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.
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 201 holiday cottages that welcome children on the Isle of Wight.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 201 self catering cottages for a family holiday on the Isle of Wight to show you.
The Battenburg Studio
36641 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. Wi...
Price per week £240 - £620
The Beatrice Studio
36661 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...
Price per week £240 - £620
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th October). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
The Sail Loft
41071 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This gorgeous top floor one bedroom apartment has spectacular sea views over the rooftops across the Solent and is just a few minutes from Seaview village and the beach. Newly dec...
Price per week £250 - £500
West Flatlet
36921 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...
Price per week £252 - £420
Mariners Cove
36281 bedroom self catering apartment near the beach in Bembridge, Isle of Wight.
This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy the ev...
Price per week £266 - £460
The Ivy
36711 bedroom, dog friendly holiday apartment near the beach in Shanklin, Isle of Wight.
The Ivy is a compact double bedroom annexe offering comfortable accommodation for a couple seeking a relaxing island escape. Ideally located, with Shanklin village and beach a shor...
Price per week £295 - £510
Little Tremore Cottage
39261 bedroom, rural self catering cottage near Newport, Isle of Wight
Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...
Price per week £318 - £520
Afton Lodge
35721 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.
If a quintessentially English cottage is what you're after for your holiday, look no further than Afton Lodge. Set in Old Freshwater, the lodge boasts a thatched roof, stable door ...
Price per week £335 - £650
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
The Cadogan Apartment
36671 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...
Price per week £360 - £940
62 Buddleia Cottage
35662 bedroom self catering cottage near the beach in Seaview.
Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation, for a couple or small family, in...
Price per week £309 - £670