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 1331 luxury self-catering cottages for the October half term
Ivy Cottage
216Charming Castletown cottage with large private garden
Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...
7 nights from £2751 *
Pen Den Har
61706 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...
7 nights from £2751 *
7 nights from £663
The Old Carriage House
61882 bedroom, dog friendly holiday cottage near Crediton, Devon.
If you want to get away from the madding crowd and be off the beaten track surrounded by the Devon countryside, with that something special that a great holiday deserves, The Old C...
7 nights from £663
7 nights from £564
Ebony
6171Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.
Nestled in the heart of the Devonshire countryside, this beautifully crafted curved cabin offers the ultimate romantic retreat for two. Designed to blend comfort and nature, Eb...
7 nights from £564
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7 nights from £441
Fisherman's View
61812 bedroom, dog friendly apartment with sea views in Saundersfoot.
For a seaside holiday, the beach doesn't get any closer than this! Step from the garden onto the sand. Fisherman's View is a superbly located ground floor apartment, sleeping up to...
7 nights from £441
7 nights from £882
Marina View
61533 bedroom apartment with sea views in Falmouth, South Cornwall.
A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...
7 nights from £882
7 nights from £1458
St Hubert's Lodge
60573 bedroom, dog friendly self catering cottage near Yarmouth.
Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...
7 nights from £1458
7 nights from £2160
Out West Pembrokeshire
61857 bedroom holiday home near the beach near Newport, Pembrokeshire.
Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...
7 nights from £2160
7 nights from £766
Blaen
61832 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...
7 nights from £766
7 nights from £775
Nol
61822 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...
7 nights from £775
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
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.
