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Large cottages and group getaways on the Isle of Wight

Looking for a large holiday cottage or a group of smaller cottages nearby or next door? Discover surfing beaches, towering chalk cliffs and the iconic Needles Headland on your next group holiday to the Isle of Wight.

The exterior of Mottistone Manor Farmhouse, Mottistone, Isle of Wight

Mottistone Manor Farmhouse, Newport 

A beautifully restored farmhouse with plenty of space for the whole family and a large garden. Sleeps 14.

Rosetta Cottages, Cowes

The exterior of Rosetta Cottage and East Rosetta Cottage, Isle of Wight

Rosetta Cottage 

Rosetta is one of two holiday cottages in a converted Victorian manor on the seafront at Cowes. The large cottage sleeps 10, but an additional 6 guests can be accommodated next door.

The outdoor seating area at Rosetta Cottage, Isle of Wight

East Rosetta Cottage 

The cottages are ideally located on the seafront. Walk to the nearby town and marina or venture further along the island to Newton Nature Reserve. East Rosetta sleeps 6.

Compton Farm, Newport

The exterior of 1 and 2 Compton Farm Cottages, Newport, Isle of Wight

1 Compton Farm Cottages 

Perched on the chalky cliffs of Compton Bay, you'll find this pair of former farm workers' cottages. Each cottage sleeps 4, perfect for groups of up to 8 guests.

The exterior of 1 and 2 Compton Farm Cottages, Newport, Isle of Wight

2 Compton Farm Cottages 

For the adventurous types, pack your wetsuit as Compton Bay and nearby Freshwater are renowned surfing spots. Or hit the many walking routes right from your front door.

The Needles Headland Cottages

The exterior of Irex, Totland Bay, Isle of Wight


Stay right on the tip of the Needles Headland in these former coastguard cottages. Made up of three cottages with room for up to 14 guests, your group can relish their enviable clif-top location. Irex sleeps 5.

The exterior of Pomone, Isle of Wight


Surrounded only by sea views, sheer chalk cliffs and open downland, these cottages are the perfect place for a group escape. With two bedrooms, Pomone sleeps 4.

The sitting room at Varvassi, Totland Bay, Isle of Wight


This trio of cottages makes the perfect base for walks around the headland, where you can catch a glimpse of the iconic chalk stacks that rise from the sea. Varvassi sleeps 5.

The balcony at Chert, St Lawrence, Isle of Wight

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.