
Cottages for October half term in South West
Savour the best of autumn with a holiday cottage stay this October half term. Find the perfect cottage for half term and celebrate this cosy time of year. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 865 luxury self catering cottages for the October half term in South West
7 nights from £897
Great Meadow View
59623 bedroom self catering cottage near Lostwithiel, North Cornwall.
Tucked away along a quiet country lane and nestled in the glorious Cornish countryside, come and escape the everyday at Great Meadow View. Set all on one level, this tranquil retre...
7 nights from £897
7 nights from £1495
Great Meadow Retreat
59616 bedroom self catering home near Lostwithiel, North Cornwall.
Gather up family and friends and escape to this Cornish countryside gem. With six beautifully appointed bedrooms, generously proportioned interiors, and four acres of beautiful gro...
7 nights from £1495
7 nights from £461 *
Tea By The Sea
60253 bedroom, dog friendly apartment with sea views in Cadgwith.
Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...
7 nights from £461 *
7 nights from £861
Swallows' Nest
60072 bedroom self catering cottage near Helford, West Cornwall.
Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...
7 nights from £861
7 nights from £675
Pendennis Tides
59942 bedroom apartment with sea views in Falmouth, South Cornwall.
A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...
7 nights from £675
-
20% off
4 Oct 2025 - 11 Oct 2025
£688.00 £550.40
7 nights from £2266 *
Roscaddon Linhay
60145 bedroom, dog friendly cottage near the beach in Helford, Cornwall.
Tucked into the lush landscape of Manaccan where the last of the temperate Cornish rainforest remains yet just a whisper from Gillan Creek and Flushing beach, this remarkable farmh...
7 nights from £2266 *
7 nights from £451 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £451 *
7 nights from £837
The Granary
60102 bedroom self catering cottage near Moretonhampstead, South Devon.
If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...
7 nights from £837
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
Greenawell Farm Cottages
7 nights from £1742
7 nights from £611 *
The Little Woodland House
6001Family size cabin with hot tub near Fowey, South Cornwall.
Welcome to The Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a ro...
7 nights from £611 *
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 in South West. 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.