Rural Retreats on the Isle of Wight
Fall in love with our selection of rural retreats on the Isle of Wight. All of our self catering cottages are carefully chosen and personally inspected so that you can enjoy the best of the best. Be it a big cottage equipped for a large group or cosy retreat for two, you will be sure to find something that hits the spot. Browse our selection and let your imagination run wild. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Discover our selection of rural cottages on the Isle of Wight
7 nights from £623 booking fees included
Grace Cottage
42091 bedroom holiday cottage close to 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. For the envi...
7 nights from £623
7 nights from £777 * booking fees included
Escape Away
56122 bedroom, dog friendly self catering cottage near the beach in Freshwater.
Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing h...
7 nights from £777 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £777 * booking fees included
Driftwood
56132 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...
7 nights from £777 *
7 nights from £811 * booking fees included
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. ...
7 nights from £811 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £826 * booking fees included
Underwood Cabin
49953 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of ...
7 nights from £826 *
7 nights from £651 booking fees included
The Cattle Byre
45352 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
Tucked away in a peaceful rural setting on the west side of the island, The Cattle Byre is a beautifully converted barn that blends rustic charm with modern comfort. Perfect for a ...
7 nights from £651
7 nights from £523 booking fees included
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...
7 nights from £523
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20% off
18 Jul 2026 - 25 Jul 2026
From £1050.00 £852.60 booking fees included
7 nights from £669 booking fees included
The Dairy
45362 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
The dairy is a warm and welcoming barn conversion perfect for slow mornings, costal adventures and cosy evenings by the fire. Being is the largest of the four barns at Kingston, an...
7 nights from £669
7 nights from £672 booking fees included
The Pigsty
45382 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
Tucked away in a picturesque and peaceful spot just outside the village of Shorwell, this charming barn conversion makes a wonderful base for a relaxed getaway. The Pigsty at Kings...
7 nights from £672
7 nights from £672 booking fees included
The Stables
45372 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The heart of the property is an inviting open plan living space where the sitting, dining and kitchen areas are thoughtfully brought together. Soft natural light filters in through...
7 nights from £672
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20% off
18 Jul 2026 - 25 Jul 2026
From £1058.00 £859.00 booking fees included
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
The Isle of Wight, the UK's dinosaur capital, is an island with soaring chalky white cliffs and raw, devastatingly beautiful coastline. Known for its famous fossil hunting opportunities and seaside towns with brightly-coloured beach huts and seafront promenades, the Isle of Wight is a wonderful place for a rural retreat.
Whether you are looking for a cosy 1 bedroom cottage or sea view homes perfect for big groups, the choices are endless for an idyllic countryside getaway. Because we understand the importance of high quality accommodation, all of our self catering cottages meet exacting standards. All you have to do is choose your dream cottage and the rest will be taken care of for you.
