
Guesthouse vacation rentals in San Jose
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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

Quiet Poolside Cottage for Solitude

Cozy bedroom in the heart of Silicon Valley

Charming Cozy Cottage in Eco-Garden Oasis

Bicycle Shack @ La Honda Pottery

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

Views on the Hill (Studio Suite)

Relax in a Quaint Private and Cozy Guest House

Beautiful private guest house in downtown San Jose
Guest house rentals with a patio

Orchard Cottage in convenient countryside location

Delightful Hideaway in San Carlos

Guesthouse Garden Retreat

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

Quiet space, great location!

Coastal Cottage Guest House

SkyHigh Redwoods Retreat with Bay Views

Charming, modern, restorative, private studio
Guest house rentals with a washer and dryer

Redwood Heights Cottage with Stunning Bay Views

The Hen House Haven

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Private Modern Spacious 1B1B 2 beds|Prime Location

Quaint Cottage Near Downtown Palo Alto

Woodsy Silicon Valley Cottage

Guest House in the Woods

Modern 2Bed/1Bath suite in San Jose
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
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- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
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