Cottages for October Half Term
Gently releasing its grip on summer, October often enjoys warm weather and soft sunshine. Embrace the t-shirt weather a little longer and enjoy a self-catering retreat this October half term. From quaint one-bed cottages to spacious retreats big enough for all the family, we can help you piece together the perfect autumn holiday in a luxury cottage. Take a look at our collection and secure your favourite one today. And don't forget, once you've paid your deposit, you can pay the remaining balance off in monthly instalments - find out more here. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1274 luxury self-catering cottages for the October half term
7 nights from £1302 *
Higher Trennal Farm
60234 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...
7 nights from £1302 *
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25% off
22 Dec 2025 - 29 Dec 2025
From £2020.50 £1515.38
7 nights from £628
Soul Surfer
60612 bedroom apartment with sea views in Newquay, North Cornwall.
The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...
7 nights from £628
Park View
172Centrally located apartment close to the beach in Port Erin
Park View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sandy b...
Station View
173Centrally located apartment close to the beach in Port Erin
Station View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sand...
Robin Hill Farm Cottages
7 nights from £4597
7 nights from £761 *
Wren Cottage
60382 bedroom, dog friendly holiday cottage near Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Just a few miles from the dramatic north Devon co...
7 nights from £761 *
7 nights from £701 *
Swallow Cottage
60392 bedroom, dog friendly holiday cottage in Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Perched above a central courtyard with views acro...
7 nights from £701 *
7 nights from £701 *
Kingfisher Cottage
60402 bedroom, dog friendly holiday cottage near Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Nestled in the heart of the north Devon countrysi...
7 nights from £701 *
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!
7 nights from £803 *
Heron Cottage
60413 bedroom, dog friendly holiday cottage near Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Nestled in the heart of the north Devon countrysi...
7 nights from £803 *
7 nights from £815 *
Puffin Cottage
60423 bedroom, dog friendly holiday cottage in Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* This beautiful cottage combines rustic charm with...
7 nights from £815 *
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray. Once you've finished exploring, return to your very own private retreat and relax in total comfort.
