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 1213 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1213 holiday cottages available for October
From £185 per night
Na Mara Bothy
5870Off-grid dog friendly bothy with private beach and sea views near Oban.
For a touch of off-grid magic, look no further than this stunning escape with highlights including a private beach and gorgeous al fresco wood-fired bath. Set among the wilds of Ar...
From £185 per night
7 nights from £494
Little Blue
58641 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.
In the heart of the historic yet trendy town of Penryn and only a five minute drive to Falmouth is this perfect bolthole for two. Named one of the best towns to live in in the Sout...
7 nights from £494
7 nights from £916
Woodlane View
58613 bedroom apartment near the beach in Falmouth, South Cornwall.
A fabulous and spacious, three bedroom, ground floor apartment with a super garden, set in a great location in Falmouth with everything within easy reach. With glorious sandy beach...
7 nights from £916
7 nights from £1586 *
The Ark
5873Unique dog friendly houseboat, sleeping up to 12 guests in Torpoint, Cornwall.
Promising a stay like no other, The Ark is an exceptional mistress of the sea, a stately boat of epic proportions offering a home for 12 lucky sea mates. Docked just a stone’s thro...
7 nights from £1586 *
7 nights from £1675
Grove Villa
58334 bedroom self catering cottage in Leyburn.
If a stunning property with original features along with contemporary design in the heart of a Yorkshire Dales market town sounds attractive then Grove Villa is the place for you. ...
7 nights from £1675
From £113 per night
Pine Lodge
5848Luxury cabin with a hot tub near Beccles, Norfolk.
Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...
From £113 per night
From £131 per night
Laurel Lodge
5849Luxury cabin with a hot tub near Beccles, Norfolk.
Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...
From £131 per night
7 nights from £580
Orchard Barn
58551 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...
7 nights from £580
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20% off
2 May 2025 - 9 May 2025
From £587.00 £469.60
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.
7 nights from £650
Number One Glassard
58264 bedroom self catering cottage with sea views in Colonsay.
The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...
7 nights from £650
From £200 per night
Skapya Treehouse
5858Luxury treehouse with hot tub in Gweek, Cornwall
Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...
From £200 per night
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 1213 holiday cottages for October for you to choose from.
