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 Sunnyvale
4.95 out of 5 average rating, 364 reviewsMid Century Modern Guesthouse
Guesthouse in San Jose
4.92 out of 5 average rating, 118 reviewsGorgeous Casita(detached) in upscale neighborhood
Guesthouse in San Jose
4.94 out of 5 average rating, 253 reviewsPrivate Studio Guesthouse with A/C in Willow Glen
Guesthouse in Oakland
4.98 out of 5 average rating, 431 reviewsGarden cottage in convenient Oakland location.
Guesthouse in Oakland
4.96 out of 5 average rating, 495 reviewsLakeshore Cottage
Guesthouse in Los Gatos
4.94 out of 5 average rating, 197 reviewsPrivate Garden Cottage with Private Entrance
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 190 reviewsGreenwood Guest House, a Peaceful Oasis
Guesthouse in Mountain View
4.96 out of 5 average rating, 262 reviewsPrivate studio in downtown
Guest house rentals with a patio
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 153 reviewsDigital Nomad Retreat
Guesthouse in Boulder Creek
4.97 out of 5 average rating, 119 reviewsCustom Tiny Home Retreat in the Redwoods
Guesthouse in Santa Clara
4.92 out of 5 average rating, 111 reviewsEntire guesthouse Santa Clara smart lock entrance.
Guesthouse in Menlo Park
4.95 out of 5 average rating, 163 reviewsCharming, modern, restorative, private studio
Guesthouse in San Carlos
4.99 out of 5 average rating, 100 reviewsSilicon Valley Oasis
Guesthouse in Watsonville
4.95 out of 5 average rating, 181 reviewsThe Tanoak Casita + hot tub + aquarium tix
Guesthouse in Tracy
4.87 out of 5 average rating, 116 reviewsTracy’s Suite Spot
Guesthouse in Oakland
4.91 out of 5 average rating, 260 reviewsGuesthouse Garden Retreat
Guest house rentals with a washer and dryer
Guesthouse in San Jose
4.98 out of 5 average rating, 251 reviewsPrivate cottage in the heart of Silicon Valley
Guesthouse in San Jose
4.98 out of 5 average rating, 457 reviewsPrivate Cottage nearby SCU/SanJoseDowntown/Airport
Guesthouse in La Honda
4.95 out of 5 average rating, 386 reviewsBicycle Shack @ La Honda Pottery
Guesthouse in San Jose
4.96 out of 5 average rating, 192 reviewsLemon Tree Cottage, central silicon valley
Guesthouse in San Jose
4.78 out of 5 average rating, 419 reviewsBeautiful private guest house in downtown San Jose
Guesthouse in Dublin
5.0 out of 5 average rating, 114 reviewsPrivate In-Law unit in Dublin, CA
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 181 reviewsTranquil and Charming 1-Bedroom Guest house w/bath
Guesthouse in Santa Clara
4.91 out of 5 average rating, 244 reviewsNew Construction Clean, Modern, Quiet Cottage
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
- Santa Monica Vacation rentals
- Malibu Vacation rentals
- Beverly Hills Vacation rentals
- San Francisco Vacation rentals
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals San Francisco
- House rentals San Francisco
- Guesthouse rentals California
- House rentals California
- Townhouse rentals San Jose
- Rentals with a home theater San Jose
- Apartment rentals San Jose
- Rentals with outdoor seating San Jose
- Rentals with a patio San Jose
- House rentals San Jose
- Rentals with pools San Jose
- Rentals with beach access San Jose
- Serviced apartment rentals San Jose
- Rentals with a hot tub San Jose
- Condo rentals San Jose
- Monthly Rentals San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Wheelchair accessible rentals San Jose
- Smoking-friendly rentals San Jose
- Pet-friendly rentals San Jose
- Rentals with an EV charger San Jose
- Cottage rentals San Jose
- Rentals with a fire pit San Jose
- Aparthotel rentals San Jose
- Rentals with lake access San Jose
- Hotel rentals San Jose
- Rentals with breakfast San Jose
- Villa rentals San Jose
- Rentals with a fireplace San Jose
- Loft rentals San Jose
- Boutique hotel rentals San Jose
- Rentals with a washer and dryer San Jose
- Kid-friendly rentals San Jose
- Rentals with a sauna San Jose
- House rentals Sacramento
- Guesthouse rentals Sacramento
- House rentals Carmel-by-the-Sea
- Guesthouse rentals Santa Clara County
- House rentals Santa Clara County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes