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
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
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
Colwell Bay
The Bay Colwell is situated on the beautiful west coast of the Isle of Wight and just a short stroll from the wonderful Colwell Bay beach.
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
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
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
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
SHANKLIN
Copperfield is a charming 3 bedroom dog friendly holiday home which sleeps 6 people. Situated in a quiet road but close to shops and restaurants in the traditional seaside town of Shanklin.
Self-Catering
GODSHILL
We have four beautifully restored barn conversions located within Moor farm, set in idyllic countryside only 1/2 mile from the picturesque village of Godshill.
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
Godshill, VENTNOR
This gorgeous barn conversion in Godshill offers bright accommodation in a picturesque rural setting with plenty of walks and trails for exploring the stunning countryside.
Self-Catering
VENTNOR
Haviland Cottage originally built as a Coach House and Stables but has been extensively refurbished and now offers luxury accommodation with Four bedrooms, three bathrooms and a dog snug.
Self-Catering
ISLANDWIDE
Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.
Self-Catering
BROOK
Greystone Cottage is a much sought after beachside property within walking distance to Compton Bay. The cottage is set within an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and has panoramic views of the…
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads