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 1119 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1119 holiday cottages available for October
Lighthouse Keeper's Cottage
169Stunning original Lighthouse Keeper's Cottage in enviable coastal location
New for 2025! Lighthouse Keeper's Cottage is a truly unique and atmospheric place to stay, perched high above the sea on Douglas Head, one of the Isle of Man's most dramatic an...
Tara
171A spacious family home just a short walk from Laxey village.
New for 2025! Tara is a modern and spacious family home in an elevated position in Laxey, offering stunning views of the sea and surrounding hills. This stylish self-catering ac...
From £86 per night
Hornbeam Hideaway
6028Tipi with wood-fired outdoor bath near Hereford.
Reconnect with nature and book a getaway to your very own Tipi, hand-made in the Sioux-style and tucked away in the rolling Herefordshire countryside. Hornbeam Hideaway has eve...
From £86 per night
7 nights from £689
Pendennis Tides
59942 bedroom apartment with sea views in Falmouth, South Cornwall.
A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...
7 nights from £689
7 nights from £1020
Harmon Vale
60155 bedroom, dog friendly holiday cottage with sea views in Solva.
Seaside serenity, spacious comfort, breathtaking sea views, and a blissful spa tub, that’s Harmon Vale. This stunning holiday home is the perfect destination for families, friends ...
7 nights from £1020
7 nights from £1020
St Harmon
60165 bedroom, dog friendly holiday cottage with sea views in Solva.
Enjoy a blissful coastal break in St Harmon, a superb three-storey property with luxurious hot tub, located in one of the prettiest harbour villages in Wales, in Upper Solva, nestl...
7 nights from £1020
7 nights from £1058 *
Blackberry Cottage
59834 bedroom, dog friendly holiday cottage near the beach in Heacham.
Nestled within a row of quaint cottages and close to the sandy dunes and beaches of South Beach, this gorgeous dog-friendly retreat can be enjoyed year-round with loved ones as wel...
7 nights from £1058 *
Mountain View
166A modern annex in the peaceful village of Ballaugh.
New for 2025! Mountain View is a stylish, modern, single-level self-catering annex in the peaceful village of Ballaugh, Isle of Man. Beautifully designed for comfort and con...
Choose our flexible booking option and have the ability to cancel anytime.
Greenawell Farm Cottages
7 nights from £1998
7 nights from £972
The Granary
60102 bedroom self catering cottage near Moretonhampstead, South Devon.
If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...
7 nights from £972
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 1119 holiday cottages for October for you to choose from.
