September Holidays in Somerset
Squeeze out the last drops of summer and head to Somerset for an unforgettable holiday. Enjoy the September sunshine illuminating Somerset's beautiful landscapes and spend your days making the most of the late summer vibes. Then, when you are ready to turn in, return to your own slice of paradise in a luxury self-catering retreat. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Select from 12 Somerset cottages available for September
7 nights from £423 *
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 £423 *
7 nights from £476 *
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 £476 *
7 nights from £438
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 £438
From £92 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 £92 per night
From £92 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 £92 per night
7 nights from £629 *
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 £629 *
From £80 per night
Posy
4861Shepherds hut with wood-fired outdoor bathtub near Ilminster, Somerset.
Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...
From £80 per night
7 nights from £587 *
Frogwell Cottage
47143 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...
7 nights from £587 *
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From £92 per night
Lamb's Tale Shepherd's Hut
3246Dog friendly shepherds hut with a hot tub, near Bridgwater in Somerset.
Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...
From £92 per night
7 nights from £549
Headford Farm Cottage
28091 bedroom rural dog friendly cottage near Taunton, Somerset.
Headford Farm Cottage is on the edge of a rural hamlet, high up in Somerset's Quantock Hills National Landscape. This stunning ancient landscape covers 100 square kilometres of oak...
7 nights from £549
If you are not quite ready to let summer go yet, book yourself a September holiday in Somerset. Last-minute or planned well in advance, a September getaway in Somerset will let you do your summer justice and leave you feeling relaxed and revived. Whether you are looking for a one-bed retreat, dog-friendly holiday cottage or big house with space enough for all the family and friends too, we will help you find the right cottage for you. With every one of our holiday cottages personally inspected and carefully selected onto our books, we make sure you can enjoy the best of the best. Browse our 12 cottages available for a September break in Somerset and let the good times commence. Your holiday with Classic Cottages will be so good you'll wish you could do it twice.
