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. And don't forget, once you've paid your deposit, you can pay the remaining balance off 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 1349 luxury self-catering cottages for the October half term
Boathyde Estate
7 nights from £3852
7 nights from £2495 *
Boathyde
60955 bedroom, dog friendly cottage with sea views in Appledore, Devon.
Tucked away at the end of a quiet lane and hidden behind electric gates, this exceptional north Devon retreat will make a lasting first impression. From the moment you arrive, you'...
7 nights from £2495 *
7 nights from £1357 *
The Moorings
60964 bedroom, dog friendly cottage with sea views in Appledore, Devon.
Tucked away behind electric gates in a prime spot in beautiful north Devon, you'll find this stylish holiday home offering the kind of setting that makes you relax the moment you a...
7 nights from £1357 *
Duxbury Lodge
201Dog-friendly elegant countryside lodge for two
Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1115
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1115
7 nights from £703
The Old Stables
60932 bedroom self catering cottage near Bridlington.
Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...
7 nights from £703
7 nights from £653 *
North Wing
61132 bedroom apartment with sea views near Marazion, West Cornwall.
Perched proudly above Mount's Bay, North Wing apartment forms part of the historic Acton Castle, an iconic landmark built in 1775 and listed with Historic England. Constructed from...
7 nights from £653 *
The Ballacloan
193Ground floor apartment conveniently located on the promenade in Douglas
A coastal haven in the heart of Douglas Promenade The Ballacloan is the perfect family apartment to enjoy the heart of the Isle of Man in all its glory. Set directly on the prom...
7 nights from £715
9 West View
60813 bedroom self catering cottage near the beach in Beer, South Devon.
Welcome to 9 West View, a delightful and characterful cottage nestled perfectly on the Jurassic Coast. This charming, characterful, terraced cottage offers a great base for friends...
7 nights from £715
The Clypse
194Seaside first floor apartment on Douglas Promenade
A front-row coastal retreat with timeless bay views Welcome to The Clypse, an island retreat nestled on the beautiful Douglas Promenade, just steps away from sandy shores and so...
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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.
