We have 152 self catering cottages available to rent in May in Isle of Man
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...
5 Charles Street
5Discover 5 Charles Street, a traditional cottage 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’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
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...
Acorn Cottage (Willow Nook Cottages)
8A rural escape overlooking the coast near Kirk Michael, Acorn Cottage is a fabulous secluded escape
Situated 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
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...
Ard Lee
11Ard Lee is a charming mid-terrace cottage situated 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
12Ard Mor is an inviting end-terrace cottage situated 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...
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.
At Pargys
13At Pargys is a charming, mid-1800s cottage, enjoying an enviable position in the peaceful hamlet of
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...
Awelon
14A premium escape located on the sought after Port Erin beach, sleeping 8 people.
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. ...