We have 949 luxury self catering cottages for the October half term in South West
7 nights from £401
The Nook
56621 bedroom self catering cottage near Okehampton, North Devon.
Escape to a gorgeous nook, the perfect hot tub holiday haven for a couple looking to escape and recharge. Tucked away in rural west Devon just outside the village of North Tawton, ...
7 nights from £401
7 nights from £628
Seaview
55942 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
This handsome mid terrace cottage can be found tucked away a couple of streets back from the seafront and just a short walk from all the delights St Mawes has to offer. Enjoy breat...
7 nights from £628
7 nights from £489 *
Vanstones Cottage
55472 bedroom, dog friendly holiday cottage near Hartland, North Devon.
This quintessential chocolate box, thatched cottage can be found in the idyllic hamlet of Stoke, Hartland on the north coast of Devon. Within minutes of the coast where you will di...
7 nights from £489 *
7 nights from £571 *
Palms 1
56762 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.
Set in a tropical garden overlooking Woolacombe Bay on the glorious north coast of Devon you will find Palms 1, a holiday home that offers a prime coastal position yet is set back ...
7 nights from £571 *
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 £629
The Farthings
56772 bedroom self catering cottage near Moreton-In-Marsh
If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits pretty amongst its neighbours and is nestled ju...
7 nights from £629
7 nights from £759
Cliffdene
56542 bedroom, dog friendly cottage with sea views in Portreath.
Resting on the sandy shores of Portreath, this newly developed holiday chalet boasts an unparalleled oceanic outlook over the beach, complete with its own private terrace, al fresc...
7 nights from £759
7 nights from £742
Aggetts Dawn
56422 bedroom apartment with sea views in Falmouth, South Cornwall.
With superb sea views all the way across Falmouth harbour and a lovely balcony, this apartment is the perfect destination for a relaxing break at any time of year. Each room boasts...
7 nights from £742
7 nights from £800
Grove Cottage
56603 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
A beautiful cottage in the heart of the village of St Agnes yet only a short walk to the beach, what more could you ask for? This pretty detached property was built in the 1700s an...
7 nights from £800
7 nights from £472
The Anchor
56462 bedroom apartment near the beach in Falmouth, South Cornwall.
A beautiful first floor apartment in a gated development only moments from the town centre of Falmouth and a short walk to the beach. Beautifully landscaped grounds and a private m...
7 nights from £472
7 nights from £534 *
Bluebells
56242 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £534 *
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25% off
11 Jul 2025 - 18 Jul 2025
From £803.70 £602.78
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!
