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 28 Somerset cottages available for September
7 nights from £1098 * booking fees included
The Cygnet - Lodge 11
60442 bedroom self catering cottage near Lyme Regis, Somerset.
Situated on the Cricket St Thomas estate and close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the sele...
7 nights from £1098 *
7 nights from £796 * booking fees included
The Old Dairy
60822 bedroom, dog friendly self catering cottage near Taunton, Somerset.
The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...
7 nights from £796 *
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
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 £837 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 £837
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7 nights from £830 booking fees included
Florian
5939Dog friendly converted shipping container with outdoor bath tub near Cheddar.
This bijou beauty is just perfect for romantic getaways or for solo travellers seeking to escape the everyday. A stunning converted shipping container, it boasts idyllic countrysid...
7 nights from £830
7 nights from £943 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 £943
7 nights from £539 * 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 £539 *
7 nights from £501 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 £501
Wreath Farm
7 nights from £1466.00 booking fees included
7 nights from £675 * booking fees included
The Cowshed
47432 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...
7 nights from £675 *
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 28 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.