
Cottages for 5 people in South of the Isle of Man
For a family escapes or with groups of friends in South of the Isle of Man we have hand-picked 35 holiday cottages that sleeps five or more!
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 35 cottages that sleep 5 in South of the Isle of Man

At Pargys
13At Pargys is a charming, mid-1800s cottage, in the peaceful hamlet of Fistard, Port St Mary
Pargys is a wonderful old Manx cottage, tastefully renovated and modernised, whilst maintaining a traditional cosy feel, making it a truly memorable holiday home. Whether it's a su...

Cherry Tree House
36Located at Creggan Lea, The Cherry House is a cosy yet bright 3-bedroom property with a lovely outdo
New for 2024! Located at Creggan Lea, Cherry Tree House is a cosy yet bright 3-bedroom property with a lovely outdoor space encompassed by the countryside views of Port St Mary....

Sound of the Sea
114A spacious apartment with stunning elevated panoramic views across Port Erin bay and out to sea.
Sound of the sea is a newly refurbished 3 bedroom apartment in a lovely location sitting overlooking Port Erin bay, in the south west of the Isle of Man. Located on the top floo...

Grianane
71Grianane is a recently refurbished bungalow located close to the centre of Port Erin
Grianane is a recently refurbished bungalow located within a quiet cul-de-sac close to the centre of Port Erin, Isle of Man, just five minutes walk from the beach, shops, bus and r...

The White House
144Located a stones throw from the beach The White House is a beautifully refurbished family home with
The White House is a spacious 3 bedroomed house in the south of the Isle of Man. Just a couple of minutes walk away from the sandy beach of Gansey bay, the property is located clos...

Gee's Cottage
65Gee's Cottage is located on the beachfront in Castletown, the ancient capital of the Isle of Man.
Gee's Cottage is a self-catering holiday cottage with panoramic views of Castletown Bay, located just across the harbour from the centre of Castletown and its' imposing Castle Rush...

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 coast...

Tides View
149Tides View is a very modern three-storey house with breathtaking views over Port St Mary harbour
Tides View, a charming holiday cottage nestled in the heart of Port St Mary. This delightful retreat offers panoramic views over the picturesque Port St Mary harbour and out across...
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.

8 Carnane Lane
6Homestay registered property - only available for bookings during TT & MGP periods.
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. 8 Carnane Lane is available for self-catering accommodation excl...

Spaldrick View Cottage
115A historic former fisherman's cottage with breathtaking views over Port Erin bay
New for 2025! Perched above Spaldrick Beach, Spaldrick View Cottage is a charming former fisherman's cottage with panoramic views of the Calf of Man and Bradda Head. A hidden ge...