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
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
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
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
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
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
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
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
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
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
EAST COWES
You don't have to be a cricket fan to enjoy Pavilion Cottage at Osborne - but it will do no harm if you are. Built in the early 1900s for sporty cadets at the Royal Naval College, it later became a store room, before livestock were allowed to take…
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
Ventnor
A beautiful 4 bedroom Victorian house sleeping seven overlooking Ventnor Park and with panoramic views over the English Channel. Most rooms have floor to ceiling windows to fully appreciate the view.
Self-Catering
Whitwell
Award-winning, dog friendly, luxurious self-catering cottages, sleeping between 3-10, fishing lakes, unique farm feeding tours, free car charging and discounted ferries, we guarantee your family the holiday of a lifetime.
Immerse yourself in the…
Self-Catering
SHORWELL
Yafford Mill Barn is nestled within the beautiful countryside of the South West of the Island.
Self-Catering
VENTNOR
Overlooking Ventnor Bay and close to the spectacular St Boniface Downs, Tara is a stunning coastal retreat. With its elevated position and private garden, this detached cottage makes for the perfect escape close to the sea.
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
Godshill
The comfortable accommodation is situated on a working livestock farm in a hamlet near the picturesque village of Godshill in one of the most beautiful parts of the island. Peace and tranquillity are guaranteed.
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads