We have 136 self-catering cottages in Isle of Man available for a Short Break
Tides Reach
148Tides Reach is a modern ground floor apartment located a stones throw from the picturesque harbour o
Tides Reach offers the perfect base for a couple or a solo traveller wishing to explore the Isle of Man. Modern, and well appointed this comfortable apartment has been finished to ...
Thie Fuinnee
145Thie Fuinnee is a spacious self-catering holiday home situated in the peaceful harbour-side village
Thie Fuinnee is a spacious self catering holiday home situated in the peaceful harbour-side village of Port St Mary on the Isle of Man. The property itself is located just round th...
Lilac House
83Nestled on the outskirts of Castletown, Lilac House promises an unforgettable experience
Brand new for 2025! Lilac House is a premium self-catering holiday home, nestled in the serene countryside on the outskirts of Castletown. Offering seclusion, space, and luxury,...
Langton Cottage
82Dating back to 1840, this charming cottage is perfectly located for a seaside escape
Langton Cottage is an attractive self catering holiday home enjoying a fabulous location by the side of the outer harbour in Port St Mary. Built in 1840, this former quarryman's...
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!
Langness Lighthouse Cottage - West
81A unique and historic escape, Langness Lighthouse Cottages are set in breathtaking scenery
New for 2025! Langness Lighthouse Cottages are the ultimate self-catering accommodation. Beautifully restored, they are situated on Langness peninsula at the southernmost point ...
Langness Lighthouse Cottage - East
80A unique and historic escape, Langness Lighthouse Cottages are set in breathtaking scenery
New for 2025! Langness Lighthouse Cottages are the ultimate self-catering accommodation. Beautifully restored, they are situated on Langness peninsula at the southernmost point ...
Knock Rushen House
79A large historic house, perfect for a retreat, group event or a holiday with friends and family.
Knock Rushen House is an historic holiday home set in tranquil surroundings, with stunning sea views on the edge of Castletown, the ancient capital of the Isle of Man. It is an oas...
Keys Cottage
77Stylishly refurbished to a high specification, Keys Cottage is a 19th century listed building
Originally a part of the Old House of Keys, the historic former home of Manx politics, Keys Cottage is one of a collection of listed buildings in an historic area of Castletown in ...
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...
The Views Cottage
143The Views Cottage is a stone farmhouse overlooking Port Erin bay, with panoramic views stretching as
The Views Cottage is a self-catering stone built farmhouse. Situated on Bradda hill and overlooking Port Erin bay, there are panoramic views from Langness to the Calf of Man. 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.
