Cottages for 5 people in South of the Island
For a family escapes or with groups of friends in South of the Island we have hand-picked 42 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 42 cottages that sleep 5 in South of the Island
At Pargys
13A charming mid-1800s cottage, in the peaceful hamlet of Fistard
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...
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...
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
Cherry Tree House
36Located at Creggan Lea, The Cherry House is a cosy yet bright 3-bedroom property.
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. 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...
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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
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...
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...
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...
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...
Balladuke Farmhouse
17Set in a beautiful location of just five minutes from Castletown
Set 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 b...
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.
