
Holiday cottages for October in South West
Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 916 holiday cottages matching your search in the South West...
7 nights from £975
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 £975
7 nights from £1625
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 £1625
7 nights from £517 *
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 £517 *
7 nights from £975
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 £975
7 nights from £551
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 £551
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20% off
4 Oct 2025 - 11 Oct 2025
£688.00 £550.40
7 nights from £972
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 £972
Greenawell Farm Cottages
7 nights from £1998
7 nights from £669 *
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 £669 *
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7 nights from £1002
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 £1002
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10% off
20 Sep 2025 - 27 Sep 2025
From £1272.00 £1144.80
7 nights from £413
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 £413
We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.