Find more holiday cottages on the Isle of Wight
We have a collection of holiday cottages on the island, from rustic farmhouses to contemporary homes.
Pick your destination, find a place to stay and ride the waves
Probably the best surfing spot on the Isle of Wight with swells ranging from 2 to 5ft. The best conditions for surfing here are low to mid tides, with winds from the south east of the north west.
This detached farmhouse has been converted into two holiday cottages, each boasting panoramic views of the iconic chalky cliffs and the sea of Compton Bay.
The other half of the Compton Farm Cottage lot. Ideal if you have a large party and need the extra space.
Mottistone Rose Cottage is a 5-minute drive to Compton Bay. Built from Island stone, it has two bedrooms and feels exceptionally homely inside.
This sheltered bay on the west of the island can offer good right-hand swells from low to mid tide when conditions are right. It's best suited to more experienced surfers as the rocky bay and strong rip can be quite challenging.
A former coastguard cottage, Pomone sits high on The Needles Headland with far-reaching views over the sea. It's less than a 10-minute drive to Freshwater Bay.
Next to Pomone is this single-storey former coastguard cottage. It sits at the edge of 370 acres of open downland and is a 10-minute drive to Freshwater Bay.
Three-bedroom Irex feels very cosy inside especially when a storm is brewing on the horizon. It's next to Pomone and Varvassi if you need more space for family and friends.
The southern coastline of the island from Niton to Sandown is fringed with surfing spots. Rocky Niton is best for experienced surfers with its fast swells that break over boulders at high tide. If the surf is too fierce here, drive 30 minutes north to Sandown stopping at other surf spots, Ventor and Shanklin, to check the conditions.
Perching on the most-southern tip of the island, it's within a short walking distance to the coastline so you'll be close enough to check the surf.
Stylish and symmetrical, this 1970s build offers a unique stay for a cool surfing family, less than a mile to the sea. Check out its chic interiors and balcony with a view.
One-bedroom Little Chert is the guest annex of Chert. It has colourful 70s inspired interiors and is a 30-minute drive to Sandown surf beach.
We have a collection of holiday cottages on the island, from rustic farmhouses to contemporary homes.