Isle of Wight Holiday Cottages
Our exclusive collection of cottages on the Isle of Wight have been handpicked and inspected by our team of island experts. Home to some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with dogs and all. For a sneak peek of what awaits you on the island, check out our new webcams in Ryde and Freshwater.
We take the fuss out of the ferry by arranging it for you, so hop on board and be transported to this pretty isle with dramatic coastlines, beautiful forests, a wonderful history and of course, the best pick of holiday cottages. With its iconic Needles and white cliffs, the Isle of Wight is a world away from the mainland.
Small but mighty, this 23 by 13 mile island is a hidden gem of escapism in the United Kingdom. The size of the island makes it easy to get around once you’re here and the proximity to the mainland makes it even easier to get here in the first place. Around 3 hours from London, the Isle of Wight is the perfect weekend getaway if you’re looking for a relaxing short break.
To make your holiday special, we've picked out a great selection of cottages across the Isle of Wight for whatever you need. If you're getting the family together and are looking for a place fit for a large group, we have plenty of big cottages to accommodate you all. Or for a more romantic feel, tuck yourself away in one of our cottages for two on the island.
The Isle of Wight is a great destination for both you and your pooch, with plenty of beaches and pubs welcoming dogs all year round. We’ve got dog friendly properties across the island for you to choose from.
Ranging in style from modern apartments to seaside spots and traditional self catering cottages, we’re sure our collection of Isle of Wight holiday homes will make your holiday special.
Regardless of where your accommodation is, you’ll be able to explore with ease. In South Wight, take long walks along the promenade at Sandown, Shanklin and Ventnor, explore the magic of Shanklin Chine and find some fresh fish to take home for dinner at Ventnor Haven. Stop at the pretty chocolate box village of Godshill for a classic cream tea and a look around the famous Godshill model village.
In West Wight, get on your walking boots for a stomp along the coastal path. Take in the dramatic views of Freshwater Bay, the iconic Needles and Totland Bay before stopping off for lunch at one of the traditional pubs en route.
The north of the island is a sailors paradise, with Cowes playing host to the annual Cowes Week in August, a festival popular with sailing fanatics. East Cowes was the former home of Queen Victoria who loved the area so much she built Osborne House, a great day out for all.
East Wight is home to gorgeous valley views and plenty of things to do. The majority of the population live in the east so you’ll find eateries, vineyards, Roman villas and more on this side of the island. A great place to use as a base for your holiday to the Isle of Wight.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
218 Luxury self catering cottages on the Isle of Wight
The Battenburg Studio
36641 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. Wi...
Price per week £240 - £620
The Beatrice Studio
36661 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...
Price per week £240 - £620
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The Sail Loft
41071 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This gorgeous top floor one bedroom apartment has spectacular sea views over the rooftops across the Solent and is just a few minutes from Seaview village and the beach. Newly dec...
Price per week £250 - £500
Little Barn Retreat
41871 bedroom, rural self catering cottage in Newport, Isle of Wight
This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...
Price per week £250 - £500
Grace Cottage
42091 bedroom, dog friendly cottage near the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...
Price per week £250 - £500
West Flatlet
36921 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...
Price per week £252 - £429
Sea Song
39401 bedroom self catering apartment near Ventnor, Isle of Wight
Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for ro...
Price per week £265 - £485
Mariners Cove
36281 bedroom self catering apartment near the beach in Bembridge, Isle of Wight.
This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy the ev...
Price per week £266 - £460
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
Berryl Mead View
39061 bedroom self catering cottage near Ventnor, Isle of Wight
Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room wit...
Price per week £275 - £536
The Ivy
36711 bedroom, dog friendly holiday apartment near the beach in Shanklin, Isle of Wight.
The Ivy is a compact double bedroom annexe offering comfortable accommodation for a couple seeking a relaxing island escape. Ideally located, with Shanklin village and beach a shor...
Price per week £295 - £510