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
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.
We've got 900 holiday cottages matching your search in the South West...
7 nights from £1416
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £1416
7 nights from £1622 *
Far View
52046 bedroom, dog friendly secluded holiday home in North Cornwall.
Looking for the ultimate get away from it all holiday retreat? Well gather up family and friends to discover the magic at Far View and create cherished holiday memories along the w...
7 nights from £1622 *
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 £400
The Dairy
52381 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Nestled down a peaceful, leafy country lane, The Dairy is a charming country cottage, stylishly renovated to offer a romantic getaway or solo retreat, with easy access to the delig...
7 nights from £400
7 nights from £400
The Stables
52391 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
For a tranquil escape in a rather special setting, The Stables is just the place. Sleeping two, dog-friendly and tucked away in the glorious south Cornwall countryside, this cosy s...
7 nights from £400
Lee Barton Cottages
7 nights from £2844
7 nights from £811
Bakery Cottage
52442 bedroom, dog friendly cottage near St Agnes, North Cornwall.
Formerly the local bakers shop in Mithian, beautiful Bakery Cottage is now a wonderful laid-back escape for four lucky people. Lovingly restored by its owners who are passionate ab...
7 nights from £811
7 nights from £730
Woodville Cottage
51513 bedroom, dog friendly home near the beach in Lyme Regis.
Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...
7 nights from £730
7 nights from £488
Little Oaks
49782 bedroom self catering cottage near Tavistock, Dartmoor.
Welcome to Little Oaks, a tranquil single-storey getaway nestled on the western edge of the majestic Dartmoor National Park. Its wonderfully peaceful location means this is an idyl...
7 nights from £488
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £949
September Cottage
51614 bedroom cottage with sea views in Portscatho, South Cornwall.
Welcome to September Cottage, a beautifully designed, contemporary holiday abode, set in a peaceful location on the outskirts of the charming harbourside village of Portscatho on t...
7 nights from £949
7 nights from £911
Number 3 By The Sea
51603 bedroom, dog-friendly cottage with sea views in Portscatho.
Welcome to Number 3 By The Sea, a beautifully styled contemporary home, perfectly situated in the centre of the charming village of Portscatho, just a stroll away from the stunning...
7 nights from £911
