We have 65 South of the Island holiday cottages available in September.
Curlew Cottage
51Curlew cottage is a charming 18th century one bedroom traditional Manx stone cottage in the heart of
Curlew cottage is a charming 18th century one (double) bedroom traditional Manx stone cottage which retains some original features a stone fireplace and open beam ceilings in loung...
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10% off
23 Aug 2026 - 31 Aug 2026
Dandy Rigg Cottage
52A traditional Manx cottage in a peaceful rural setting in the south of the Island
Dandy Rigg Cottage is a traditional Manx cottage, known as a 'tholtan' which has been modernised to a comfortable three-star holiday cottage, located in the quiet countryside of th...
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...
Duxbury Cottage
55A renovated and well-appointed rural barn conversion minutes away from lush plantations and the coas
Duxbury Cottage is a renovated and well-appointed rural barn conversion minutes away from lush plantations, mountain bike trails and the south coast of the Isle of Man. Formerly...
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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...
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...
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...
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...
Golf View Apartment
69Golf View Apartment is a ground floor apartment, with views across the golf course and Bradda Head
Golf View Apartment is a recently refurbished 4 Star Gold award ground floor apartment, located opposite the Rowany Golf Course in Port Erin. Appointed to a high standard it provid...
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!
