Cupertino Luxury Houses

Award-winning homes from £98

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Home spotlights in Cupertino

Cabernet & Clover

Cabernet & Clover

  • 8 guests

  • 3 bedrooms

Sonoma County, California

In the heart of California's famous wine country, this home makes an excellent first impression. It's hard not to be captivated by the mountain views, and you'll be able to enjoy them from the expansive patio, private pool, and hot tub.

Ocean Light

Ocean Light

  • 4 guests

  • 2 bedrooms

Cambria, San Luis Obispo County

If you’ve dreamed of staying in a cabin by the sea, then this serene home in the heart of Cambria might be the one you’ve been waiting for. A soothing palette of green and grey tones comes together with concrete floors, exposed redwood beams and rustic furniture to create a quirky studio space – we particularly love the industrial-inspired bathroom, with its walk-in concrete shower, big enough for two.

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Wonderfully positioned to make the most of this coastal area – this home is a nine-minute walk from Pacifica State Beach. The jagged coastline caters to a whole range of visitors, from surfers who like to ride the bay's impressive waves to photographers keen on catching the beautiful light.

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

With the magic of the sea, sun, and stars surrounding you at Half Moon Bay, this incredible home is the perfect weekend retreat for a family, only twenty minutes away from San Fransisco. Charge the Tesla at the EV charging station and then explore the trails of the National Forest backing the house or pack your beach bag and stop by the Pacific Ocean, a fifteen-minute stroll away.


We selected the top 3% holiday homes in Cupertino Houses

Explore the 88 most perfect homes in our collection

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Most popular homes in Cupertino

Live, Love, Lake

Live, Love, Lake

  • 8 guests

  • 4 bedrooms

Cedar Flat, Placer County

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Redwood Hideaway

Redwood Hideaway

  • 8 guests

  • 4 bedrooms

Mill Valley, Marin County

Cherries & Plums

Cherries & Plums

  • 4 guests

  • 2 bedrooms

Fetters Hot Springs-Agua Caliente, California

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Wine Country Rhapsody

Wine Country Rhapsody

  • 12 guests

  • 6 bedrooms

Sonoma County, California

Californian Cosy

Californian Cosy

  • 9 guests

  • 4 bedrooms

Sonoma County, California

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Frequently asked questions

All Plum Guide houses in Cupertino have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Cupertino before approving it, so you can book with peace of mind.

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