Holiday Cottages for October
Booking a holiday cottage in October may sound like a winter break, but summer often extends its stay and graces October with glorious sunshine and warm weather. With quiet weeks and an opportunity to take the kids away for half term, there are lots of things to look forward to however you'd like to spend your holiday. Get started and browse our 1392 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1392 holiday cottages available for October
7 nights from £2771
Haske Barton
60806 bedroom thatched, dog friendly home in Crediton, South Devon.
Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...
7 nights from £2771
7 nights from £694
Upper Warren
60703 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...
7 nights from £694
7 nights from £323
Cwtch y Rhos
60861 bedroom self catering cottage near the beach in Fishguard.
Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...
7 nights from £323
7 nights from £862 *
The Cygnet - Lodge 11
60442 bedroom self catering cottage near Chard, Somerset.
Situated close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the select Swandown gated development, which...
7 nights from £862 *
7 nights from £770
Glen Cottage
60762 bedroom, dog friendly cottage with sea views near Dartmouth.
Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...
7 nights from £770
7 nights from £1018
East Cottage
60872 bedroom self catering cottage near Tenby.
Immersed in idyllic woodland amongst rolling meadows in a secluded corner, East Cottage offers the perfect tranquil Welsh retreat, yet is only seven miles from the heart of bustlin...
7 nights from £1018
7 nights from £465
Elfie
6062Fairytale cabin with wood-burner and landscape views in Shropshire.
Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...
7 nights from £465
7 nights from £787
Austin House
60193 bedroom self catering cottage near the beach in Worthing.
Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...
7 nights from £787
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 £874 *
Snowdrop Cottage
60722 bedroom, dog friendly self catering cottage in Dulverton, Somerset.
Every now and again a very special property comes along and Snowdrop Cottage is certainly it. Located just a short walk from the centre of Dulverton it's perfect for two or four gu...
7 nights from £874 *
7 nights from £925
Cirrhata
60672 bedroom, dog friendly cottage with sea views near Whitsand Bay.
Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...
7 nights from £925
We’re not promising, but it's not uncommon to be able to sit on the beach in October enjoying bright sunshine, particularly hot in a sheltered corner. And at this time of year you can also bring the dog with you as the doggy beach ban is lifted in September. Bring your bag, ball and a bowl for water, and you could spend hours playing games and relaxing on the beach, occasionally dipping your toes in the sea to cool off. October is also a great time to explore gardens and woodlands 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 have 1392 holiday cottages for October for you to choose from.
