April Holiday Cottages on the Isle of Wight
See the Isle of Wight come alive under spring's embrace. The island is blossoming and blooming with new life at every turn and there are lots of events taking place for you to get involved in. Book a luxury cottage in the heart of the action or take a holiday in a secluded hideaway for some real rest and relaxation, the choice is yours for an unforgettable April on the Isle of Wight. Read more
At last, spring has sprung, lambs are leaping in joyous bounds and Easter bunnies are poking their heads above ground. The school holidays are the perfect time to take the children to meet the newborn farm animals, feed the chickens and learn the country lifestyle. Enjoy the freshest eggs for breakfast, walk through fields of pretty wildflowers, test a toe in the water at low tide. We have handpicked 134 of the finest holiday cottages for April on the Isle of Wight, primed and ready to welcome you. Choose your favourite and let the good times commence. At Classic Cottages, we are on hand to offer help and support every step of the way, and pride ourselves on marketing the finest quality accommodation so your holiday is the best it can be.
Choose from 134 Isle of Wight cottages for April
7 nights from £1018
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 there is plenty to...
7 nights from £1018
7 nights from £1018
Escape Away
56122 bedroom self catering cottage near the beach in Freshwater.
Close to the beach and not far from the iconic Needles, Escape Away is the perfect retreat to base yourself for a peaceful holiday. Whisk yourself away to the glorious Isle of Wigh...
7 nights from £1018
7 nights from £552
Blakesley Cottage
55652 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight.
Nestled in the very heart of the Isle of Wight's rolling countryside close to the quintessential English village of Godshill yet just a short drive away from the stunning beaches o...
7 nights from £552
Bagwich House
7 nights from £1514
7 nights from £2158
Tamarisk House
55164 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...
7 nights from £2158
7 nights from £1338 *
Halland Rise
55004 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...
7 nights from £1338 *
7 nights from £1374
Firestone Lodge
54944 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...
7 nights from £1374
7 nights from £1538
Dar View
54584 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...
7 nights from £1538
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £825
Lower Buoys
54572 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
Looking for buried treasure and an Island adventure? Look no further than this super ground floor, luxuxy apartment in a premier destination in the heart of Seaview. Enjoy beachsid...
7 nights from £825
7 nights from £814
Sanderling
54243 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
A warm island welcome awaits at "Sanderling" a beautiful three bedroom home within a few minutes' walk of the beach and Seaview village, with the added bonus of a mature garden wit...
7 nights from £814