San Jose Holiday Homes with Staff

We selected the 138 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in San Jose

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

One mile from the treelined Healdsburg Plaza, this home puts you within walking distance of shops and restaurants. The private terrace is perfect for alfresco lunches and fireside hangouts – why not fire up the Ooni pizza oven for dinner?

Mill Valley Marvel

Mill Valley Marvel

  • 4 guests

  • 2 bedrooms

Mill Valley, Marin County

Nestled amongst the trees, yet a mere ten-minute stroll from downtown Mill Valley, this home serves up relaxation and convenience in equal measure. Perfect for two couples or a small family, escaping the hustle and bustle of everyday life is a breeze here – although if you do need to work, there’s a dedicated space for that, too.

A Life On the Water

A Life On the Water

  • 6 guests

  • 3 bedrooms

Lake County, California

Perched on a private ridge, we invite you to take a lungful of some of the purest air in mainland USA and step inside this charming single-storey home, which enjoys spectacular views over its 14-acre vineyard and the pristine waters of Clear Lake. Everything about this elegantly designed building aims to accentuate the natural beauty on the doorstep.

Baby It's Cold Outside

Baby It's Cold Outside

  • 8 guests

  • 3 bedrooms

Truckee, Nevada County

With its dark wooden frames and surrounding woodland, this home makes for a cosy stay despite its large size. Spread across a few floors, this impressive and innovative spot is somewhere between a townhouse and a lodge.


We selected the top 3% holiday homes in San Jose Holiday Homes with Staff

Explore the 138 most perfect homes in our collection

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Most popular homes in San Jose

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Cherries & Plums

Cherries & Plums

  • 4 guests

  • 2 bedrooms

Fetters Hot Springs-Agua Caliente, California

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

City Bright

City Bright

  • 6 guests

  • 3 bedrooms

Noe Valley, San Francisco

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

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Check upcoming rates & availability for San Jose Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in San Jose? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in San Jose as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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