Cottages for October half term in West of the Island
Savour the best of autumn with a holiday cottage stay this October half term. Find the perfect cottage for half term and celebrate this cosy time of year. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 33 luxury self catering cottages for the October half term in West of the Island
Reayrt Ny Marrey
210Charming Manx cottage in the picturesque village of Kirk Michael
Nestled on the island's western corner, Reayrt Ny Marrey is perfectly placed in Kirk Michael, known for its captivating shorelines, long sandy beaches, and dramatic woodland and gl...
Kipper Cottage
202Cosy Peel cottage by the sea, perfect for sunset evenings
Kipper Cottage is a beautifully refurbished coastal hideaway in the heart of Peel, offering an indulgent blend of contemporary comfort and homely charm just moments from the town’s...
Cronk Urleigh Lodge
49Charming countryside retreat on the TT Course
Situated on the world famous Isle of Man TT course just outside Kirk Michael village, guests at Cronk Urleigh Lodge can enjoy the racing from the raised patio of this property duri...
Blackberry Cottage
195Dog friendly cottage near the beach in Kirk Michael
Set along a peaceful private lane and surrounded by open fields, Blackberry Cottage is part of the charming Willow Nook Cottages and provides a soul-soothing retreat in nature, jus...
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4 Mews Cottages
190A coastal haven in the heart of Peel
Perfectly positioned on peaceful Factory Lane, 4 Mews Cottage sits just a stone’s throw from both the thriving main street and the inviting shoreline with sweeping sands and unforg...
Barnagh Barns
168Beautifully converted Manx barn near Kirk Michael with stunning views and modern comforts
A beautifully converted Manx barn set in an elevated position above Kirk Michael, offering stunning 360-degree views of the surrounding countryside and coastline. Barnagh Barn h...
The Glaicke Beg
167A beautifully renovated Manx stone barn in Ballaugh
The Glaicke Beg is a detached holiday home for two, blending traditional charm with modern comfort. Just 500 yards from the famous Ballaugh Bridge, it's the perfect base to relax a...
Mountain View
166A modern annex in the peaceful village of Ballaugh.
Mountain View is a stylish, modern, single-level self-catering annex in the peaceful village of Ballaugh, Isle of Man. Beautifully designed for comfort and convenience, the acc...
Bridge House
162Experience this stylish, cosy cottage on the gorgeous west coast
Bridge House is a characterful and welcoming Manx cottage that has been lovingly extended and refurbished over the years to create a warm, stylish retreat for up to six guests. Wit...
Molly's Barn
161Modern comfort meets island charm, an eco-conscious home for four
Molly's Barn is a self-catering holiday home located in St John's in the west of the Isle of Man. Its modern, eco-conscious design offers the perfect balance of contemporary comfor...
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.
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green in West of the Island. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray.
