Cottages for a five night break in West of the Island
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in West of the Island, so pick your next escape and get ready for a five night adventure. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 38 cottages available in West of the Island available for five night breaks
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...
The Old Barn
196Cosy one bed hideaway tucked away near Kirk Michael
Set along a peaceful private lane and surrounded by open fields, this charming one-bedroom cottage sits at the end of the Willow Nook Cottages terrace, offering a cosy and secluded...
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.
A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...
