Baby Friendly Plus holiday cottages in Isle of Wight
Here at Classic, we provide holiday homes that will make your experience as enjoyable and hassle free as possible. With 5 of our holiday cottages for babies providing a cot, high chair, baby bath, bath mat, changing mat and stair gates, you can travel lighter and arrive to carefully and conscientiously furnished accommodation. Whether you’re looking to rent self-catering accommodation in Isle of Wight, or to take your little ones out and about, you can rest assured that there is comfort and contentment waiting for you and your baby. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 5 fully equipped baby friendly boltholes in Isle of Wight
7 nights from £584 * booking fees included
1 Thatched Cottage
35082 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.
If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century semi-detached property combines old ...
7 nights from £584 *
7 nights from £826 * booking fees included
Underwood Cabin
49953 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of ...
7 nights from £826 *
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 £808 booking fees included
Barton Manor Lake Cottage
35812 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...
7 nights from £808
7 nights from £833 * booking fees included
2 Little Cedars
35204 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...
7 nights from £833 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1673 * booking fees included
Barton Manor Farmhouse
35804 bedroom, dog friendly Farmhouse with access to a private beach in East Cowes, Isle of Wight.
Set in the stunning grounds of The Barton Manor Estate, with access to a private beach, 200 acres of woodland and close to Cowes on the Isle of Wight, Barton Manor Farmhouse is a b...
7 nights from £1673 *
If you’re looking to holiday by the sea, escape to the country, or dive into city culture with your baby, Classic Cottages has the perfect place for you. We appreciate that getting away with a baby or young toddler doesn’t always prove to be a smooth process. That’s why 5 of our baby friendly cottages are equipped with a cot, gate and high chair so that we can makes things as easy as possible for you. Whether you’re looking to snuggle up in self-catering accommodation or hit the bright lights of the local town with your baby, you will come home to luxury accommodation that’s been lovingly furnished to make things just right for you.
