New Year breaks on the Isle of Wight
Head to the holiday island for a New Year getaway to remember - relax in celebratory style in a New Year cottage on the Isle of Wight and ring in the New Year with those that you love.Read more
New Year breaks on the Isle of Wight let you getaway for a holiday with all the convenience of a UK break. Hop on the ferry (we'll help you book that hassle-free) and sail away for a romantic New Year's break with a firework display exploding along the skyline.
It's an ideal family destination for New Year celebrations with beachside properties and places to stay in town or country. You could really treat yourself with a New Year hot tub break and sip champagne among the bubbles.
Plan ahead to make sure you secure your ideal New Year cottage or leave it a little while and chance a last minute self catering holiday. From New Years Eve in Cowes to New Years Day in Bembridge, a short break in Freshwater or anywhere in between, a New Year getaway on the Isle of Wight will start your year off in the right way.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We've 63 self catering cottages for New Year on the Isle of Wight.
7 nights from £1785
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 £1785
7 nights from £1348
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 £1348
7 nights from £1718
The Dairy
56313 bedroom holiday cottage near the beach in Seaview.
Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...
7 nights from £1718
7 nights from £1436 *
The Observatory
56934 bedroom apartment with beautiful views in Seaview.
What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...
7 nights from £1436 *
7 nights from £1022 *
Driftwood
5613A dog friendly luxury retreat with private hot tub sleeping 4.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...
7 nights from £1022 *
Colwell Bay Cottages
7 nights from £2043
7 nights from £1022 *
Escape Away
5612A luxury retreat with private hot tub and use of swimming pool.
New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base you...
7 nights from £1022 *
7 nights from £3911
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 £3911
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 £1360 *
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 £1360 *
7 nights from £2796
Dar View
54584 bedroom 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 £2796
