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
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
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
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
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
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
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
Rookley
The Lakes Rookley is set in 23 acres of beautifully manicured parkland in the heart of the Isle of Wight and makes for the perfect leafy lakeside hideaway.
Self-Catering
Niton
Buddle Place is located on the southernmost point of the Isle of Wight close to St Catherine’s Lighthouse. Set in Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), Buddle Place is an ideal base for coastal…
Self-Catering
Cowes
A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.
Self-Catering
VENTNOR
Carmel is set down a private lane on the south coast of the Isle of Wight just a stones throw from secluded Monks Bay. The property faces due south with seaviews from the cottage and the surrounding gardens. Carmel has been furnished in a modern…
Self-Catering
EAST COWES
Modern 3 bed holiday home situated in East Cowes Marina
Self-Catering
CALBOURNE
Amongst the 35 acre grounds of Calbourne Water Mill, one of the Island's main attractions, there are luxury eco lodges and traditional cottages.
Self-Catering
Newport
Fair Isle Holiday Cottages is a family-run business offering 7 thoughtfully designed holiday homes, including 5 newly built stylish contemporary lodges and 2 cosy cottages, all with stunning countryside views.
Self-Catering
WROXALL
Clevelands holiday properties are situated in semi rural village on the south side of the island and close to beaches of Ventnor& Shanklin.
Country House is perfect for celebrations, reunions, groups of friends and families to celebrate occasions…
Self-Catering
BROOK
Compton Grange is a stunning seaside property nestled on the south coast of the Isle of Wight, known for its natural beauty and pristine beaches. This spacious vacation rental sleeps up to eight guests and benefits from three bathrooms, making it a…
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads