Cottages for October Half Term
Gently releasing its grip on summer, October often enjoys warm weather and soft sunshine. Embrace the t-shirt weather a little longer and enjoy a self-catering retreat this October half term. From quaint one-bed cottages to spacious retreats big enough for all the family, we can help you piece together the perfect autumn holiday in a luxury cottage. Take a look at our collection and secure your favourite one today. Plus, you can now pay your holiday in monthly instalments! Find out more here. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 1167 luxury self-catering cottages for the October half term
7 nights from £2574
Seaview
58026 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.
Congratulations! You have just found the most perfect family holiday home by the sea. Boasting incredible coastline and sea views, a large three-tiered enclosed garden, a fabulousl...
7 nights from £2574
7 nights from £775 *
Penhallow
57994 bedroom holiday apartment with sea views in Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £775 *
7 nights from £969
Rosslyn
58004 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Perfectly situated in the heart of the charming seaside village of St Mawes on the stunning Roseland peninsula, Rosslyn is a gorgeous traditional cottage, beautifully styled and ju...
7 nights from £969
7 nights from £721
Strawberry Hole Barn
58142 bedroom thatched, dog friendly self catering cottage near Rye.
Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...
7 nights from £721
7 nights from £615
Lynda's
58131 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
Take to the Norfolk coast in the heart of Hunstanton and stay at Lynda's, a delightful single-storey property situated just a short walk from the beach, promenade and the bustling ...
7 nights from £615
7 nights from £599
One Old School Cottages
58033 bedroom, dog friendly cottage near the beach in Portscatho.
Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...
7 nights from £599
7 nights from £510
Whipsiderry
58091 bedroom, dog friendly apartment near the beach in Newquay.
A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...
7 nights from £510
7 nights from £890
The Old Farmhouse
57923 bedroom, dog friendly self catering cottage in Pickering.
Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...
7 nights from £890
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
7 nights from £481
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £481
7 nights from £867
Brooks Cottage
57443 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Situated in the heart of St Mawes, you'll find the beautiful Brooks Cottage gazing out to sea. This welcoming three bedroom waterside getaway is the perfect place to unwind with yo...
7 nights from £867
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray. Once you've finished exploring, return to your very own private retreat and relax in total comfort.
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