
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 1209 luxury self-catering cottages for the October half term
7 nights from £945
Island Cottage
59603 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...
7 nights from £945
7 nights from £589
The Milk Shed
59772 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
Looking for a retreat that offers peace and tranquility in abundance, yet perfect for immersing yourself in north coast living - then look no further than The Milk Shed. Nestled in...
7 nights from £589
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £2532
Ferry Point House
59723 bedroom self catering cottage with sea views near Helensburgh.
What a fantastic view! Escape to this hidden gem in Scotland and delight in the open vistas across the loch and mountains beyond which will captivate your imagination. This con...
7 nights from £2532
7 nights from £499 *
The Works
59702 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...
7 nights from £499 *
7 nights from £792 *
Ocean Break
59652 bedroom holiday cottage near the beach in Croyde, North Devon.
Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...
7 nights from £792 *
From £132 per night
Alma
5844Shepherd's Hut with hot tub near South Molton.
If you go down to the woods today, you'll discover this Devonshire beauty - a stunning, romantic hideaway for those seeking the wilder things in life… Welcome to Alma, our bijou...
From £132 per night
From £144 per night
Iris
5842Woodland cabin with hot tub near South Molton.
With delightful uninterrupted views directly down the length of a valley and a huge deck - the perfect private setting for the electric hot tub, this rural retreat is just idyllic....
From £144 per night

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From £144 per night
Hazel
5843Woodland cabin with hot tub near South Molton.
Tucked away in unspoilt countryside, with wonderful woodland and valley views, a wide deck for the electric hot tub, a gorgeous, spacious interior and a cosy wood-burner, this is t...
From £144 per night
7 nights from £1378
Fulmars
59574 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
Welcome to Fulmars; aptly named after the sea bird which has bred in Hunstanton since 1965 and nest on the clifftops close to this generous and well presented holiday home. Set bac...
7 nights from £1378
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.