We have 93 cottages available in South of the Island available for six night breaks
Sound of the Sea
114A spacious apartment with stunning elevated panoramic views across Port Erin bay and out to sea.
Sound of the sea is a newly refurbished 3 bedroom apartment in a lovely location sitting overlooking Port Erin bay, in the south west of the Isle of Man. Located on the top floo...
The Pines
137The Pines boasts a spectacular elevated position overlooking the coastal village of Port Erin, with
Tucked into the Bradda hillside overlooking Port Erin in the south of the Isle of Man, The Pines is sufficiently removed from the village to provide a private, idyllic feel yet clo...
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!
Packet House
91With a rich maritime history, Packet House a listed building on the Quayside in Castletown
Packet House is one of a collection of refurbished listed buildings in an historic area of Castletown in the south of the Isle of Man. Formerly the headquarters of the Isle of Man ...
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...
Seal Rock
110Seal Rock is a ground floor apartment with stunning views south across Castletown bay and Langness
Seal Rock offers a perfect base for a couple or small family looking for a conveniently located two bedroom property in the south of the Isle of Man. As a ground floor apartment wi...
The Milking Parlour (Port Erin)
133The Milking Parlour is a recently refurbished farm building in a rural setting overlooking Port Erin
, Isle of Man. The property consists of a double bedroom, twin bedroom and shower room on the ground floor with stairs leading up to a spacious open plan lounge, kitchen and din...
Ard Beg
10A delightful mid-terrace cottage 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...
Quay Cottage
93Quay Cottage is a beautifully refurbished fishermans cottage overlooking the picturesque harbour
of Port St Mary, a fishing village in the south of the Isle of Man. The holiday cottage benefits from two cosy en-suite bedrooms, charming living space with electric stove and a...
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
Croft End
47Croft End is a newly renovated family friendly home located on a desirable street in Castletown
Croft End is a newly renovated self catering family friendly home located on a desirable street in Castletown, Isle of Man. A spacious open plan ground floor area features a cla...
Mariner's Cottage - Castletown
86Mariner's Cottage is nestled in the historic town centre of Castletown, home to the medieval Castle
A traditional cottage in the heart of Castletown, Isle of Man, a short stroll from the impressive medieval Castle Rushen, picturesque harbour, local bars, shops and restaurants. ...