
Cottages for a five night break in Isle of Man
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Isle of Man, 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 147 cottages available in Isle of Man available for five night breaks

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.
New for 2025! 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 con...

Surby Croft
165Peaceful countryside escape near Port Erin, perfect for families.
New for 2025! Surby Croft is a premium self-catering holiday cottage nestled in the quiet hamlet of Surby near Port Erin, offering peace, privacy, and five-star luxury in the he...

Glen Cottage
164A modern, cosy two bed cottage near the beach in Laxey.
New for 2025! Glen Cottage is a welcoming, modern Manx cottage ideal for a family break on the Isle of Man. Sleeping four across two well-appointed bedrooms, this stylish home-f...

Loft 11
163Stylish, boutique NYC-style loft in the heart of Douglas.
New for 2025! Tucked away just off Castle Street in the heart of Douglas, Loft 11 is a one-of-a-kind luxury self-catering loft apartment offering a bold and beautifully designed...

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
New for 2025! 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 co...
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.

The Stables
139Situated on a working farm in the west of the island, The Stables is a luxury three-bedroomed cottag
e sleeping six people, all in en-suite rooms There is a sheltered private garden featuring outside furniture with views towards Peel. In addition, the new outdoor leisure suite ...

Corner Cottage at Corlea Farm
42A stunning cottage set in private grounds in the south of the Isle of Man.
Corner Cottage is a stunning self catering holiday cottage finished to a superior standard in private grounds. This cottage boasts stunning coastal views to the front and access...
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...