You are here > Home > Accommodation > Holiday cottages & houses > Family friendly cottages and houses
Our island’s official tourism website

Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.
To build your own Itinerary, click
to add an item to your Itinerary basket.

Number of results: 144
, currently showing 1 to 20.
Self-Catering
Ryde
The Island Holiday Company is proud to offer a handpicked collection of premium self-catering accommodation offering exceptional value across the Isle of Wight.
Self-Catering
ISLANDWIDE
Island Holiday Homes is an established agency renowned for delivering top-quality self-catering and serviced accommodation across the Isle of Wight. With a rich history rooted in exceptional service and a commitment to quality, Island Holiday Homes…
Self-Catering
Islandwide
For over 45 years, Classic Cottages have been the independent holiday cottage and glamping specialists. Still run and owned by the founding family, we pride ourselves on our local expertise in our areas.
Self-Catering
Ventnor
Set in the Undercliff area of Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), Woodcliffe stands in peaceful secluded terraced gardens. The house, cottage and modern apartments face south across the Undercliff…
Self-Catering
Newchurch
Devonia Cottage is situated in the delightful village of Newchurch, this detached holiday home sleeps 6 and is perfect for a relaxing family escape surrounded by countryside.
Self-Catering
Newchurch
Self-catering cottages and luxury yurts on the Garlic Farm. A unique and beautiful place to stay with unspoilt scenery, farm walks and the Garlic Farm shop and restaurant on site with discounts for their guests. Tennis court, football pitch, games…
Self-Catering
Bembridge
HB Holiday Lettings is a local, independent company offering quality holiday homes in Bembridge, St Helens and Seaview. Known for excellent customer service and over 60 five-star Google reviews, we make booking an Isle of Wight stay easy and…
Self-Catering
Yarmouth
Nestled in the beautiful countryside of the Isle of Wight, Tapnell Farm offers a unique blend of glamping and self-catering cottage accommodation that’s perfect for holidays, family breaks, and romantic escapes.
Self-Catering
Newchurch
Groves Cottage is situated in the delightful village of Newchurch, this detached holiday home sleeps 10 and is perfect for a relaxing family escape surrounded by countryside.
Self-Catering
Ventnor
Bermuda House is a delightful place to spend a holiday. It is a Victorian villa steeped in history and right in the centre of Ventnor. The house has excellent sea views, sleeps 10 in 5 bedrooms, has full-fibre WiFi and car parking.
Self-Catering
Cowes
Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.
Self-Catering
Newbridge
Three Gables holiday home is in the centre of the small rural village of Newbridge on the western side of the Island.
Self-Catering
Bembridge
Wight Coast Holidays are a local, independent company who offer a range of self-catering holiday homes in Bembridge, Seaview and Cowes.
Self-Catering
RYDE
Gwydyr House, a traditional 200 year old stone cottage visited by Queen Victoria at the turn of the last century, is now a newly refurbished holiday home ideal for golfers, bikers, walkers, dog lovers, as well as offering plenty of parking for those…
Self-Catering
COWES
Recently renovated 3 bedroom cottage sleeping up to 6 guests.
Self-Catering
SHANKLIN
8 Old School Mews is a striking period conversion in a former school dating back to 1883, with characterful features. It is in a very quiet secluded position in a development of 14 homes. Only minutes away from the Coastal Path and beaches. The…
Self-Catering
HAVENSTREET
A well-presented semi-detached bungalow situated in the beautiful rural village of Havenstreet, just outside Ryde on the Isle of Wight.
Self-Catering
VARIOUS
Holidaycottages.co.uk has been established for over 25 years, offering award-winning customer services and a selection of holiday cottages across the UK, including over 130 across the Isle of Wight.
Self-Catering
VARIOUS
Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…
Self-Catering
NEWPORT
Shalfleet Manor is situated on the edge of Newtown Estuary, a designated National Nature Reserve, and home to fabulous birdwatching, canoeing and paddle-boarding.
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads