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 166 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 166 self catering cottages for a family holiday on the Isle of Wight to show you.
7 nights from £416
Park Lodge Annexe
37202 bedroom, dog friendly holiday apartment near the beach in Shanklin.
Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...
7 nights from £416
7 nights from £421
September Cottage
36553 bedroom self catering cottage near the beach in Brook.
September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...
7 nights from £421
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £425
40 Trelawny Way
35553 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...
7 nights from £425
7 nights from £505
Chillerton Farm Barn
39643 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight
This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...
7 nights from £505
7 nights from £550
Manor Farm Cottage
41623 bedroom, dog friendly self catering cottage in Ventnor.
This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...
7 nights from £550
7 nights from £561
Westhill
41053 bedroom self catering apartment near the beach in Seaview, Isle of Wight
An incredibly stylish three bedroom ground floor apartment ideally located a few minutes' walk from the village of Seaview and the beach. A lovely large entrance hall centrally fra...
7 nights from £561
7 nights from £570 *
The Old Boat House & Annexe
36775 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
The Old Boat House is an attractive period cottage, set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This charming family home has been tastefully d...
7 nights from £570 *
7 nights from £600
Hillcrest House
42653 bedroom self catering cottage near the beach in St Helens, Isle of Wight
A very charming house overlooking The Green in the picturesque village of St Helens, on the east side of the Island, within a short and scenic walk to the beach. A footpath startin...
7 nights from £600
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7 nights from £330
Ledge View
37643 bedroom, dog friendly cottage near the beach in Bembridge.
Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...
7 nights from £330
7 nights from £341
3 Astra House
35413 Astra House is a comfortable first floor apartment within a converted Victorian House
3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...
7 nights from £341