88 holiday cottages available for a last minute break in South of the Isle of Man
Golf View Apartment
69Golf View Apartment is a recently refurbished ground floor apartment, with rural golf course views
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...
Glen Chass Farmhouse
66Glen Chass Farmhouse is a beautifully appointed 3 bedroom house that sleeps up to 6 people
This lovingly refurbished Manx farmhouse is located in a peaceful location in the far south western tip of the Isle of Man. You can see some of the best land and sea views in Brita...
Seal Rock
110Seal Rock is a ground floor apartment with stunning views south across Castletown bay and Langness
Seal Rock offers a perfect base for a couple or small family looking for a conveniently located two bedroom property in the south of the Isle of Man. As a ground floor apartment wi...
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...
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Seafarer's Cottage
109Seafarers Cottage is located on the beachfront in Castletown, the ancient capital of the Isle of Man
Seafarer's Cottage is a traditional cottage with panoramic views of Castletown Bay and beyond. Setting out on foot you could find yourself in the historic town centre within just a...
Gatekeeper's Cottage
64Gatekeeper's Cottage is a beautifully restored cottage located right beside the Isle of Man Railway
NEW FOR 2024 Originally a residence for the level crossing gatekeeper on the Isle of Man Steam Railway in Port st Mary, Gatekeeper's Cottage has been lovingly refurbished to a h...
Garey Beg
63Garey Beg is a large spacious detached house with an extensive garden
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...
Sea View Apartment
107Sea View Apartment is a functional first floor holiday apartment, appointed to a high standard
Sea View apartment has been significantly refurbished for the 2022 season. Modern appliances mixed with contemporary and vintage styling give the apartment a cosy, homely feel. Wit...
Eva's Cottage
60Eva's Cottage is a gem of a seaside holiday cottage, tucked away in a narrow lanes in Castletown
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....
Ellan Vannin
59An historic home and listed building on the waterfront in the heart of Castletown
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...
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.