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 141 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.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
Choose from 141 Isle of Wight cottages for April
We are no longer accepting new bookings for holidays arriving before the 4th July 2020. COVID-19
7 nights from £260
The Battenburg Studio
36641 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. ...
7 nights from £260
7 nights from £260
The Beatrice Studio
36661 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...
7 nights from £260
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £292
Mariners Cove
36281 bedroom self catering apartment near the beach in Bembridge, Isle of Wight.
This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy th...
7 nights from £292
7 nights from £303
The Sail Loft
41071 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This gorgeous top floor, one bedroom apartment has spectacular sea views over the rooftops across the Solent, and is just a few minutes from Seaview village and the beach. The Sai...
7 nights from £303
7 nights from £360
Grace Cottage
42091 bedroom, dog friendly holiday cottage near 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 £360
7 nights from £369
Berryl Mead View
39061 bedroom self-catering cottage near Ventnor, Isle of Wight
Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space. It is well-equipped throughout and has an extremely comfortable li...
7 nights from £369
7 nights from £385
The Cadogan Apartment
36671 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...
7 nights from £385
7 nights from £343
62 Buddleia Cottage
35662 bedroom self catering cottage near the beach in Seaview.
Located in a small waterside development in a quiet corner away from the road on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodat...
7 nights from £343
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 £435
Pebbles
43982 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
This beautifully refurbished house is perfectly situated in the heart of Seaview Village, with a lovely decked area to the rear and outdoor seating so you can enjoy dining in the I...
7 nights from £435
7 nights from £343
61 Drake Cottage
35652 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
The perfect bolthole for families in a quiet corner away from the road, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the e...
7 nights from £343