Family friendly holiday cottages on the Isle of Wight
Family holidays on the island are the kind of adventure that children remember for years to come. Choose your favourite child-friendly cottage and ask us to book the ferry for you so the little ones can start getting excited.Read more
Whether you are escaping for the first time with your newborn or holidaying with the whole tribe, it is great to have your own space and to be able to do things when you want. And family holidays on the Isle of Wight are full of exciting journeys and destinations, with ferry trips (or hovercraft!), days out, beaches and child-friendly attractions. The island has everything you could want or need for time away with family of all ages.
If you're an active family, this little landmass is surrounded by water so watersports abound. If you're all landlubbers and the ferry ride was more than enough floating, island walks are popular and there are plenty of planned routes to help you explore and discover the views.
Being surrounded by sea, fresh fish will be on the menu in many a restaurant and there are plenty to choose from that welcome little ones. There are play parks, theme parks and plenty of places to run around or just sit and picnic so you can have the best family holiday.
We've got 109 holiday cottages that welcome children on the Isle of Wight.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 109 self catering cottages for a family holiday on the Isle of Wight to show you.
7 nights from £1500
Buckland House
42904 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...
7 nights from £1500
7 nights from £1538
Dar View
54584 bedroom cottage near the beach in Bembridge, Isle of Wight.
If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...
7 nights from £1538
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £1752
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
This impressive 150 year old farmhouse sleeps eight and is the perfect location for a fabulous family gathering for all ages. Set in the breathtaking Barton Manor Estate, it is adj...
7 nights from £1752
7 nights from £1757
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...
7 nights from £1757
7 nights from £1932
Tamarisk House
55164 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...
7 nights from £1932
7 nights from £1030
6 Seafield Terrace
35625 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...
7 nights from £1030
7 nights from £1157
Creekside
35884 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...
7 nights from £1157
7 nights from £1228
2 Little Cedars
35204 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...
7 nights from £1228
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7 nights from £1176
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
7 nights from £1176
7 nights from £1438
Seacrest House
36535 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...
7 nights from £1438
