
Guesthouse vacation 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.
Vacation 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

Air Condition Cozy garden house.

Quaint Cottage Near Downtown Palo Alto

Greenwood Guest House, a Peaceful Oasis

Views on the Hill (Studio Suite)

Private Entry Adorable 1 bed 1 bath

2Bd/1Ba NEW Guest House in S San Jose (w/ Parking)

San Jose Rosegarden Cottage - Business Ready
Guesthouses 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!

Palo Alto Cottage: Privacy, Comfort & Convenience

Charming, modern, restorative, private studio

Silicon Valley Oasis
Guesthouse rentals with a washer and dryer

Redwood Heights Cottage with Stunning Bay Views

The Mission Guest House San Jose

New Construction Clean, Modern, Quiet Cottage

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Woodsy Silicon Valley Cottage

Guest House in the Woods

Private Cozy Suite Los Gatos - Saratoga

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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