Holiday cottages for September in East 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 East of the Island. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 27 East of the Island holiday cottages available in September.
Greystones at Ago's Leap
221Impressive Douglas home with private gardens and tennis court
Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...
Ballacosney Cottage
219Stylish Laxey cottage with private gym and sauna
Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...
Reserve your 2027 holiday for just £40.00
Find out more
The Clypse
194A front-row coastal retreat with timeless bay views
Welcome to The Clypse, an island retreat nestled on the beautiful Douglas Promenade, just steps away from sandy shores and some of the island’s most charming attractions. Step i...
Tramside
183A coastal getaway with panoramic views and upside-down charm
. Located in the picturesque village of Laxey, this cottage is just a stone’s throw from beautiful beaches, scenic coastal paths, and the world’s largest working water wheel, th...
British Travel Awards 2025
Best company for UK holiday home rentals
Fuchsia Cottage
186Cosy countryside cottage for two near Laxey’s top attractions
One of six holiday cottages at Ballachrink, Fuchsia Cottage is the smallest of the collection - an intimate and charming countryside retreat for up to two guests. This spacious sin...
The Doll's House
185Charming rural stone cottage for a peaceful couple’s escape
Nestled within the tranquil grounds of Ballachrink Farm, The Doll's House is a beautifully converted stone barn that offers a romantic countryside retreat for two. This spacious si...
Holly Cottage
188Charming rural cottage for four, offering a peaceful Manx escape
Nestled within the tranquil grounds of Ballachrink Farm, Holly Cottage is a beautifully converted stone barn offering a charming countryside escape for up to four guests. This spac...
Cherry Cottage
189Bright rural cottage with lovely countryside views near Laxey
Cherry Cottage is a bright and spacious single-storey retreat that blends traditional charm with modern comforts, creating a warm, relaxing space perfect for unwinding. As part ...
Croit Rance Cottage
182A charming rural retreat tucked into the peaceful hills of Ballafayle
Nestled in sweeping pastoral land with dreamy glimpses of the sea, Croit Rance Cottage offers a truly tranquil escape on the island’s beautiful east coast. Sitting moments from the...
Lighthouse Keeper's Cottage
169Stunning original Lighthouse Keeper's Cottage in enviable coastal location
Lighthouse Keeper's Cottage is a truly unique and atmospheric place to stay, perched high above the sea on Douglas Head, one of the Isle of Man's most dramatic and historic coastal...
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 27 holiday cottages in East of the Island available for your September break.