We have 1338 luxury self-catering cottages for the October half term
Deaks Cottage
53Deaks Cottage is tucked away in a quiet corner of Douglas, just a short walk from the TT Grandstand!
Deaks Cottage is a charming cottage hidden away in the tranquil grounds of a gated Manor House. Its' location is hard to beat, as Douglas town centre and the TT Grandstand are just...
Dove Cottage
54A delightful stone cottage located in Castletown, minutes from the historic town centre and its pubs
Set within the grounds of a 19th century water mill, this delightful single level self-catering holiday cottage has the perfect mix of private rural setting and easy access to Cast...
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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...
Elgin Retreat
58Set in the beautiful rural location of Maughold, Elgin Retreat offers plenty to enjoy
Perfect for a couple's getaway, Elgin Retreat offers single accommodation located in the heart of Maughold on the north east side of the Island, just 5 minutes outside Ramsey, wher...
Ellan Vannin
59An historic home and listed building on the waterfront in the heart of Castletown, the ancient capit
Ellan Vannin is one of a collection of refurbished listed buildings in an historic area of Castletown in the south of the Isle of Man. Adjoining the Bailey Scott designed former Po...
Eva's Cottage
60Eva's Cottage is a gem of a seaside holiday cottage, tucked away in one of the narrow lanes leading
Eva's Cottage is one of a collection of refurbished listed buildings in an historic area of Castletown, just a stone's throw away from the harbour, in the south of the Isle of Man....
Garey Beg
63Garey Beg is a large spacious detached house with an extensive garden in the quiet village of Colby
Garey Beg is a spacious self-catering family holiday home set in a cul-de-sac in south of the Isle of Man. Enjoy views over the south of the island out to sea at Bay Ny Carrickey a...
Gatekeeper's Cottage
64Gatekeeper's Cottage is a beautifully restored cottage located right beside the Isle of Man Railway
Originally a residence for the level crossing gatekeeper on the Isle of Man Steam Railway in Port st Mary, Gatekeeper's Cottage has been lovingly refurbished to a high standard. ...
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!
Gee's Cottage
65Gee's Cottage is located on the beachfront in Castletown, the ancient capital of the Isle of Man.
Gee's Cottage is a self-catering holiday cottage with panoramic views of Castletown Bay, located just across the harbour from the centre of Castletown and its' imposing Castle Rush...
Glenfaba Lodge
67Glenfaba Lodge is a large family friendly home located just outside the coastal town of Peel
Glenfaba Lodge is large self-catering holiday home, suitable for family groups, located just outside of the small coastal town of Peel, Isle of Man. The setting is tranquil and ...