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. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1043 luxury self-catering cottages for the October half term
Lighthouse Keeper's Cottage
169Stunning original Lighthouse Keeper's Cottage in enviable coastal location
New for 2025! Lighthouse Keeper's Cottage is a truly unique and atmospheric place to stay, perched high above the sea on Douglas Head, one of the Isle of Man's most dramatic an...
7 nights from £1700 *
Llawnroc
60494 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Purpose-built and designed with intention by the thoughtful and experienced owners, this stunning holiday home is nothing short of a haven, curated for a family holiday that ticks ...
7 nights from £1700 *
Newton Equestrian
7 nights from £4465
7 nights from £1305 *
Scrumpy Cottage
60483 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Brimming with charm and unique kerb appeal, showcasing the craftsmanship of the stunning Blue Elvin stone, found only in two locations in the world, this beautifully crafted retrea...
7 nights from £1305 *
7 nights from £1460 *
Trewenna Cottage
60474 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Gather family and friends to this spacious and welcoming home which is ideally situated on site within Cornwall's only Pony Club certified equestrian centre, just one mile from the...
7 nights from £1460 *
7 nights from £483
Mayflower Cottage
60202 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Steeped in charm and just moments from the water's edge, this historic pink-washed cottage offers a quintessential taste of coastal life in one of Cornwall's most picturesque corne...
7 nights from £483
7 nights from £1564 *
Old Mill Floor
60314 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...
7 nights from £1564 *
From £440 per night
Lundy
55452 bedroom, dog friendly apartment near the beach near Braunton.
Perched on the clifftop above the north Devon coast, just minutes away from the golden sands of Saunton Sands beach, you will find Lundy. This dog-friendly apartment is perfect for...
From £440 per night
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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 *
Barnagh Barns
168Beautifully converted Manx barn near Kirk Michael with stunning views and modern comforts
A beautifully converted Manx barn set in an elevated position above Kirk Michael, offering stunning 360-degree views of the surrounding countryside and coastline. Barnagh Barn h...
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.
