We have 190 cottages available in Isle of Man available for five night breaks
Bwaane Jiass
30Bwaane Jiass is the smallest of one of three cottages located together in a quiet, peaceful location
Bwaane Jiass is the smallest of one of three self catering holiday cottages located together in a quiet, peaceful location at the end of a private driveway in the beautiful country...
Ballavoddan Farm Cottages 2
23One of two immaculate cottages located together in Ballasalla
Located in the south of the Isle of Man and just 5 minutes drive from the Isle of Man Airport you'll find Ballavoddan Farm Cottages. In this rural setting, two lovingly refurbished...
North Haven
89North Haven is a modern home close to the heart of Ramsey, Isle of Man and all of the nearby attract
Located close to the heart of Ramsey, the Isle of Man's northern town, North Haven offers a perfect base for a holiday or short break. Featuring three bedrooms that sleep 5 people,...
Glen Chass Farmhouse
66Glen Chass Farmhouse is a beautifully appointed 3 bedroom house that sleeps up to 6 people
This lovingly refurbished Manx farmhouse is located in a peaceful location in the far south western tip of the Isle of Man. You can see some of the best land and sea views in Brita...
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.
Woodcroft
152Woodcroft is a charming cottage located in wonderfully leafy surroundings right in the heart of Doug
Woodcroft is a charming cottage located in a wonderfully leafy corner of Douglas, Isle of Man. Its' location is hard to beat, as the town centre and the TT Grandstand are just minu...
Cosy Nook (Broogh Fort Cottages)
43Cosy Nook is in a secluded location in the Manx countryside just minutes from Douglas
Cosy Nook is a stylish self-catering holiday home located in the private country retreat of Broogh Fort Cottages in Santon. Entering through the gates of Broogh Fort Cottages es...
Kate's Corner (Broogh Fort Cottages)
75Kate's Corner is in a secluded location in the Manx countryside just minutes from Douglas
Kate's Corner is a stylish self-catering holiday home located in the private country retreat of Broogh Fort Cottages in Santon. Upon entering the gates of Broogh Fort Cottages e...
Bradda Place
25Nestled in a peaceful location, just 100 yards from the promenade
Bradda Place is the perfect base for a holiday on the Isle of Man. With 4 guest bedrooms this versatile property caters for all from large family groups to friends and couples wish...
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...
Creggan
46A delightful family house in a superb coastal location in the north of the Isle of Man.
If you are looking for a family break in a peaceful setting it is hard to beat Creggan, with stunning views north towards the Point of Ayre and Ramsey bay and rural views towards N...
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!