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 San Jose
4.9 out of 5 average rating, 146 reviewsModern 2Bed/1Bath suite in San Jose
Mar 7 – 14
Guesthouse in San Jose
4.92 out of 5 average rating, 118 reviewsGorgeous Casita(detached) in upscale neighborhood
Sep 21 – 28
Guesthouse in Redwood City
4.98 out of 5 average rating, 378 reviewsQuiet , Private Studio / Cottage
Sep 11 – 18
Guesthouse in San Jose
4.94 out of 5 average rating, 252 reviewsPrivate Studio Guesthouse with A/C in Willow Glen
Sep 11 – 18
Guesthouse in San Francisco
4.94 out of 5 average rating, 949 reviewsImmaculate studio space with free parking
Dec 3 – 10
Guesthouse in Scotts Valley
4.77 out of 5 average rating, 891 reviewsLovely Retreat Nestled in the Woods
Apr 7 – 14
Guesthouse in Mountain View
4.96 out of 5 average rating, 261 reviewsPrivate studio in downtown
Jul 8 – 15
Guesthouse in Oakland
4.98 out of 5 average rating, 429 reviewsGarden cottage in convenient Oakland location.
Nov 22 – 29
Guest house rentals with a patio
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 149 reviewsDigital Nomad Retreat
Oct 14 – 21
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
Jul 14 – 21
Guesthouse in Woodside
4.97 out of 5 average rating, 152 reviewsSkyHigh Redwoods Retreat with Bay Views
Oct 8 – 15
Guesthouse in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
Sep 7 – 14
Guesthouse in Oakland
4.92 out of 5 average rating, 254 reviewsGuesthouse Garden Retreat
Jul 24 – 31
Guesthouse in Santa Cruz
4.87 out of 5 average rating, 202 reviewsStudio in the redwoods - 4.5 mi from the beach
Jun 17 – 24
Guesthouse in Oakland
4.85 out of 5 average rating, 143 reviewsNEW Adorable 1 bedroom guesthouse with Patio
Feb 22 – Mar 1
Guesthouse in Oakland
4.96 out of 5 average rating, 131 reviewsPrivate Two Bedroom/Loft Guesthouse
Apr 2 – 9
Guest house rentals with a washer and dryer
Guesthouse in Dublin
5.0 out of 5 average rating, 112 reviewsPrivate In-Law unit in Dublin, CA
Nov 8 – 15
Guesthouse in La Honda
4.95 out of 5 average rating, 382 reviewsBicycle Shack @ La Honda Pottery
Jan 18 – 25
Guesthouse in San Jose
4.96 out of 5 average rating, 188 reviewsLemon Tree Cottage, central silicon valley
Mar 15 – 22
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 174 reviewsTranquil and Charming 1-Bedroom Guest house w/bath
Jan 16 – 23
Guesthouse in San Jose
4.99 out of 5 average rating, 162 reviewsTheStudio in Willow Glen (San Jose) CA-95125
Mar 12 – 19
Guesthouse in San Jose
4.98 out of 5 average rating, 156 reviewsPrivate Abodu Guesthouse in Downtown San Jose
Jul 11 – 18
Guesthouse in Woodside
4.96 out of 5 average rating, 156 reviewsMountain Retreat
Sep 7 – 14
Guesthouse in Oakland
4.99 out of 5 average rating, 160 reviewsRedwood Heights Cottage with Stunning Bay Views
Nov 23 – 30
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
- Monterey Vacation rentals
- Carmel-by-the-Sea 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
- House rentals San Francisco
- Guesthouse rentals San Francisco
- House rentals California
- Guesthouse rentals California
- Rentals with beach access San Jose
- Rentals with a washer and dryer San Jose
- Smoking-friendly rentals San Jose
- Pet-friendly rentals San Jose
- Rentals with breakfast San Jose
- Monthly Rentals San Jose
- House rentals San Jose
- Rentals with pools San Jose
- Family-friendly rentals San Jose
- Wheelchair accessible rentals San Jose
- Kid-friendly rentals San Jose
- Townhouse rentals San Jose
- Rentals with an EV charger San Jose
- Apartment rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Cottage rentals San Jose
- Loft rentals San Jose
- Aparthotel rentals San Jose
- Villa rentals San Jose
- Boutique hotel rentals San Jose
- Rentals with a sauna San Jose
- Rentals with a fireplace San Jose
- Rentals with a home theater San Jose
- Rentals with a patio San Jose
- Rentals with lake access San Jose
- Hotel rentals San Jose
- Rentals with outdoor seating San Jose
- Rentals with a hot tub San Jose
- Condo rentals San Jose
- Rentals with a fire pit San Jose
- Serviced apartment rentals San Jose
- Waterfront rentals San Jose
- Guesthouse rentals Sacramento
- House rentals Sacramento
- Guesthouse rentals Monterey
- House rentals Monterey
- Guesthouse rentals Santa Clara County
- House 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