San Jose Holiday Homes with Staff

We selected the 136 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

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Petite yet perfectly equipped with everything you need for a relaxing stay, this bright home in Pacifica is ready to welcome you into a blissful coastal break. With its large windows, there’s plenty of California sun that pours in creating a dazzling effect against the neutral decor that’s sprinkled with reclaimed wood.

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.

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.

The White Cloud

The White Cloud

  • 4 guests

  • 1 bedrooms

Sonoma County, California

Get away from the everyday at this lovely riverside cottage, located on the shores of the Russian River in Forestville, Sonoma County. This home is sophisticated, warm and welcoming, with a covered terrace where you can admire the lush leafiness around you, as well as the views of the water.


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

Explore the 136 most perfect homes in our collection

View on map

Most popular homes in San Jose

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

Lake Days

Lake Days

  • 6 guests

  • 2 bedrooms

Truckee, Nevada County

Redwood Hideaway

Redwood Hideaway

  • 8 guests

  • 4 bedrooms

Mill Valley, Marin County

Vineyard Views

Vineyard Views

  • 12 guests

  • 4 bedrooms

Amador County, California

A Song For You

A Song For You

  • 5 guests

  • 3 bedrooms

Kensington, California

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

View all

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.

Search Our Collection