
Guesthouse holiday rentals in San Jose
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Top-rated Guesthouses in San Jose
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Jose guesthouses
Family-Friendly guesthouses

Charming Cozy Cottage in Eco-Garden Oasis

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

Bicycle Shack @ La Honda Pottery

Beautiful private guest house in downtown San Jose

Charming cottage w/lovely gardens, close to town

Mid Century Modern Guesthouse

Private studio in downtown

Modern 2Bed/1Bath suite in San Jose
Guesthouses with a patio

Orchard Cottage in convenient countryside location

Delightful Hideaway in San Carlos

Guesthouse Garden Retreat

Near Japantown & SJC ARPT, King Bed, Fast Internet

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Palo Alto Cottage: Privacy, Comfort & Convenience

Charming, modern, restorative, private studio

Private and serene studio with full kitchen
Guest house rentals with a washing machine and dryer

Private Modern Spacious 1B1B 2 beds|Prime Location

Quaint Cottage Near Downtown Palo Alto

Greenwood Guest House, a Peaceful Oasis

Guest House in the Woods

Woodsy Silicon Valley Cottage

16017-Private 2BR Guest Unit near HWY, BART & Mall

Cozy Livermore Studio *KING BED* Close to DOWNTOWN

Lush Lux Villa • Sunny Deck & Private Escape
Quick stats about guesthouse rentals in San Jose
Total rentals
390 properties
Total number of reviews
29K reviews
Family-friendly rentals
60 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
260 properties have a dedicated workspace
Destinations to explore
- Northern California Holiday rentals
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- Rentals with a washing machine and dryer San Jose
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- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Monterey Bay Aquarium
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- Twin Peaks
- Golden Gate Bridge
- SAP Center
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- Mission Dolores Park
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- Twin Lakes State Beach
- Pier 39
- California’S Great America
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