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 135 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 135 Isle of Wight cottages for April
7 nights from £762
Beggars Roost
43463 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This gorgeous first floor apartment in the heart of Seaview village is perfectly placed to reach everything within a few minutes' walk. The seafront is just around the corner, a po...
7 nights from £762
7 nights from £1179 *
Dolphin Cottage
43474 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...
7 nights from £1179 *
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.
7 nights from £1499
Fortune
43364 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...
7 nights from £1499
7 nights from £813
4 Landfall House
43153 bedroom self catering apartment with sea views in Seaview, Isle of Wight
Situated just a few steps from the beach, this ground floor apartment makes the most of its location with both the sitting-room and kitchen/diner to the front boasting wonderful se...
7 nights from £813
7 nights from £906 *
Sunset Cottage
43193 bedroom self catering cottage near Ventnor, Isle of Wight
Looking for the ultimate homestay for a family holiday, a celebratory escape for a couple, or simply an excuse to get together with friends, Sunset Cottage has holiday luxury cover...
7 nights from £906 *
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10% off
26 Apr 2024 - 3 May 2024
£1117.00£1005.30
7 nights from £551
Lanthorn Cottage
42873 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
Located in a quiet side street just off the village green in St Helens, this cosy cottage offers great accommodation with a good sized garden, spacious decking and outdoor seating ...
7 nights from £551
7 nights from £1489
Buckland House
42904 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...
7 nights from £1489
7 nights from £1061
Merivale
42404 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...
7 nights from £1061
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 £709
House of Logs
42254 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and do...
7 nights from £709
7 nights from £926
Oak Tree Cottage
42123 bedroom self catering cottage with sea views in Seaview, Isle of Wight
With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...
7 nights from £926
