Book Luxury Holiday Rentals in Cupertino

The Viticulturalist

• 4 guests

• 2 bedrooms

Paso Robles, San Luis Obispo County

In the centre of downtown Paso Robles, this stylish apartment puts you close to shops, restaurants and, of course, wine tasting rooms. The hills around Paso are filled with California’s best wineries where Zinfandel and Petit Sirah grapes grow plump on the vine.

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.

Wine Country Rhapsody

• 12 guests

• 6 bedrooms

Sonoma County, California

Surrounded by the stunning nature of Bennett Valley, this one-acre compound is nestled between two seasonal creeks and surrounded by heritage oaks and acreage. Made up of three separate buildings with their own private outdoor spaces, this is the perfect location for large groups or multiple families to have enough room to stretch their legs while still being in close proximity to one another.