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 1379 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1379 holiday cottages available for October
7 nights from £588 booking fees included
Rubena Cottage
62002 bedroom, dog friendly cottage near the beach in Port Isaac.
A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...
7 nights from £588
7 nights from £1085 booking fees included
Hooper's House
62034 bedroom self catering cottage in Gloucester.
Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...
7 nights from £1085
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7 nights from £861 booking fees included
St Peter's House
62022 bedroom self catering cottage in Gloucester.
Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...
7 nights from £861
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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Best company for UK holiday home rentals
From £100 per night + £53 booking fees
Bottle Lodge
6206Grade II Listed, lovingly restored 1807 Bottle Lodge for two in Staffordshire.
Sitting in the Staffordshire countryside at the entrance to Tixall Estate, a unique and historic stay awaits at Bottle Lodge - named for its quirky octagonal shape that looks like ...
From £100 per night
7 nights from £646 booking fees included
April Cottage
61992 bedroom, dog friendly cottage near the beach near Coverack.
Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...
7 nights from £646
7 nights from £707 booking fees included
Little Owl Barn
61941 bedroom holiday cottage near the beach in Croyde, North Devon.
Tucked away in a secluded oasis, in the charming hamlet of Putsborough on north Devon's spectacular coastline, this beautifully renovated retreat is a hidden gem. Just a short stro...
7 nights from £707
7 nights from £880 booking fees included
Camusasaig
61892 bedroom self catering cottage with loch views near Fort William.
Perched on the water’s edge, with uninterrupted views of Loch Linnhe in all its glory, sits Camusasaig a charming and perfectly located cottage for two with all the romance of a Sc...
7 nights from £880
7 nights from £2067 * booking fees included
Trevaskis Farmhouse
61666 bedroom, dog friendly self catering home near Hayle, West Cornwall.
Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...
7 nights from £2067 *
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20% off
28 Aug 2026 - 4 Sep 2026
From £2985.00 £2391.60 booking fees included
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20% off
4 Sep 2026 - 11 Sep 2026
From £2985.00 £2391.60 booking fees included
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20% off
11 Sep 2026 - 18 Sep 2026
From £2985.00 £2391.60 booking fees included
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20% off
18 Sep 2026 - 25 Sep 2026
From £2562.00 £2053.20 booking fees included
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20% off
25 Sep 2026 - 2 Oct 2026
From £2455.00 £1967.60 booking fees included
7 nights from £546 booking fees included
Riverside Cottage
61632 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...
7 nights from £546
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!
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 1379 holiday cottages for October for you to choose from.
