Cottages for May bank holidays in South of the Isle of Man
May is when South of the Isle of Man comes alive, the winter is left behind and a sunny day feels like summer in a early May bank holiday cottage. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 87 available for the May Day bank holiday in South of the Isle of Man
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 ...
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...
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...
Brookville Cottage
27Brookville Cottage is a recently completed barn conversion set in the rural southern village of Ball
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...
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...
Bluebell Cottage
178A beautiful cottage offering stunning views of the countryside and sea.
New for 2026! Bluebell Cottage is a beautifully presented one-bedroom retreat, perfect for a peaceful countryside escape with stunning views across open fields and out to sea. S...
Heron
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...
Drakes
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...
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.
Corner Cottage at Corlea Farm
42A stunning cottage set in private grounds in the south of the Isle of Man.
Corner Cottage is a stunning self catering holiday cottage finished to a superior standard in private grounds. This cottage boasts stunning coastal views to the front and access...
The Garden Apartment (Port St Mary)
127A comfortable two bedroom apartment just steps away from all of Port St Mary's village attractions
The Garden Apartment (Port St Mary) is a comfortable two bedroom self-catering holiday apartment just minutes away from all of Port St Mary's village attractions and amenities. ...
A sunny day in May can feel like summer, especially in South of the Isle of Man. The schools have gone back. And the May calendar in the South West is bursting with high days, holidays and Pagan customs so peculiar you couldn't make them up. Have a peek at what's available. Use the search options on the left to choose the length of your break and the area where you want to stay. We've got 87 holiday cottages available in South of the Isle of Man for your May escape.
