We have 176 self catering cottages available to rent in May in Isle of Man
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...
8 Carnane Lane
6Homestay registered property - only available for bookings during TT & MGP periods.
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. 8 Carnane Lane is available for self-catering accommodation excl...
Reserve your 2027 holiday for just £40.00
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Acorn Cottage (Willow Nook Cottages)
8A rural escape overlooking the coast near Kirk Michael
ituated just outside the picturesque village of Kirk Michael, Acorn Cottage feels like a secret meant for two. A short drive down the private lane, you will be met with a secluded ...
Aer Varrey
9First floor apartment with sea views and modern decor
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 is hard t...
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5% off
10 Oct 2026 - 31 Oct 2026
Ard Beg
10A delightful mid-terrace cottage 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...
Ard Lee
11A charming mid-terrace cottage in the heart of Castletown
Ard Lee 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...
Ard Mor
12An inviting end-terrace cottage in the heart of Castletown
Ard Mor 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...
At Pargys
13A charming mid-1800s cottage, in the peaceful hamlet of Fistard
Pargys is a wonderful old Manx cottage, tastefully renovated and modernised, whilst maintaining a traditional cosy feel, making it a truly memorable holiday home. Whether it's a su...
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.
Awelon
14A premium escape located on the sought after Port Erin beach
Awelon is a premium self-catering holiday home located on the beachfront of Port Erin, with fantastic views of the beach, Port Erin Bay and Bradda Head, featuring Milner's Tower. ...
Baljean
15A charming 18th century cottage overlooking Port Erin Beach
Baljean is one of the oldest cottages in Port Erin and has been renovated and modernised to the highest standards for use as a truly memorable holiday home. Whether it's a summer v...