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 1413 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1413 holiday cottages available for October
7 nights from £724 booking fees included
Porto Cottage
61951 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...
7 nights from £724
7 nights from £1272 booking fees included
Boothgate
61904 bedroom, dog friendly self catering cottage near Belper.
Welcome to Boothgate, a wonderfully quirky countryside retreat perched on the edge of the breathtaking Peak District. Bursting with personality, colour and unexpected touches, this...
7 nights from £1272
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 £1254 booking fees included
Island Cottage
61963 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...
7 nights from £1254
From £93 per night + £53 booking fees
Paloma
6187Converted horsebox with outdoor bath near Malmesbury.
Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...
From £93 per night
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1069 booking fees included
1 South Terrace
61623 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...
7 nights from £1069
7 nights from £628 * booking fees included
Woonsmith
61922 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...
7 nights from £628 *
7 nights from £596 * booking fees included
Admiral's Den
61692 bedroom, dog friendly apartment near the beach in Penzance.
Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...
7 nights from £596 *
Nancealverne Estate
7 nights from £1362.78 booking fees included
7 nights from £672 booking fees included
The Old Tractor Shed
61802 bedroom, dog friendly self catering cottage near Winchelsea.
Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...
7 nights from £672
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30% off
21 Aug 2026 - 28 Aug 2026
From £1020.00 £732.90 booking fees included
7 nights from £766 * booking fees included
Apple Loft Cottage
61682 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...
7 nights from £766 *
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.
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 1413 holiday cottages for October for you to choose from.
