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

Redwood Hideaway

Redwood Hideaway

  • 8 guests

  • 4 bedrooms

Mill Valley, Marin County

It’s easy to see why this beautiful home has been featured in magazines including Martha Stewart Living – it’s stunning. The professional pastry chef homeowner has designed the kitchen as the heart of the home, and there’s a real focus on the shared living spaces.

Sunlight Beauty

Sunlight Beauty

  • 4 guests

  • 2 bedrooms

Alamo Square, San Francisco

Moments from Golden Gate Park, this apartment is perfectly placed for a refreshing city break. You’ll find easy access to local cafes, organic grocery stores, restaurants and boutiques.

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.

City Bright

City Bright

  • 6 guests

  • 3 bedrooms

Noe Valley, San Francisco

This Victorian-style home caught our eye for its great location in the heart of Noe Valley. San Francisco’s iconic cable car runs just in front of the building to whisk you away to all the famous tourist spots, and you’ve got 24th Street, with its bakeries, cafes, and cheese and wine shops, on your doorstep.


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

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Amidst The Vines

Amidst The Vines

  • 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

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

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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