Summer Holiday Cottages in Somerset
One week, two weeks or more, give yourselves something special to look forward to and head to Somerset for the summer holidays. Warm weather, blue skies and brilliant sunshine brightly showing off all Somerset has to offer, this is a glorious time of year. Book yourself one of our 31 available self-catering cottages and make your school summer holiday unforgettable. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.31 available Somerset self-catering cottages for the school summer holidays
7 nights from £430
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 £430
7 nights from £734 *
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 £734 *
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.
Wheelwrights Cottages
7 nights from £1469
7 nights from £453 *
The Coach House
58162 bedroom, dog friendly holiday cottage near Wellington, Somerset.
Situated in the beautiful National Landscape of the Blackdown Hills, The Coach House is a spacious, characterful cottage ready to welcome you and your four-legged friend. As yo...
7 nights from £453 *
7 nights from £716 *
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 £716 *
7 nights from £950
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 £950
7 nights from £497 *
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 £497 *
7 nights from £469
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 £469
From £99 per night
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 £99 per night
From £99 per night
The Whistle
5004Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...
From £99 per night
With a well-deserved break from school, work and the usual tasks of everyday life in reach, turn your gaze to Somerset. With miles of coastline, deep gorges gouged out of deep green valleys and a multitude of historic cities, quirky towns and quaint villages to visit, Somerset is truly a captivating playground. Choose to join the summer activity or head away to your own secret hideaway, the choice is yours for the perfect school summer holiday in Somerset.
School Summer Holidays in Somerset
However you envisage your dream summer holidays, Somerset holds the key. Explore in the day, delighting in the sights and soaking in the county's at once laid-back and vibrant atmosphere. Then, when you've had your fill of adventure, return to your own private home-from-home with a Classic cottage.
Whoever is in your party, our portfolio includes holiday homes of all different shapes and sizes. Pick one that suits your needs and get ready for the holiday of a lifetime. To ensure only the highest standards are met, all of our cottages are personally inspected and carefully selected onto our books.
