Summer Holiday Cottages on the Isle of Wight
A summer on the Isle of Wight in a Classic cottage is pretty hard to beat when it comes to finding your British summer holiday away. So why not explore all that the Isle of Wight has to offer, and in the evening return to your own private paradise. For an unforgettable summer, we have 106 holiday homes available for you to rent. Read more
Escape for a week or two by hopping on a ferry and heading to the island. It instantly feels like you're 'getting away from it all' when you travel by boat! Explore the incredible coastline, dip in the sea for a swim or two and explore all corners the Isle of Wight has to offer for a perfect self catering holiday this summer.
Whatever you are looking for in a summer break, choose the flexibility a holiday cottage on the Isle of Wight will give you.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
106 self-catering cottages for the summer holidays on the Isle of Wight
7 nights from £900
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
With sea views from the terrace and fresh, modern decor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect getaway for a small family, a couple or two ...
7 nights from £900
7 nights from £841
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...
7 nights from £841
7 nights from £882 *
30 Seaview Bay
35493 bedroom holiday cottage near the beach in Seaview, Isle of Wight.
If you're searching for a place to stay by the sea, 30 Seaview Bay could be just the spot. Perched just steps away from the enchanting Seagrove Bay and Seaview Bay, this sunny apar...
7 nights from £882 *
7 nights from £1562
6 Coastguard Cottages
35583 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal loc...
7 nights from £1562
7 nights from £1360
6 Seafield Terrace
35625 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...
7 nights from £1360
7 nights from £885
7 Sandpipers
35683 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Perfectly situated in the heart of the popular sailing village of Seaview on the eastern side of the Isle of Wight, 7 Sandpipers is a well-equipped town house set across three floo...
7 nights from £885
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7 nights from £978
Apt 1 Springfield Court
35752 bedroom self catering apartment near the beach in Seaview.
Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...
7 nights from £978
7 nights from £2373
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
This impressive 150 year old farmhouse sleeps eight and is the perfect location for a fabulous family gathering for all ages. Set in the breathtaking Barton Manor Estate, it is adj...
7 nights from £2373
7 nights from £1012
Barton Manor Lake Cottage
35812 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...
7 nights from £1012
7 nights from £1085
Blackberries
35833 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
A warm Isle of Wight welcome awaits you at Blackberries, a pretty coastal cottage which offers a peaceful escape for families, small groups or couples alike, in the delightful sail...
7 nights from £1085
