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 1327 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1327 holiday cottages available for October
7 nights from £743 *
The Barn at Newton Creek
60553 bedroom, dog friendly cottage with estuary views in Newton Ferrers.
Escape to the spellbinding haven of The Barn at Newton Creek, a truly enchanting waterside retreat where time slows, hearts rest, and nature whispers its secrets. Set in an enviabl...
7 nights from £743 *
7 nights from £741
Plain An Gwarry
60644 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...
7 nights from £741
7 nights from £1013
Vanilla Skye
59431 bedroom self catering cottage with sea views near Portree.
Vanilla Skye is set in the most idyllic of locations overlooking the loch and mountains beyond. It is an ideal bolthole for couples looking to get away from it all and having a per...
7 nights from £1013
7 nights from £609
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...
7 nights from £609
7 nights from £1166 *
Rosmelin
60593 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...
7 nights from £1166 *
7 nights from £735
The Byre
60661 bedroom self catering cottage near Taunton, Somerset.
Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...
7 nights from £735
7 nights from £735
The Stables
60651 bedroom self catering cottage near Taunton, Somerset.
Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...
7 nights from £735
7 nights from £1302 *
Higher Trennal Farm
60234 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...
7 nights from £1302 *
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25% off
22 Dec 2025 - 29 Dec 2025
From £2020.50 £1515.38
Choose our flexible booking option and have the ability to cancel anytime.
Palm Villa
179Palm Villa is a spacious town house just minutes from the beach
Ideal for families or groups of friends, Palm Villa is a tall, traditional 3 bedroom house, recently refurbished to a modern standard. A spacious open plan kitchen, dining and livi...
Sea Breeze
175Central ground floor apartment close to Port Erin beach and shops
Sea Breeze is a stylish ground-floor apartment perfectly positioned in the heart of Port Erin, just moments from the village shops, restaurants and pubs, and only a short stroll fr...
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 1327 holiday cottages for October for you to choose from.
