Family friendly holiday cottages in South of the Island
Have your own space to be able to do things when you want in a family friendly, self catering holiday cottage in South of the Island. The best family holidays leave little ones with memories for years to come, so book your ideal place to stay for a UK holiday with the kids.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 94 self catering cottages for a family holiday in South of the Island to show you.
Curlew Cottage
51Curlew cottage is a charming 18th century one bedroom traditional Manx stone cottage in the heart of
Curlew cottage is a charming 18th century one (double) bedroom traditional Manx stone cottage which retains some original features a stone fireplace and open beam ceilings in loung...
Heron at Trail Lodge
177Stylish studio apartment located in an idyllic national glen.
Heron 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...
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.
Drakes at Trail Lodge
176Stylish studio apartment located in an idyllic national glen.
Drakes 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 Ballasall...
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...
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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...
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...
Brookville Cottage
27A barn conversion set in the rural southern village of Ballabeg
Set in beautiful rural surroundings of Ballabeg in the Isle of Man, Brookville Cottage is a lovely open-plan barn conversion, perfect for a couple or solo travellers. In addition t...
Tides Reach
148Tides Reach is a modern ground floor apartment located a stones throw from the picturesque harbour o
Tides Reach offers the perfect base for a couple or a solo traveller wishing to explore the Isle of Man. Modern, and well appointed this comfortable apartment has been finished to ...
Dove Cottage
54A delightful stone cottage located in Castletown, minutes from the historic town centre and its pubs
Set within the grounds of a 19th century water mill, this delightful single level self-catering holiday cottage has the perfect mix of private rural setting and easy access to Cast...
Cosy Nook (Broogh Fort Cottages)
43Cosy Nook is in a secluded location in the Manx countryside just minutes from Douglas
Cosy Nook is a stylish self-catering holiday home located in the private country retreat of Broogh Fort Cottages in Santon. Entering through the gates of Broogh Fort Cottages es...
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!
Whether you are escaping for the first time with your newborn or holidaying with the whole tribe, it is great to have your own space and to be able to do things when you want. Family holidays can seem stressful but we've thought of everything so when you arrive in your family holiday destination, you can put your feet up and just relax. Your family's cottage holiday starts here.
[Region] brings a wealth of opportunities for families of all ages; being away with the kids can be filled with exciting days out exploring new places, or more sedate members of the family needn't leave the luxury of the holiday cottage. There's even room for four-legged members of the family to make sure no-one is left out of what has the potential to be the best family holiday yet.
UK breaks for families can cater for all requirements; crazy adrenalin-fuelled action or chilled-out respites, summers by the sea or adventures out in the countryside. Family holidays in South of the Island have all the above and more. The hard part is choosing which of our 94 family cottages in South of the Island you want to stay in the most!