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 1224 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1224 holiday cottages available for October
From £266 per night + £18 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
From £266 per night + £18 booking fees
Ailsa
6222Luxury dog friendly cabin for two in the Scottish Highlands.
With sweeping views across heather covered mountains, patch-work forests and crystal-clear lochs, Ailsa is a secluded, luxurious cabin for two, deep in the heart of the Scottish Hi...
From £266 per night
Reserve your 2027 holiday for just £40.00
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Highbury House
220Luxury group getaway in the heart of historic Castletown
Set in the heart of historic Castletown, Highbury House is a beautifully renovated four-bedroom property offering stylish and spacious accommodation across three floors. Finished t...
7 nights from £673 booking fees included
Cobblers Cottage
62182 bedroom, dog friendly cottage near the sea in Hartland, Devon.
Tucked away in the heart of Hartland village, just a short drive from the dramatic coastline, beautiful beaches and spectacular coastal paths of north Devon, Cobblers Cottage is a ...
7 nights from £673
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £2064 booking fees included
Sea Whisper
61735 bedroom holiday cottage near the beach in Croyde, North Devon.
Sea Whisper is a spacious, recently refurbished, five-bedroom family home in the heart of Croyde on the north Devon coast, sleeping up to eight guests. Set within a large private g...
7 nights from £2064
7 nights from £660 booking fees included
New Mill
61912 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
Welcome to this rather unique holiday retreat. New Mill is a rather deceiving name for this Grade II Listed watermill, which boasts many stunning original features, lovingly preser...
7 nights from £660
Greystones at Ago's Leap
221Impressive Douglas home with private gardens and tennis court
Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...
7 nights from £796 booking fees included
Goaf Cottage
62042 bedroom, dog friendly self catering cottage near Whitby.
In a county of hills, dales and sandy beaches, you will find the moors village of Glaisdale and nestled in a sleepy lane sits Goaf Cottage, an old farm building converted into a go...
7 nights from £796
Ballacosney Cottage
219Stylish Laxey cottage with private gym and sauna
Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...
7 nights from £1085 booking fees included
Hooper's House
62034 bedroom self catering cottage in Gloucester.
Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...
7 nights from £1085
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
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Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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 1224 holiday cottages for October for you to choose from.