Two night breaks in South of the Isle of Man
A weekend away or two night short break in South of the Isle of Man is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 77 holiday cottages available in South of the Isle of Man for a two night break
Palm Villa
179Palm Villa is a spacious town house just seconds from the beach.
Ideal for families or groups of friends, Palm Villa is a tall, traditional 3-bedroom house recently refurbished to a modern standard. This self-catering holiday home offers a spaci...
Seaview
181An elegant coastal escape with uninterrupted sea views
Seaview is a beautiful coastal cottage set directly on the promenade at Port Erin beach, offering tremendous panoramic views of the sea from almost every room. Perfectly positioned...
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...
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...
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...
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...
Surby Croft
165Peaceful countryside escape near Port Erin, perfect for families.
Surby Croft is a premium self-catering holiday cottage nestled in the quiet hamlet of Surby near Port Erin, offering peace, privacy, and five-star luxury in the heart of the Isle o...
Balladuke Farmhouse
17Set in the beautiful rural location of Ballabeg just five minutes drive from Castletown and the Isle
of Man Airport Balladuke is a former farmhouse lovingly converted into a four bedroomed holiday cottage with beautiful views over the surrounding countryside and coastline of the s...