We have 97 self catering cottages in South of the Island that sleeps two.
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...
Coniston
213Nestled on sought-after Scarlett Road in Castletown, this beautifully presented bungalow enjoys stunning sea views and offers a peaceful coastal retreat ideal for those seeking com...
Seafarer's Cottage
109Seafarers Cottage is located on the beachfront in Castletown, the ancient capital of the Isle of Man
Seafarer's Cottage is a traditional cottage with panoramic views of Castletown Bay and beyond. Setting out on foot you could find yourself in the historic town centre within just a...
Kate's Corner (Broogh Fort Cottages)
75Kate's Corner is in a secluded location in the Manx countryside just minutes from Douglas
Kate's Corner is a stylish self-catering holiday home located in the private country retreat of Broogh Fort Cottages in Santon. Upon entering the gates of Broogh Fort Cottages e...
Surfside
118A charming coastal cottage, in a great setting close to the beach.
Surfside is a delightful coastal cottage with spectacular views. Central position within Port Erin gives immediate access to amenities, restaurants and bars. The conservatory and e...
Sea Salt
199Refined boutique stay near Castletown’s harbour & history
Sea Salt is a beautifully refurbished hideaway on historic Queen Street, offering an indulgent blend of contemporary luxury and homely warmth in the heart of Castletown. Thoughtful...
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!
Thie Ny Shee
156A modern countryside retreat with a wood-fired hot tub.
Tucked away just off the Ballamodha Straight, Thie Ny Shee offers a peaceful escape in the heart of the Isle of Man's countryside. This beautifully presented single-storey property...
Thie Aash
155A modern countryside retreat with a wood-fired hot tub.
Nestled just off the Ballamodha Straight in the heart of the Isle of Man, Thie Aash offers a sleek and stylish countryside retreat. Surrounded by open landscapes and rolling hills,...
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15% off
28 Aug 2026 - 31 Aug 2026
Keys Cottage
77Stylishly refurbished to a high specification, Keys Cottage is a 19th century listed building
Originally a part of the Old House of Keys, the historic former home of Manx politics, Keys Cottage is one of a collection of listed buildings in an historic area of Castletown in ...
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 ...
