
- House rentals Santa Clara County
- Guesthouse rentals Santa Clara County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom