
Holiday cottages for a romantic break in South of the Isle of Man
Escape for a romantic break in a hand-picked holiday cottage with your favourite person. Cosy up together in one of our luxury cottages for two. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 80 self catering cottages for romantic breaks in South of the Isle of Man.

Curlew Cottage
51Curlew cottage is a charming 18th century one bedroom traditional Manx stone cottage in Castletown
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...

Tides Reach
148Tides Reach is a modern ground floor apartment located a stones throw from the picturesque harbour o
Tides Reach offers the perfect base for a couple or a solo traveller wishing to explore the Isle of Man. Modern, and well appointed this comfortable apartment has been finished to ...

Brookville Cottage
27Brookville Cottage is a recently completed barn conversion in the rural southern village of Ballabeg
Set in beautiful rural surroundings of Ballabeg in the Isle of Man, Brookville Cottage is a lovely open-plan barn conversion, perfect for a couple or solo travellers. In addition t...

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...

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...

Silverburn
170Stylish studio apartment located in an idyllic national glen
Silverburn at Trail Lodge offers premium, self-catering accommodation within the historic former Silverdle Corn Mill. It is located in the tranquil rural setting of Silverdale, a...

Corner Cottage at Corlea Farm
42A stunning cottage set in private grounds in the south of the Isle of Man.
New for 2025! Corner Cottage is a stunning self catering holiday cottage finished to a superior standard in private grounds. This cottage boasts stunning coastal views to the...

The Garden Apartment (Port St Mary)
127A comfortable two bedroom apartment just steps away from all of Port St Mary's village attractions
The Garden Apartment (Port St Mary) is a comfortable two bedroom self-catering holiday apartment just minutes away from all of Port St Mary's village attractions and amenities. ...
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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!

Ard Beg
10Ard Beg is a delightful mid-terrace cottage situated 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...

Ard Lee
11Ard Lee is a charming mid-terrace cottage situated in the heart of Castletown.
Ard Lee 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...
Whether you’re planning a short break for two, a last minute getaway or a romantic holiday for an entire week, we’ve got 80 of the loveliest hideaways nestling in some of the prettiest parts of South of the Isle of Man. Hole up in a holiday cottage and forget the rest of the world for a while.