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

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

Hidden away in the beautiful Alexander Valley of California, right in the heart of wine country lies this massive property spanning eleven acres. Take advantage of three beautiful accomodations and a range of luxury outdoor facilities including a heated pool, outdoor dining and a basketball court.

Pinewood & Prints

Pinewood & Prints

  • 6 guests

  • 3 bedrooms

Golden Rectangle, Carmel-by-the-Sea

The host of this renovated beach hut in downtown Carmel-by-the-Sea has done a stellar job in retaining the home's historical character while also ensuring it belongs well and truly in the twenty-first century. Pinewood flooring, original windows and the stone fireplace are accompanied by industrial-inspired lighting, furnishings in an angelic shade of white and pops of colour from prints hanging on the wall.

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.

Cherries & Plums

Cherries & Plums

  • 4 guests

  • 2 bedrooms

Fetters Hot Springs-Agua Caliente, California

City life feels like a distant memory from the moment you walk into this beautiful Californian home. Ideal for two couples, or individuals, the house is set across two levels, with a large, terraced garden and several decks with views across the majestic Sonoma Mountains.


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

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

Vineyard Views

Vineyard Views

  • 12 guests

  • 4 bedrooms

Amador County, California

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

Taylor Ridge Retreat

Taylor Ridge Retreat

  • 8 guests

  • 4 bedrooms

Sonoma County, California

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

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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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