We have 193 cottages for the August bank holiday in Isle of Man.
Calf of Man Bird Observatory
33Basic Self catering hostel / bunkhouse style accommodation for up to 8 visitors.
The 2026 booking season will run from early June until early September, with exact dates to be confirmed. Bookings will open at 9am on Monday 9th March 2026 on a first come fir...
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. ...
Highfield
198Homestay 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. Highfield is available for self-catering accommodation exclusive...
Buttermere Drive
29Homestay registered property - only available for bookings during the TT period.
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Buttermere Drive is available for self-catering accommodation ex...
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.
Sea Breeze (Ramsey)
105Homestay 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. Sea Breeze is available for self-catering accommodation exclusiv...
Norfolk Place
209Homestay 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. Norfolk Place is available for self-catering accommodation durin...
Eary Cushlin
56In partnership with Manx National Heritage, we are pleased to present Eary Cushlin; a large house on
Hidden on the rugged western coastline just beneath Cronk ny Arrey Laa, sits the former home of eccentric recluse Colby Cubbon, who purchased the property hoping to escape the Germ...
Thie Fuinnee
145Thie Fuinnee is a spacious self-catering holiday home situated in the peaceful harbour-side village
Thie Fuinnee is a spacious self catering holiday home situated in the peaceful harbour-side village of Port St Mary on the Isle of Man. The property itself is located just round th...
Brookville House
28A family friendly house located in rural Ballabag
Brookville House is a comfortable house set in the rural surroundings of Ballabeg, in the Isle of Man. Sleeping up to 9 people across 5 bedrooms it is perfect for families or group...
Ballachrink Farmhouse
184Spacious Manx farmhouse retreat for relaxed countryside stays
Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...
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!