
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. Plus, you can now pay your holiday 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 1202 luxury self-catering cottages for the October half term
7 nights from £623 *
Boak Villa
59693 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.
Cradled into the hillside above the charming fishing village of Coverack, Boak Villa boasts a sunny disposition and offers some of the most spectacular sea views you'll find anywhe...
7 nights from £623 *
7 nights from £693 *
The Mowhay
59453 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
Nestled in the rural hamlet of Crugmeer, surrounded by glorious countryside yet only a 15-minute walk to Cornwall’s dramatic north coast and a mile from Cornwall’s foodie hotspot o...
7 nights from £693 *
7 nights from £875
Honeystones
59463 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
Boasting fabulous far-reaching sea views across The Wash and perfectly situated close to the iconic lighthouse on the clifftop of Old Hunstanton, Honeystones is a relaxing holiday ...
7 nights from £875
7 nights from £1410 *
Coastview
59476 bedroom holiday home with sea views near Marazion, West Cornwall.
Situated above the sweeping sands of Mount's Bay, Coastview is a truly exceptional detached holiday home in the heart of picturesque Perranuthnoe. Just a stone's throw away from th...
7 nights from £1410 *
7 nights from £881 *
Higher Pencobben
59505 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.
Nestled in the heart of gently rolling countryside, protected by the National Trust, Higher Pencobben, accessed by a private lane, is a beautiful rural home offering a haven of pea...
7 nights from £881 *
7 nights from £568
Beach House
59512 bedroom apartment with sea views in Mevagissey, South Cornwall.
Perfectly positioned on the seafront overlooking the sandy shores of Portmellon beach close to Mevagissey in south west Cornwall, Beach House is a duplex apartment located in a gor...
7 nights from £568
7 nights from £805 *
Kingfisher Cottage
59493 bedroom, dog friendly self catering cottage near Leominster.
Tucked away in the peaceful Herefordshire countryside, this charming and character-filled cottage offers a perfect blend of traditional style and modern luxury. Surrounded by a bea...
7 nights from £805 *
From £86 per night
Albie's Freight Train
5967Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...
From £86 per night
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 £850
Coastguard Lookout
59732 bedroom self catering cottage with sea views in Hunstanton.
Situated in a unique location on the clifftops of the charming town of Hunstanton, Coastguard Lookout sits proudly overlooking the ocean with panoramic views of the beach, changing...
7 nights from £850
7 nights from £1311
Summers
58773 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Sitting in prime position with panoramic views across St Mawes harbour towards Pendennis and St Mawes castle, Summers is a stunning, contemporary holiday home with stylish interior...
7 nights from £1311
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.