Holiday cottages for September in West of the Island
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in West of the Island. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 32 West of the Island holiday cottages available in September.
Ballachrink Barn
222Ballachrink Barn is a beautifully presented self-catering holiday cottage located in the peaceful village of Glen Maye on the west coast of the Isle of Man, just south of Peel. ...
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...
Reserve your 2027 holiday for just £40.00
Find out more
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...
British Travel Awards 2025
Best company for UK holiday home rentals
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...
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...
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...
1 Charles Street
1Located on a dreamy narrow cobbled pedestrian street in Peel
1 Charles Street is the perfect base to explore Peel in the west of the Isle of Man. This small cottage will comfortably sleep 3 people in 2 bedrooms, it also features an en-suite ...
15 Duke Street
215 Duke Street is a cosy seaside cottage in Peel near the beach
15 Duke Street is a self-catering holiday cottage located in the popular seaside town of Peel in the west of the Isle of Man. Ideal for a couple or a small family, 15 Duke Stree...
5 Charles Street
5A traditional house tucked away in the quaint streets of Peel
5 Charles Street is a traditional self-catering cottage with modern facilities tucked away in the quaint cobbled Charles Street, only a hop from the sandy beach! Sleeping 4 peop...
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 beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 32 holiday cottages in West of the Island available for your September break.
