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 11 Somerset cottages available for September
7 nights from £1006 * 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 £1006 *
7 nights from £789 * 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 £789 *
Reserve your 2027 holiday for just £40.00
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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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Best company for UK holiday home rentals
7 nights from £805 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 £805
From £77 per night + £53 booking fees
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 £77 per night
7 nights from £599 booking fees included
Magnolia Cottage
45542 bedroom, dog friendly cottage near Wells, Somerset.
Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...
7 nights from £599
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20% off
18 Sep 2026 - 25 Sep 2026
From £761.00 £621.40 booking fees included
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20% off
25 Sep 2026 - 2 Oct 2026
From £732.00 £598.20 booking fees included
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20% off
2 Oct 2026 - 9 Oct 2026
From £713.00 £583.00 booking fees included
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20% off
9 Oct 2026 - 16 Oct 2026
£694.00 £567.80 booking fees included
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20% off
16 Oct 2026 - 23 Oct 2026
From £694.00 £567.80 booking fees included
7 nights from £986 * booking fees included
Bashford Lodge
32263 bedroom lodge with far reaching countryside views near Taunton, Somerset.
This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills National Landscape, in the very picturesque village of We...
7 nights from £986 *
7 nights from £563 booking fees included
Ashey Barn
27871 bedroom, rural, dog friendly cottage near Wells, Somerset.
This converted single-storey barn is in a peaceful, rural position on the edge of Somerset’s Mendip Hills, within easy reach of Bath, Bristol and Wells. Ashey Barn is a perfect bas...
7 nights from £563
7 nights from £533 booking fees included
Headford Farm Cottage
28091 bedroom rural 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 £533
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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 11 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.
