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 73 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
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.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 73 self catering cottages for Christmas on the Isle of Wight
7 nights from £835
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. ...
7 nights from £835
7 nights from £516
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...
7 nights from £516
7 nights from £1140
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...
7 nights from £1140
7 nights from £540
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...
7 nights from £540
7 nights from £1255
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 £1255
7 nights from £612
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...
7 nights from £612
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 £695
7 Sandpipers
35683 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Perfectly situated in the heart of the popular sailing village of Seaview on the eastern side of the Isle of Wight, 7 Sandpipers is a well-equipped town house set across three floo...
7 nights from £695
7 nights from £1022
Alcantara
35743 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...
7 nights from £1022
7 nights from £745
Apt 1 Springfield Court
35752 bedroom self catering apartment near the beach in Seaview.
Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...
7 nights from £745
7 nights from £773
Blackberries
35833 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
A warm Isle of Wight welcome awaits you at Blackberries, a pretty coastal cottage which offers a peaceful escape for families, small groups or couples alike, in the delightful sail...
7 nights from £773
