Book a stay in one of the best homes in Cupertino

We selected the 124 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 Cupertino

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Surrounded by hiking trails, golf courses, and stretches of Pacific coast, this home in Santa Cruz not only has an enviable location, but it’s bursting with the potential for plenty of memories made. The backyard, alone, has a private swimming pool, tiki bar, and a swath of green turf that the kids will love running around on – especially when they’re hiding from the dinosaur.

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

This comfortable North Lake Tahoe home couldn't be better placed to enjoy the lake in the summer and surrounding mountains during the colder months. Watercraft rentals are available to pick up literally seconds away - plus there's access to a private part of the beach with fire pits and loungers available for guests in the complex.

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.

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.


We selected the top 3% holiday homes in Cupertino

Explore the 124 most perfect homes in our collection

View on map

Most popular homes in Cupertino

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, California

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Taylor Ridge Retreat

Taylor Ridge Retreat

  • 8 guests

  • 4 bedrooms

Sonoma County, California

Crow's Nest

Crow's Nest

  • 6 guests

  • 3 bedrooms

Cambria, San Luis Obispo County

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

View all

Check upcoming rates & availability for Cupertino


Frequently asked questions