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 1317 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1317 holiday cottages available for October
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
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...
7 nights from £628
Soul Surfer
60612 bedroom apartment with sea views in Newquay, North Cornwall.
The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...
7 nights from £628
Station View
173Centrally located apartment close to the beach in Port Erin
Station View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sand...
Park View
172Centrally located apartment close to the beach in Port Erin
Park View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sandy b...
Robin Hill Farm Cottages
7 nights from £4597
7 nights from £761 *
Wren Cottage
60382 bedroom, dog friendly holiday cottage near Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Just a few miles from the dramatic north Devon co...
7 nights from £761 *
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 1317 holiday cottages for October for you to choose from.
