Holiday cottages for 2027 in West of the Island
Ready to start planning your 2027 adventure? Choose from a growing collection of holiday cottages across the UK. Plus, you can now reserve your 2027 holiday for just £40, with no need to pay the remaining deposit until 1st September. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Self catering holiday cottages for rent in 2027
Fenella Cottage
212Stylish coastal cottage in Peel, moments from the sandy beach
This beautifully finished coastal cottage in the heart of Peel offers an effortless blend of contemporary comfort and genuine homely charm, just moments from the town's historic ha...
Thie Vunn
207A blue-hued delight in the heart of Peel
Thie Vunn was lovingly gifted to Manx Wildlife Trust who are working with Island Escapes to welcome explorers eager to soak up every magical Manx moment. Spot this charming blue ho...
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
202British Travel Awards 2025
Best company for UK holiday home rentals
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...
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...
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...
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.
Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoon picnics and taking the time to enjoy those special sunrises and sunsets. Sound good? Whether you're looking for a coastal holiday or a rural retreat, or a cottage with a hot tub or swimming pool, we have a portfolio of properties ready and waiting for you to start planning your next self catering holiday in West of the Island.