We have 143 luxury self catering cottages for the October half term in Isle of Man
Greystones
70Greystones is a cosy 18th century cottage located in the quiet village of Kirk Michael
Greystones is a quaint and cosy self-catering cottage nestled in the heart of the village of Kirk Michael, sleeping 4 people in two twin bedrooms. Thought to be one of the oldes...
Grianane
71Grianane is a recently refurbished bungalow located close to the centre of Port Erin
Grianane is a recently refurbished bungalow located within a quiet cul-de-sac close to the centre of Port Erin, Isle of Man, just five minutes walk from the beach, shops, bus and r...
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
Heather Cottage
73Heather Cottage is a beautifully light and airy seaside cottage a stone's throw from the harbour
Heather Cottage is a single-level self-catering seaside cottage located a matter of feet from the picture perfect Port St Mary Harbour in the south of the Isle of Man. The cotta...
Kerrowdhoo Farmhouse
76A peaceful countryside retreat in Foxdale, Isle of Man.
Set in the heart of the Isle of Man's beautiful countryside, Kerrowdhoo Farmhouse offers a tranquil escape for those looking to unwind in nature. Located in Foxdale, this charming ...
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20% off
27 Jul 2026 - 2 Aug 2026
From £130.00 £167.00 per night + £63 booking fees
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 ...
Kilravock
78Kilravock is a modern, luxury coastal family holiday home, purpose built to a high standard
Kilravock is nothing short of a dream home beside the sea, built in 2021 this impressive house, on the sea front at Bay Ny Carrickey in the south of the Isle of Man offers the high...
Langness Lighthouse Cottages - East Cott
80A unique and historic escape, Langness Lighthouse Cottages are set in breathtaking scenery
Langness Lighthouse Cottages are the ultimate self-catering accommodation. Beautifully restored, they are situated on Langness peninsula at the southernmost point of the Isle of Ma...
Langness Lighthouse Cottages - West Cott
81A unique and historic escape, Langness Lighthouse Cottages are set in breathtaking scenery
Langness Lighthouse Cottages are the ultimate self-catering accommodation. Beautifully restored, they are situated on Langness peninsula at the southernmost point of the Isle of Ma...
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!
Langton Cottage
82Dating back to 1840, this charming cottage is perfectly located for a seaside escape
Langton Cottage is an attractive self catering holiday home enjoying a fabulous location by the side of the outer harbour in Port St Mary. Built in 1840, this former quarryman's...
Little Haven
84Just off the promenade in Douglas, Little Haven is a cosy cottage refurbished to a high standard.
Little Haven is located in a quiet neighbourhood set just off Summerhill Road, close to the promenade in Douglas, Isle of Man. Close to the Manx Electric Railway, the famous Dou...
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20% off
2 Aug 2026 - 8 Aug 2026
From £162.00 £192.60 per night + £63 booking fees
