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 962 holiday cottages matching your search in the South West...
7 nights from £689
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 £689
7 nights from £485 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £485 *
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 *
7 nights from £1113
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 £1113
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
7 nights from £1363
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 £1363
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10% off
11 Sep 2025 - 18 Sep 2025
From £1711.00 £1539.90
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £1117 *
Brookfield
59993 bedroom, dog friendly cottage near Callington, South Cornwall.
Looking for a very special escape to the country, surrounded by open farmland, where peace and tranquility reign supreme, then look no further than Brookfield. Nestled on the edge ...
7 nights from £1117 *
7 nights from £1034 *
Armsyde
59784 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
Armsyde is the perfect holiday home for a group of family or friends who want to experience the ultimate slice of Padstow life. Situated in the old town, this gorgeous three-storey...
7 nights from £1034 *
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.
