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 1345 luxury self-catering cottages for the October half term
7 nights from £1029
Hollyhocks
61523 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Wind your way along the quiet country lanes to this charming rural retreat, tucked away in Cornwall's breathtakingly beautiful "forgotten corner". Boasting wonderful views of the s...
7 nights from £1029
Wringford Cottages
7 nights from £5688
Coniston
213Nestled on sought-after Scarlett Road in Castletown, this beautifully presented bungalow enjoys stunning sea views and offers a peaceful coastal retreat ideal for those seeking com...
Calf View
206Tranquil Cregneash cottage overlooking the Calf of Man
Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...
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From £84 per night
Bramley Lodge
61371 bedroom self catering cottage near Heathfield.
Soak up the scenic views of this enchanting lodge that sits within an orchard in the High Weald National Landscape. Its peaceful location is the perfect escape for a romantic getaw...
From £84 per night
Fenella Cottage
212Stylish coastal cottage in Peel, moments from the sandy beach
This beautifully finished coastal cottage in the heart of Peel offers an effortless blend of contemporary comfort and genuine homely charm, just moments from the town's historic ha...
7 nights from £590 *
The Beach House
61643 bedroom, dog friendly cottage with sea views near St Davids.
With a winning combination of contemporary comforts, character-filled living spaces, exposed beams and many other original features, just yards from the rolling surf at Abereiddy b...
7 nights from £590 *
7 nights from £547
Bay Cottage
61502 bedroom self catering cottage near the beach in Cowes.
Tucked away in the charming village of Gurnard on the northwest coast of the Isle of Wight, this cosy two bedroom cottage offers a relaxed coastal lifestyle, complete with a pretty...
7 nights from £547
7 nights from £675
Cuckoo Cottage
61412 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This bijou bolthole has luxurious interiors and is set in a fabulous location in the heart of St Agnes. Cuckoo Cottage is a charming, terraced cottage which has been thoughtfully c...
7 nights from £675
7 nights from £1400
Rheidiol Cottage
61493 bedroom, dog friendly holiday cottage near the beach in St Davids.
Let your next coastal adventure begin in splendid Rheidiol Cottage. Set in the heart of enchanting St Davids, on Wales' breathtaking Pembrokeshire coast, soak up the mystical vibe,...
7 nights from £1400
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
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.