We have 62 self catering cottages available this December in South of the Island
Bradda View Apartment
26A stylishly appointed apartment with views out to Port Erin Bay
Enjoy amazing countryside views of Bradda Head and Rowany Golf Course in this first floor apartment with refreshing new decor creating a light and uplifting space for you to relax ...
Brookville Cottage
27A barn conversion set 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...
Reserve your 2027 holiday for just £40.00
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Brookville House
28A family friendly house located in rural Ballabag
Brookville House is a comfortable house set in the rural surroundings of Ballabeg, in the Isle of Man. Sleeping up to 9 people across 5 bedrooms it is perfect for families or group...
Carrick Bay Apartment
34Carrick Bay is a ground floor apartment and enjoys spectacular views of Port St Mary Bay and beyond.
Carrick Bay Apartment is a stylishly appointed single level ground floor self-catering apartment in Port St Mary, Isle of Man. Guests can experience the spectacular views stretchin...
Clougher Cottage
41A beautiful two-bedroom rural cottage offering breathtaking views of the countryside and sea.
Clougher Cottage is a beautifully presented rural cottage, offering a peaceful escape with stunning views across the countryside and out to sea. Located just minutes from lush plan...
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...
Craig Y Nos
44A coastal cottage retreat above Port Erin, with spectacular sea views and an elevated patio
Craig Y Nos is a beautifully modernised self-catering holiday home dating back to 1848, with unrivalled sea views over Port Erin Bay and sprawling countryside views across the isla...
Croft End
47Croft End is a newly renovated family friendly home located on a desirable street in Castletown
Croft End is a beautifully renovated, family-friendly home situated on one of Castletown's most desirable residential streets. Sleeping up to eight guests across the main house and...
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10% off
17 Oct 2026 - 31 Oct 2026
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!
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...
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...
