From Freshwater Bay to Seaview, we have cottages across the Isle of Wight. There's a location for every occasion: walking holidays on West Wight, bucket and spade breaks in Shanklin and Ventnor or sailing regatta celebrations in Cowes.
Here are 5 of our Isle of Wight properties to show you just what you can expect with an Isle of Wight holiday.
3.5 miles NW of Old Freshwater | Sleeps 2 + cot
A classic thatched cottage tucked away in Old Freshwater, the perfect hideaway for two. This cute cottage is ideal for a walking holiday. Pack a warm coat and some sturdy boots to head out across the Area of Outstanding Natural Beauty to the west of the island, returning to your home from home for hot chocolate whilst gazing on to the countryside. For spring and summer, throw open the French doors and lounge in the private garden all day. Pack a few good books so you never have to leave.
4.8 miles W of Ventnor | Sleeps 8 + cot
Mid century styling with carefully sourced vintage pieces transport you to another era filled with retro charm, kitsch quirkiness and the quality and comfort you’d expect from a Classic Cottage. Think pineapple ice buckets and hair pin legs, egg chairs and melamine, complemented with contemporary necessities that make this painstaking restoration stand out from the crowd.
1.3 miles SE of East Cowes | Sleeps 9 + cot
Adjacent to Osborne House, Queen Victoria’s summer home, the Barton Farm estate has access to a private beach and woodland walks, shared with the Lake Cottage. The stunning interiors and sheer size of the property make it a wonderful place to gather a large family for celebrations or spend some quality time with a big group of friends.
Ventnor | Sleeps 4 + cot
Gilmerton has incredible views. What more could you want? A top floor apartment in Ventnor, this property looks out on to the deep blue waters of the channel. A private balcony is perfect for breakfasts and dinners overlooking the ocean and the location is a great base to explore the pretty town of Ventnor.
Ryde | Sleeps 9 + cot
Like something out of Pride and Prejudice, Middle Lodge makes all our period drama dreams come true. The exterior is truly breath-taking, imagine spending your summer days lounging on these lawns? The Lodge is an 1860s Victorian holiday home set in its own enclosed grounds. If you’re looking for a family hideaway on the Isle of Wight, this is it.
Inspired to take a trip to the Isle of Wight? Have a browse through our selection of holiday cottages on the island.