
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 1237 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1237 holiday cottages available for October
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 £1147 *
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 £1147 *
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20% off
29 Aug 2025 - 5 Sep 2025
From £1360.00 £1088.00
7 nights from £485 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £485 *
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
Greenawell Farm Cottages
7 nights from £1998
7 nights from £669 *
The Little Woodland House
6001Family size cabin with hot tub near Fowey, South Cornwall.
Welcome to The Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a ro...
7 nights from £669 *
7 nights from £479
Carter's Cottage
60051 bedroom self catering cottage near Hailsham.
This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...
7 nights from £479
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10% off
29 Aug 2025 - 5 Sep 2025
£617.00 £555.30

We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme

As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
7 nights from £1113
Port and Starboard
59824 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...
7 nights from £1113
7 nights from £413
Hobbit Corner
59591 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...
7 nights from £413
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 1237 holiday cottages for October for you to choose from.