Christmas Cottages in South of the Island for 2026
This Christmas, why not treat yourself to a festive getaway in a cosy cottage? Mulled wine by the fire, mince pies baking in the oven, and wintry walks in the peaceful countryside. Plus, book your Christmas cottage this summer and you'll receive a luxury hamper worth £120. Find out more here. 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 in South of the Island
Ivy Cottage
216Charming Castletown cottage with large private garden
Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...
Bay View House
214Large town house in Port Erin with view of Bradda head
Bay View is a beautifully renovated six-bedroom townhouse in the heart of Port Erin, offering stylish and spacious accommodation for large families, groups of friends, and multi-ge...
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.
Calf View
206Tranquil Cregneash cottage overlooking the Calf of Man
Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...
Abbey at Trail Lodge
174Stylish studio apartment located in an idyllic national glen.
Abbey at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...
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Best company for UK holiday home rentals
Silverburn at Trail Lodge
170Stylish studio apartment located in an idyllic national glen.
Silverburn at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Balla...
Duxbury Lodge
201Dog-friendly elegant countryside lodge for two
Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...
Sea Salt
199Refined boutique stay near Castletown’s harbour & history
Sea Salt is a beautifully refurbished hideaway on historic Queen Street, offering an indulgent blend of contemporary luxury and homely warmth in the heart of Castletown. Thoughtful...
Sea Breeze
175Central ground floor apartment close to Port Erin beach and shops
Sea Breeze is a stylish ground-floor apartment perfectly positioned in the heart of Port Erin, just moments from the village shops, restaurants and pubs, and only a short stroll fr...
Park View
172Centrally located apartment close to the beach in Port Erin
Park View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sandy b...
Station View
173Centrally located apartment close to the beach in Port Erin
Station View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sand...
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
If you want to get away from it all this Christmas, head for South of the Island. 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. And if you're planning the Christmas roast, you'll be pleased to hear all our cottages come superbly equipped.
A UK Christmas holiday gets everyone together to enjoy this special time of year in comfort and style to make magical memories. A holiday cottage for Christmas lets you have a holiday with less hassle, just jump in the car and meet at the cottage, ready to make use of all the fabulous facilities and the well-equipped kitchen for the main event. And don't forget the extra member; our Christmas breaks with dogs mean no-one gets missed out and there's someone to hoover up any crumbs.
Christmas holiday accommodation can fill up fast so make sure you get your pick of the holiday cottages for Christmas getaways this year (and next, with our advance reservation system).