Christmas Cottages on the Isle of Wight
If you want to get away from it all this Christmas, head for the Isle of Wight. We've got 67 Isle of Wight holiday cottages available for Christmas to choose from. Whether you're bringing the whole family with you, or escaping for some peace and quiet, you can choose how many you want the cottage to sleep using the search options on the left. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 67 self catering cottages for Christmas on the Isle of Wight
The Old Dairy
7 nights from £1037
7 nights from £372
The Studio
57531 bedroom, dog friendly,cosy cottage near Ryde.
Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporar...
7 nights from £372
7 nights from £759
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 £759
7 nights from £1043
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 £1043
7 nights from £960 *
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 £960 *
7 nights from £895
Tangle Cottage
56694 bedroom family home close to the beach in Seaview.
Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...
7 nights from £895
7 nights from £665
The Little Dairy Park Farm
56362 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...
7 nights from £665
7 nights from £617 *
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 £617 *
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
Colwell Bay Cottages
7 nights from £1234
7 nights from £617 *
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 £617 *
First of all, if you're planning the Christmas roast, you'll be pleased to hear all our cottages come superbly equipped.
A Christmas getaway could be your best yet, if you hop on the ferry to make it feel like a holiday abroad - don't worry, we'll sort your ferry out for you. You can even bring your four-legged friends across for Christmas breaks with dogs. They'll love curling up by your feet in front of the woodburner and hoovering up any Christmas dinner crumbs.
Head in any direction and you'll soon hit the coast. From Cowes in the north to Niton on the southern tip, take in the whole island from east to west. Freshwater on the western tip is picture perfect, with Bembridge in the east having great access to the mainland. Wherever you land, this pretty island is the perfect place for a UK Christmas holiday.
Book your Christmas holiday accommodation sooner rather than later and get everyone organised in advance to make sure your UK Christmas holiday is everything you dreamed of and more.
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