We've got 61 holiday cottages matching your search in the South of the Isle of Man...
The Arches Holiday Haven
120A beautiful large 5 star gold award property built recently to exacting specifications, situated at
Situated at the end of a quiet close, The Arches Holiday Haven self catering house is ideally placed for a family holiday, or several couples looking for somewhere for a convivial ...
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...
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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....
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10% off
17 Oct 2026 - 31 Oct 2026
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...
Golf View Apartment
69Golf View Apartment is a ground floor apartment, with views across the golf course and Bradda Head
Golf View Apartment is a recently refurbished 4 Star Gold award ground floor apartment, located opposite the Rowany Golf Course in Port Erin. Appointed to a high standard it provid...
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...
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 beautifully renovated, family-friendly home situated on one of Castletown's most desirable residential streets. Sleeping up to eight guests across the main house and...
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10% off
17 Oct 2026 - 31 Oct 2026
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.
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...