Cottages for October half term in Cumbria
Savour the best of autumn with a holiday cottage stay this October half term. Find the perfect cottage for half term and celebrate this cosy time of year. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 7 luxury self catering cottages for the October half term in Cumbria
7 nights from £647 booking fees included
11 Cocker Lane
61482 bedroom self catering cottage in Cockermouth.
A tapestry of coloured cottages in a charming quiet lane with many houses dating back to the 1700s, is where you will find this cosy, yet stylish terraced cottage, nestled in Cocke...
7 nights from £647
7 nights from £913 booking fees included
Hill Top Cottage
60772 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...
7 nights from £913
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £569 booking fees included
Maple Cottage
58741 bedroom, dog friendly self catering cottage near Milnthorpe.
Welcome to Maple Cottage, with its upside down construction and large windows which give you the feeling of sitting among the trees. Perched on the edge of the South Lakes and with...
7 nights from £569
7 nights from £566 * booking fees included
The Haven at Hadrian's Wall
53492 bedroom self catering cottage near Brampton.
Nestled in the heart of nature and close to the wonders of Hadrian's Wall, this charming and beautifully designed and furnished two bedroom, stylishly converted barn is an ideal re...
7 nights from £566 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £639 * booking fees included
Lowther Castle Cottage
52692 bedroom, dog friendly self catering cottage near Penrith.
Right in the heart of this pretty conservation village you will find this contemporary inspired cottage with plenty of history. Within walking distance of Lowther Castle and Garden...
7 nights from £639 *
From £94 per night + £53 booking fees
The Wrens Nest
51571 bedroom dog-friendly cabin with wood-fired hot tub near Penrith.
The Wrens Nest is situated in an idyllic, peaceful and magical location in Cumbria, with easy access to the Lake District, where wildlife abounds and the sound of birdsong fills th...
From £94 per night
From £120 per night + £53 booking fees
Tawny Owl Treehouse
5158Bespoke treehouse with outdoor bath near Penrith.
Welcome to Tawny Owl Treehouse, a stunning hideaway in wonderful surroundings. This fabulous retreat has been lovingly built from reclaimed wood and is graced with individually des...
From £120 per night
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 in Cumbria. 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.