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. Plus, you can now pay your holiday in monthly instalments! Find out more here. Read more
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.
We have 1181 luxury self-catering cottages for the October half term
7 nights from £495
Swn y Morloi Cottage
56571 bedroom self catering cottage with sea views near Fishguard.
Swn y Morloi Cottage (Sound of the Seals) is a heavenly little gem, sleeping two and sitting on the clifftops at Strumble Head enjoying mesmerising sea and coastal views stretching...
7 nights from £495
7 nights from £446 *
Tal y Gaer
56562 bedroom, dog friendly cottage with sea views near Fishguard.
An enchanting, dog-friendly, original whitewashed farmhouse, sleeping four, nestling on Strumble Head peninsula in the magnificent Pembrokeshire Coast National Park. Take in the br...
7 nights from £446 *
7 nights from £790
Ivy House
56114 bedroom, dog friendly self catering cottage near Thirsk.
Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...
7 nights from £790
7 nights from £735
Bluebells
56242 bedroom, dog friendly self catering cottage near 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 £735
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 £850
Thanckes Lodge
55783 bedroom, dog friendly cottage with sea views near Whitsand Bay.
Seeking a seaside escape, then come and discover our coastal homestay, with stunning ocean views, a short stroll to the beach, use of a private spa area and miles of coastal walks ...
7 nights from £850
7 nights from £811
Beacon Hill Barn
56442 bedroom self catering cottage near Midhurst.
This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...
7 nights from £811
7 nights from £908
Inglefield
56374 bedroom, dog friendly holiday cottage near the beach in St Helens.
This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...
7 nights from £908
7 nights from £412
Horizons
55481 bedroom apartment with sea views in Ilfracombe, North Devon.
Perched high, with a bird's eye view of Ilfracombe harbour and the horizon beyond, you will discover this gorgeous coastal apartment that offers the perfect north Devon location fo...
7 nights from £412
7 nights from £470
Rock
55492 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.
This newly renovated artist-style residence located in Ilfracombe's harbour area is a short flat walk to Wildersmouth beach and the harbour. The house has been refurbished to high ...
7 nights from £470
7 nights from £679
The Little Dairy Park Farm
56362 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...
7 nights from £679
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.