Cobble Hill, BC, Canada

We found 511 vacation rentals — enter your dates for availability

Cobble Hill, BC, Canada

Cobble Hill vacation rentals

Discover an artsy hamlet in island wine country

Nestled in the Cowichan Valley on the southern end of Vancouver Island, the tiny farming town of Cobble Hill has become a popular destination for wine lovers, outdoor enthusiasts, and artsy types alike. Taking its name from the hill towering overhead, the hamlet is surrounded by a picturesque landscape of lush forests and gently rolling mountains. A number of vineyards and wineries have sprung up on this end of the island, making a Cobble Hill vacation rental the perfect spot for enjoying some fine vintages. You'll also love exploring the quaint boutiques, antique shops, and galleries in town.

From verdant green hills to luscious red wines

Beyond lending the town its name, the actual Cobble Hill features an impressive network of trails and switchback paths for hikers. Be sure to pack a picnic and enjoy the views. The surrounding parkland also offers several other hiking and mountain biking trails. A Cobble Hill Vacation rental also puts you near the Vancouver Island wine route for some top-notch tasting (bring a designated driver to fully enjoy). If you're lucky, you'll stumble upon a local festival or even the annual Cobble Hill Fair. Plenty of golf and horseback riding round out the picture.

A tiny town that's big on history and charm

Wander the charming streets of Cobble Hill to see historic sites like the town's bakery and post office, as well as galleries that offer everything from paintings and sculptures to pottery and totem pole carvings. Learn some local history at the Cowichan Valley Museum & Archives. For Instagram-worthy shots, check out Kinsol Trestle, a preserved wooden railway trestle completed in 1920, one of the highest railroad trestles in the world. Cherry Point Nature Observation Park offers stunning ocean views. Save time for some of the island's best wineries, like Blue Grouse Estate Winery and Cherry Point Estate Winery.

Vancouver Island? More like Van-cooler Island

If extreme weather's not your thing, a Cobble Hill vacation rental might just be perfect for you. Winters tend to be mild and rainy, while summers are dry, cool, and sunny. The wettest months by far are November to February, when you'll see lows in the 30s, though it rarely dips below freezing, so you might go the entire winter without any snow or frost. In contrast, the island sees the driest summers in all of Canada. Highs hover in the 60s even in the warmest months of May to September, so be sure to pack layers.

You'll find so much more than hills in Cobble Hill

With a name like Cobble Hill, you won't be surprised that the landscape's not flat. While the town itself is tucked in the farmland of the Cowichan Valley, the land rises quickly to the town's namesake mountain above. The surrounding mountains and hills are covered in a blanket of evergreens and maples, which come alive in an array of colors every fall. Water on the island comes in the form of both freshwater lakes and saltwater beaches. And of course, you can't forget the ever-popular vineyards.