Holiday Cottages for October
Booking a holiday cottage in October may sound like a winter break, but summer often extends its stay and graces October with glorious sunshine and warm weather. With quiet weeks and an opportunity to take the kids away for half term, there are lots of things to look forward to however you'd like to spend your holiday. Get started and browse our 1422 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1422 holiday cottages available for October
7 nights from £1115
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1115
7 nights from £703
The Old Stables
60932 bedroom self catering cottage near Bridlington.
Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...
7 nights from £703
7 nights from £528 *
Little Chywoon Barn
61042 bedroom cottage near Perranporth, North Cornwall
Tucked away in peaceful countryside, this retreat is surrounded by verdant rural views and peaceful birdsong but is only 10 minutes from the golden sands of Perranporth. This charm...
7 nights from £528 *
7 nights from £653 *
North Wing
61132 bedroom apartment with sea views near Marazion, West Cornwall.
Perched proudly above Mount's Bay, North Wing apartment forms part of the historic Acton Castle, an iconic landmark built in 1775 and listed with Historic England. Constructed from...
7 nights from £653 *
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The Ballacloan
193Ground floor apartment conveniently located on the promenade in Douglas
A coastal haven in the heart of Douglas Promenade The Ballacloan is the perfect family apartment to enjoy the heart of the Isle of Man in all its glory. Set directly on the prom...
7 nights from £715
9 West View
60813 bedroom self catering cottage near the beach in Beer, South Devon.
Welcome to 9 West View, a delightful and characterful cottage nestled perfectly on the Jurassic Coast. This charming, characterful, terraced cottage offers a great base for friends...
7 nights from £715
The Clypse
194Seaside first floor apartment on Douglas Promenade
A front-row coastal retreat with timeless bay views Welcome to The Clypse, an island retreat nestled on the beautiful Douglas Promenade, just steps away from sandy shores and so...
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...
7 nights from £1300 *
Mewstone View
60884 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Gather family and friends, and your four-legged companions, and settle into holiday life at the stylish Mewstone View. Tucked into the peaceful countryside of Cornwall's "Forgotten...
7 nights from £1300 *
7 nights from £667
Larch Cottage
60902 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Come and enjoy a well deserved break at this contemporary retreat, which serves up the perfect blend of countryside calm and coastal charm. Set in the rolling fields of Cornwall's ...
7 nights from £667
We’re here to help you find your perfect place to stay 7 days a week.
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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!
We’re not promising, but it's not uncommon to be able to sit on the beach in October enjoying bright sunshine, particularly hot in a sheltered corner. And at this time of year you can also bring the dog with you as the doggy beach ban is lifted in September. Bring your bag, ball and a bowl for water, and you could spend hours playing games and relaxing on the beach, occasionally dipping your toes in the sea to cool off. October is also a great time to explore gardens and woodlands 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. We have 1422 holiday cottages for October for you to choose from.
