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 1179 luxury self-catering cottages for the October half term
Greenawell Farm Cottages
7 nights from £1742
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
7 nights from £1222
Ellenhall
59904 bedroom, dog friendly self catering cottage near Battle.
Escape to this picture-perfect countryside retreat which sits in a salubrious location in the High Weald National Landscape (Area of Outstanding Natural Beauty). Surrounded by anci...
7 nights from £1222
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 *
7 nights from £391
Carter's Cottage
60051 bedroom self catering cottage near Hailsham.
This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...
7 nights from £391
7 nights from £1007
Port and Starboard
59824 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...
7 nights from £1007
7 nights from £380
Hobbit Corner
59591 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...
7 nights from £380
7 nights from £1218
Roselands
59894 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
A thoughtful and imaginative renovation has completely transformed this once humble bungalow into an spacious and elegant four-bedroom sanctuary, perfectly placed on Cornwall's rug...
7 nights from £1218
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.
7 nights from £713
Horseshoe Cottage
60032 bedroom, dog friendly self catering cottage in Snettisham.
Welcome to Horseshoe Cottage, located in the heart of the coastal village of Snettisham, just over 4 miles from the Victorian seaside town of Hunstanton. This beautifully restored ...
7 nights from £713
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10% off
29 Aug 2025 - 1 Sep 2025
£665.00 £598.50
7 nights from £695
Pencaer
59931 bedroom, dog friendly cottage with sea views near St Davids.
A spellbinding, romantic getaway, nestled along the spectacular Pembrokeshire coast, awaits at this heavenly single storey, semi-detached cottage for two. It offers a perfect retre...
7 nights from £695
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.
