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: 141
, 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
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
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
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
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
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
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
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
Ventnor
Ideal for intergenerational families, special occasions and groups of friends. Close to the beach and town, sleeps 10 with panoramic sea views, parking, chandeliers, enormous kitchen diner, Smart TV and full-fibre Wifi.
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
Needles Headland
A pair of former Coastguard Cottages, named after notable shipwrecks and situated in a stunning position height up on the Needles Headland with spectacular views of the Solent and surrounding areas.
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
Niton
Buddle Place, near St Catherine’s Lighthouse on the Isle of Wight, offers stylish self-catering stays in The Stable (sleeps 6) and The Barn (sleeps 4). Surrounded by National Landscape, it’s ideal for coastal walks, wildlife, nearby beaches, and…
Self-Catering
SHANKLIN
Kiely Cottage is a stylish, well-equipped three bed cottage in Shanklin. The perfect seaside escape for families, friends and pets.
Self-Catering
FRESHWATER
Brambles Farm Bungalow is located in the West Wight, a beautiful part of the Island, with miles of heritage coastline, scenic walks, cycle tracks and breathtaking views from Tennyson Down, Headon Warren and The Needles.
Self-Catering
BEMBRIDGE
This utterly fabulous three bed, two-bath, exceptionally loved beachside family holiday home, suitable for 6 guests is located in the coastal development of Solent Landing in Bembridge on the East coast of the island.
Self-Catering
Wroxall
Clevelands Country House is a spacious Victorian home in the village of Wroxall on the Isle of Wight’s south side. Set along a quiet country lane and surrounded by rolling countryside, it provides a peaceful and comfortable base for larger family…
Self-Catering
BEMBRIDGE
Blackberry Cottage is a superb four bed semi-detached Victorian family holiday home in the centre of Bembridge on the East Coast of the Isle of Wight.
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads