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Isle of Wight • Dates • Guests
Isle of Wight • Dates • Guests

Isle of Wight family holidays

168 properties found
Newchurch, near Sandown, Isle of Wight

Paper Barn

4212

Our grading

7 nights

£348 - £1,413

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Freshwater, Isle of Wight

Tanglewood

6323

Our grading

7 nights

£714 - £2,304

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Ventnor, Isle of Wight

Beach Home Ventnor

421

Our grading

7 nights

£521 - £1,441

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Gurnard, near Cowes, Isle of Wight

High Rising Cottage

633

Our grading

7 nights

£776 - £2,801

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Brighstone, near Newport, Isle of Wight

Driftwood Cottage - Brighstone

6322

Our grading

7 nights

£570 - £1,990

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Brighstone, Isle of Wight

Rectory Cottage - Brighstone

632

Our grading

7 nights

£592 - £592

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Merstone, near Newport, Isle of Wight

Hackney Stable Cottage

632

Our grading

7 nights

£622 - £1,760

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Newchurch, near Sandown, Isle of Wight

Squire Thatchers Barn

6322

Our grading

7 nights

£470 - £1,893

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Ventnor, Isle of Wight

Petit Tor

4212

Our grading

7 nights

£652 - £1,328

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Porchfield, near Newport, Isle of Wight

Buzzard Barn - Bunts Hill Farm

8441

Our grading

7 nights

£1,331 - £2,527

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Niton, near Ventnor, Isle of Wight

The Old Rectory Retreat

5312

Our grading

7 nights

£528 - £1,668

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Freshwater, Isle of Wight

Fort Redoubt - Garden Caponier

6322

Our grading

7 nights

£760 - £2,414

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Showing 1-12 of 168 properties

Holidays in Isle of Wight

Family-friendly cottages on the Isle of Wight

The Isle of Wight is an ideal place for family holidays, with its temperate climate and plethora of activities. And we have a huge range of holiday accommodation right across the Isle of Wight to suit all types of families, from small to large groups and beach lovers to countryside coveters.   

The Isle of Wight is the perfect destination to spend a family holiday. For sunny summer days, it’s fantastic that you’re never more than half an hour away from a seaside town or beach, perfect for keeping the kids entertained. Cowes is a perfect place to watch the famous regatta or the Round the Island Race and for swimming, we’d recommend Totland Bay. For a more traditional seaside resort, Sandown, Ryde, Shanklin and Ventnor are perfect for the whole family with their beaches, places to eat and entertainment. We have a huge range of holiday homes close to the beach just perfect for family holidays. Some of our holiday lets come with waterside views, ideal for those who want to be beside the seaside and wake up with an incredible view.   

One of the most important things about a family holiday is keeping everyone entertained and the Isle of Wight is perfect for that whatever your family is interested in. Fantastic days out on the Isle of Wight for the whole family include the Isle of Wight Steam Railway, the Needles, Wildheart Animal Sanctuary, and Blackgang Chine. And we have the perfect self-catering accommodation near all the best activities on the island for the whole family. In many cases, you won’t even need to leave your holiday home for the entertainment to begin if you stay in a property with a swimming pool, a games room, or on a working farm! At Island Cottage Holidays, we know that families come in all shapes and sizes, so we sleep 2 – 12 people, our larger holiday cottages being ideal if you’re bringing your extended family along for the trip. And we don’t forget the furry family members either - many of our family-friendly holiday cottages are dog-friendly too!