Book Luxury Airbnb Alternatives in Cupertino

We selected the 128 homes worth renting in this location

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Home spotlights in Cupertino

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

This cosy abode blends comfort with outdoor living. Though within close proximity of two farmhouses, there’s nothing twee or rustic about its style; think sleek and sharp interior design.

Sonoma Sanctuary

Sonoma Sanctuary

  • 8 guests

  • 4 bedrooms

Healdsburg, Sonoma County

Go off grid at this luxury private estate villa amid the magnificence of California’s towering Redwoods, across 120 private acres of rolling hills and verdant farmland. It's easy to see why Travel + Leisure included this Healdsburg hideaway in their "50 Best Places to Stay" in 2021.

Light Upon The Lake

Light Upon The Lake

  • 4 guests

  • 2 bedrooms

Tahoe City, Placer County

Light upon the Lake is one of those homes that feels totally familiar in the best way. This recently remodelled cabin combines modern amenities with traditional architectural features to create a welcoming space and a perfect home-away-from-home.

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

One mile from the treelined Healdsburg Plaza, this home puts you within walking distance of shops and restaurants. The private terrace is perfect for alfresco lunches and fireside hangouts – why not fire up the Ooni pizza oven for dinner?


We selected the top 3% holiday homes in Cupertino Airbnb Alternatives

Explore the 128 most perfect homes in our collection

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Most popular homes in Cupertino

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

Cabernet Cottage

Cabernet Cottage

  • 6 guests

  • 2 bedrooms

Sonoma County, California

Taylor Ridge Retreat

Taylor Ridge Retreat

  • 8 guests

  • 4 bedrooms

Sonoma County, California

The Art of Wine

The Art of Wine

  • 8 guests

  • 3 bedrooms

Angwin, Napa County

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Live, Love, Lake

Live, Love, Lake

  • 8 guests

  • 4 bedrooms

Cedar Flat, Placer County

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Cupertino to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Cupertino Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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