Somerset Sanctuaries for October Half Term
Take your family to Somerset this October half term and enjoy a stay in a luxurious self-catering cottage. With autumnal tones spreading across the landscape and the sun cascading golden rays onto tired, rust-coloured leaves, October is a truly magical time of year to discover Somerset. Give yourselves a well-deserved break and stay in a Classic cottage. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.24 Somerset cottages available for October half term
7 nights from £771 booking fees included
The Byre
60661 bedroom self catering cottage near Taunton, Somerset.
**The Byre can accommodate flexible check in days – please contact us to request.** Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find T...
7 nights from £771
7 nights from £774 booking fees included
The Stables
60651 bedroom self catering cottage near Taunton, Somerset.
**The Stables can accommodate flexible check in days – please contact us to request.** Located in the famous Blackdown Hills near the Somerset and Devon border you will find The...
7 nights from £774
Reserve your 2027 holiday for just £40.00
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7 nights from £531 * booking fees included
The Smithy
58322 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...
7 nights from £531 *
Wheelwrights Cottages
7 nights from £1061.00 booking fees included
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £560 * booking fees included
Yew Tree Barn
57842 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...
7 nights from £560 *
7 nights from £736 booking fees included
The Cottage at Ford Barton
54672 bedroom cottage in the Blackdown Hills near Wellington, Somerset.
Within the pretty Somerset village of Churchinford, this tranquil cottage has been furnished with comfort in mind. There is so much to explore locally with the Blackdown Hills Nati...
7 nights from £736
7 nights from £528 * booking fees included
Pippins
53602 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £528 *
7 nights from £391 booking fees included
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £391
From £90 per night + £53 booking fees
The Crook
5003Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...
From £90 per night
7 nights from £531 * booking fees included
Minstrels
49302 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...
7 nights from £531 *
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.
Give the kids something to look forward to and yourself some TLC, our self-catering cottages in Somerset perfectly combine home-comforts with modern touches. Whether you are looking for a cosy country cottage, seaside retreat to watch moody seas, or town hub for access to lots of attractions, we'll help you find the ideal base for your October half term getaway. To ensure the highest standards are met, all of our cottages are fully equipped with a full inventory from your bed linens down to the last teaspoon. Many offer unique facilities too, like wood burners, pools and games rooms for kids. That means whatever the weather, you and your clan are sure to have a wonderful getaway in Somerset this autumn. Book with confidence with Classic Cottages.
