We have 78 South of the Island holiday cottages available in September.
Craig Y Nos
44A coastal cottage retreat above Port Erin, with spectacular sea views and an elevated patio
Craig Y Nos is a beautifully modernised self-catering holiday home dating back to 1848, with unrivalled sea views over Port Erin Bay and sprawling countryside views across the isla...
Croft End
47Croft End is a newly renovated family friendly home located on a desirable street in Castletown
Croft End is a newly renovated self catering family friendly home located on a desirable street in Castletown, Isle of Man. A spacious open plan ground floor area features a cla...
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...
Dandy Rigg Cottage
52Dandy Rigg Cottage is a traditional Manx cottage in a peaceful rural setting in the south of the Isl
Dandy Rigg Cottage is a traditional Manx cottage, known as a 'tholtan' which has been modernised to a comfortable three-star holiday cottage, located in the quiet countryside of th...
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.
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...
Duxbury Cottage
55A renovated and well-appointed rural barn conversion minutes away from lush plantations and the coas
Duxbury Cottage is a renovated and well-appointed rural barn conversion minutes away from lush plantations, mountain bike trails and the south coast of the Isle of Man. Formerly...
Eary Cushlin
56In partnership with Manx National Heritage, we are pleased to present Eary Cushlin; a large house on
Hidden on the rugged western coastline just beneath Cronk ny Arrey Laa, sits the former home of eccentric recluse Colby Cubbon, who purchased the property hoping to escape the Germ...
Ellan Vannin
59An historic home and listed building on the waterfront in the heart of Castletown, the ancient capit
Ellan Vannin is one of a collection of refurbished listed buildings in an historic area of Castletown in the south of the Isle of Man. Adjoining the Bailey Scott designed former Po...
Eva's Cottage
60Eva's Cottage is a gem of a seaside holiday cottage, tucked away in one of the narrow lanes leading
Eva's Cottage is one of a collection of refurbished listed buildings in an historic area of Castletown, just a stone's throw away from the harbour, in the south of the Isle of Man....
Garey Beg
63Garey Beg is a large spacious detached house with an extensive garden in the quiet village of Colby
Garey Beg is a spacious self-catering family holiday home set in a cul-de-sac in south of the Isle of Man. Enjoy views over the south of the island out to sea at Bay Ny Carrickey a...
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.