Holiday cottages for October in Isle of Man
Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 161 holiday cottages matching your search in the Isle of Man...
Nibbana Lodge
227Unique coastal retreat with private sauna and cold plunge
Tucked away just off Gansey in Port St Mary, this beautifully designed one-bedroom annexe offers a truly special coastal retreat. Combining thoughtful craftsmanship, stylish interi...
Charlie's Cottage at the Black Dub
223Forested backdrop cottage for four
Charlie's Cottage Sleeps 4, dogs welcome Forested backdrop cottage for four Set amidst towering trees, Charlie’s Cottage offers an idyllic Manx retreat for up to four and...
James' Cottage at the Black Dub
224A spellbinding stay set along the sprawling west coast
James' Cottage Sleeps 6, dogs welcome A spellbinding stay set along the sprawling west coast For an escape to embrace Manx highlights, James’ Cottage awaits, perfectly pos...
Kegs Cottage at the Black Dub
225Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay
Kegs Cottage - The Black Dub Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay a stone’s throw from the Isle of Man’s sprawling west coast. Part of ...
British Travel Awards 2025
Best company for UK holiday home rentals
Vines Cottage at the Black Dub
226An island treasure set amidst towering trees
Framed by evergreens and only a whisker from the island’s dreamy west coast, Vines Cottage calls for escapes rooted in bliss. From TT action and coastal exhilaration to storybook s...
Highbury House
220Luxury group getaway in the heart of historic Castletown
Set in the heart of historic Castletown, Highbury House is a beautifully renovated four-bedroom property offering stylish and spacious accommodation across three floors. Finished t...
Ballachrink Barn
222Ballachrink Barn is a beautifully presented self-catering holiday cottage located in the peaceful village of Glen Maye on the west coast of the Isle of Man, just south of Peel. ...
Greystones at Ago's Leap
221Impressive Douglas home with private gardens and tennis court
Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...
Ballacosney Cottage
219Stylish Laxey cottage with private gym and sauna
Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...
Round Table House
218A unique countryside retreat with breathtaking southern views
Round Table House stands high above the rolling countryside of Ronague, a remarkable retreat where contemporary style meets the character of a much-loved home. Its elevated positio...
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10% off
10 Nov 2026 - 17 Nov 2026
British Travel Awards 2025
Best company for UK holiday home rentals
We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.
