May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 90 holiday cottages matching your search in the Isle of Man...
Tara
171A spacious family home just a short walk from Laxey village.
New for 2026! Tara is a modern and spacious family home in an elevated position in Laxey, offering stunning views of the sea and surrounding hills. This stylish self-catering a...
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
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, Isle of Man you'll find 1 Charles
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 in the west of the Isle of Man, perfect for a small
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...
2 Sunnyside Terrace
3Lovingly renovated to a high standard, Sunnyside provides modern facilities whilst maintaining a tra
A delightful two bedroom Manx cottage in Laxey, a short distance from the beach and famous Laxey wheel, with views over Laxey Bay.The lovely south facing, terraced garden is a real...
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.
Aer Varrey
9Aer Varrey is a first floor apartment with attractive, modern decor boasts amazing panoramic views o
Aer Varrey, meaning "Sea Air" when translated from Manx Gaelic, is a bright and modernised first floor apartment with attractive decor. The magnificent panoramic sea view...
Ard Beg
10Ard Beg is a delightful mid-terrace cottage situated in the heart of Castletown.
Ard Beg is a delightful self-catering cottage sleeping three people. The master bedroom has a double bed, bedside tables & wardrobe. There is also a spacious single bedroom with be...
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Isle of Man. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.
