Cottages for October Half Term
Gently releasing its grip on summer, October often enjoys warm weather and soft sunshine. Embrace the t-shirt weather a little longer and enjoy a self-catering retreat this October half term. From quaint one-bed cottages to spacious retreats big enough for all the family, we can help you piece together the perfect autumn holiday in a luxury cottage. Take a look at our collection and secure your favourite one today. And don't forget, once you've paid your deposit, you can pay the remaining balance off in monthly instalments - find out more here. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1339 luxury self-catering cottages for the October half term
7 nights from £468 *
Ty Pinc
61423 bedroom, dog friendly holiday cottage near the beach in Cardigan.
Nestled in the quiet village of St Dogmaels (Llandudoch), one of Pembrokeshire's most picturesque coastal villages, Ty Pinc invites you in with warmth, offering a carefully restore...
7 nights from £468 *
7 nights from £1935
The Old Dairy
61435 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Gather family and friends to create cherished holiday memories at The Old Dairy, our delightful holiday cottage for up to 10 guests set on the beautiful Rame peninsula, Cornwall's ...
7 nights from £1935
Wringford Cottages
7 nights from £4659
7 nights from £562
Bramble Cottage
61391 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
This delightful bolthole is the perfect escape for solo adventurers and couples looking for a charming, bijou retreat in one of Cornwall's most beautiful pockets. Set in the breath...
7 nights from £562
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £496
Azure Sky
6116Shepherds Hut with wood-fired hot tub and outdoor bath near Tintagel, Cornwall
Nestled within a 30-acre working farm in the scenic north Cornwall countryside, Azure Sky, an idyllic dog-friendly shepherd’s hut, is just the place for that peaceful escape you’ve...
7 nights from £496
7 nights from £441
Ketch
61142 bedroom, dog friendly apartment with sea views in Portscatho.
With far reaching views across Gerrans Bay and an easy stroll to the centre of the charming village of Portscatho on the Roseland peninsula, Ketch is a rather lovely first floor ap...
7 nights from £441
Reayrt Ny Marrey
210Charming Manx cottage in the picturesque village of Kirk Michael
Nestled on the island's western corner, Reayrt Ny Marrey is perfectly placed in Kirk Michael, known for its captivating shorelines, long sandy beaches, and dramatic woodland and gl...
7 nights from £822 *
Treglindon
61003 bedroom cottage with sea views near Crackington Haven, North Devon.
Set high above the north Cornwall coastline in the peaceful hamlet of Rosecare, Treglindon is a beautifully spacious holiday home offering breathtaking panoramic views across rolli...
7 nights from £822 *
7 nights from £838
Mr Brightside
61223 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
This semi-detached townhouse is perfectly placed to enjoy a traditional Norfolk seaside holiday; create special memories with loved ones in this well thought-out holiday home which...
7 nights from £838
7 nights from £823
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £823
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.
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray. Once you've finished exploring, return to your very own private retreat and relax in total comfort.
