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 1204 available cottages. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 1204 holiday cottages available for October
From £113 per night
Pine Lodge
5848Luxury cabin with a hot tub near Beccles, Norfolk.
Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...
From £113 per night
From £131 per night
Laurel Lodge
5849Luxury cabin with a hot tub near Beccles, Norfolk.
Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...
From £131 per night
7 nights from £580
Orchard Barn
58551 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...
7 nights from £580
7 nights from £650
Number One Glassard
58264 bedroom self catering cottage with sea views in Colonsay.
The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...
7 nights from £650
From £230 per night
Skapya Treehouse
5858Luxury treehouse with hot tub in Gweek, Cornwall
Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...
From £230 per night
From £230 per night
Kalmynsi Treehouse
5857Luxury dog friendly treehouse with hot tub in Gweek, Cornwall
Nestled amongst the treetops in tranquil woodlands, deep in the heart of the sleepy Cornish hamlet of Gweek, Kalmynsi is a beautifully crafted treehouse with gorgeous interiors and...
From £230 per night
7 nights from £1064
Wisteria Cottage
58603 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
A beautiful Georgian cottage with a fabulous traditional Nordic hot tub with views over the sea. This really makes this property the perfect destination. Wisteria Cottage has be...
7 nights from £1064
7 nights from £983 *
March Hare
58524 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
Nestled in a prime location for exploring the south coast of Cornwall, this charming four bedroom bungalow is the perfect bolthole for families looking to relax and explore, arguab...
7 nights from £983 *
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 £822
Poppy Cottage
58502 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.
Perfectly situated within walking distance of the historic town of Stratford-upon-Avon lies this stylish Victorian dwelling, Poppy Cottage. A beautiful characterful terraced home w...
7 nights from £822
7 nights from £718
Bertie's
58462 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.
Set in a quayside location, in the heart of the unspoilt historic fishing village of Polruan, is this delightful holiday haven boasting wonderful views across the glistening waters...
7 nights from £718
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 1204 holiday cottages for October for you to choose from.
