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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Choose from 85 Isle of Wight cottages for April
7 nights from £611 booking fees included
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 £611
7 nights from £851 booking fees included
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 £851
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
7 nights from £818 * booking fees included
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 for modern living. Situated o...
7 nights from £818 *
7 nights from £1059 booking fees included
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 £1059
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £961 booking fees included
Fenders
59873 bedroom, dog friendly cottage near the beach in Totland.
Your memorable Isle of Wight coastal escape awaits at Fenders, a beautifully appointed single-storey retreat, situated just moments from the picturesque beach at Totland Bay. Tucke...
7 nights from £961
7 nights from £1098 booking fees included
Sun Lodge
58534 bedroom, dog friendly holiday cottage with sea views in Ventnor.
Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...
7 nights from £1098
7 nights from £779 booking fees included
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 £779
7 nights from £1151 booking fees included
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 £1151
7 nights from £769 booking fees included
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 £769
7 nights from £1571 * booking fees included
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 £1571 *
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 85 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.
