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 1312 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1312 holiday cottages available for October
7 nights from £1141 booking fees included
The Hidden Burrow
6230Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall
In a magical setting overlooking majestic St Michael's Mount, The Hidden Burrow is a uniquely created burrow, set into the landscape and beautifully curated with gorgeous, handcraf...
7 nights from £1141
Nibbana Lodge
227Unique coastal retreat with private sauna and cold plunge
Tucked away just off Gansey in Port St Mary, this beautifully designed one-bedroom annexe offers a truly special coastal retreat. Combining thoughtful craftsmanship, stylish interi...
Charlie's Cottage at the Black Dub
223Forested backdrop cottage for four
Charlie's Cottage Sleeps 4, dogs welcome Forested backdrop cottage for four Set amidst towering trees, Charlie’s Cottage offers an idyllic Manx retreat for up to four and...
James' Cottage at the Black Dub
224A spellbinding stay set along the sprawling west coast
James' Cottage Sleeps 6, dogs welcome A spellbinding stay set along the sprawling west coast For an escape to embrace Manx highlights, James’ Cottage awaits, perfectly pos...
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Best company for UK holiday home rentals
Kegs Cottage at the Black Dub
225Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay
Kegs Cottage - The Black Dub Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay a stone’s throw from the Isle of Man’s sprawling west coast. Part of ...
Vines Cottage at the Black Dub
226An island treasure set amidst towering trees
Framed by evergreens and only a whisker from the island’s dreamy west coast, Vines Cottage calls for escapes rooted in bliss. From TT action and coastal exhilaration to storybook s...
7 nights from £962 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £962
7 nights from £1273 * booking fees included
Lantern Cottage
62015 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...
7 nights from £1273 *
7 nights from £1073 booking fees included
Urgles Farmhouse
62213 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.
Nestled within the wild and rugged beauty of Dartmoor National Park, Urgles Farmhouse is surrounded by its own wildflower filled fields and grazing Belted Galloway cattle, offering...
7 nights from £1073
From £266 per night + £53 booking fees
Eriska
6219Luxury dog friendly cabin for two in the Scottish Highlands.
Tucked away in the hills within the magical landscapes of the Scottish Highlands, Eriska is just the place for a tranquil escape for two (and the dog!). This elegant Scandi-styl...
From £266 per night
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.
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 1312 holiday cottages for October for you to choose from.
