Cottages for a four night break in Isle of Wight
Want to get away just for a few days in Isle of Wight? A four night break in a holiday cottage might just be the answer; it'll blow away the autumn cobwebs, cure the January blues and spring you back into exploration mode for a long weekend of walking, swimming and soaking up the great outdoors. We have 87 luxury cottages available for you to enjoy those few days away in Isle of Wight so take a look and see where your next trip takes you... Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 87 cottages available in Isle of Wight available for four night breaks
7 nights from £547
Bay Cottage
61502 bedroom self catering cottage near the beach in Cowes.
Tucked away in the charming village of Gurnard on the northwest coast of the Isle of Wight, this cosy two bedroom cottage offers a relaxed coastal lifestyle, complete with a pretty...
7 nights from £547
7 nights from £788
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £788
7 nights from £755 *
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £755 *
7 nights from £861 *
The Police House
60514 bedroom, dog friendly holiday cottage near the beach in Seaview.
Perfectly situated in the heart of the charming village of Seaview on the stunning east coast of the Isle of Wight, The Police House is a delightful, detached holiday home located ...
7 nights from £861 *
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7 nights from £477
Seascape
59442 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...
7 nights from £477
7 nights from £996
Maybury
59913 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Your dream coastal escape awaits in Seaview! Escape to elegant Maybury and stay in this beautifully styled home with sandy beaches and village amenities on your doorstep. This blis...
7 nights from £996
7 nights from £716
48 Solent View
58283 bedroom self catering cottage with sea views in Seaview.
Just a short wander from the golden sands of Seagrove Bay and the quaint charm of Seaview village, this stylish holiday haven offers modern home comforts in an unbeatable location ...
7 nights from £716
7 nights from £1061
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £1061
7 nights from £721
Bentinck
57243 bedroom cottage near the beach in Ventnor.
With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...
7 nights from £721
7 nights from £1508 *
Pepita
57195 bedroom, dog friendly holiday cottage with sea views in Seaview.
With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...
7 nights from £1508 *
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
They say that four is the magic number and we think they could be onto something. A four night short break in a classic cottage is the perfect amount of time to relax, explore and immerse yourself on holiday in Isle of Wight. With 87 classic cottages available for a four night getaway it is the perfect excuse to dash out the office doors on a Friday and escape to the countryside to switch off from it all. Dorset, Somerset, Sussex and the Isle of Wight are never too far to travel; you will be there in time to grab a drink or a bite at the local pub nearby. Alternatively, Cornwall and Devon offer rural holidays and coastal cottages for your few nights away. Take a look at our exclusive collection and find your perfect four night getaway.