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
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 20 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.
Select from 20 Somerset cottages available for September
7 nights from £404
Little Whitford
45421 bedroom, dog friendly self catering cottage near Taunton, Somerset.
Nestled in the Blackdown Hills, in an Area of Outstanding Natural Beauty, you will find super cute Little Whitford. All on one level, this small but perfectly formed bolthole for t...
7 nights from £404
7 nights from £453
The Pump House
20981 bedroom, dog friendly holiday cottage near Beaminster, Somerset.
Seize a totally unique opportunity and book a stay in this stunningly converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Ju...
7 nights from £453
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £459
Headford Farm Cottage
28091 bedroom, dog friendly self catering cottage near Taunton, Somerset.
Headford Farm Cottage is on the edge of a rural hamlet high up in Somerset's Quantock Hills Area of Outstanding Natural Beauty. This stunning ancient landscape covers 100 square ki...
7 nights from £459
7 nights from £466
Lamb's Tale Shepherd's Hut
3246Shepherds Hut with hot tub, dog friendly near Bridgwater, 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...
7 nights from £466
7 nights from £466
Duck's Puddle Shepherd's Hut
4026Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting complete with a hot tub and little b...
7 nights from £466
7 nights from £403
Birch House Studio
24602 bedroom, rural holiday cottage near Wellington, South Devon.
This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...
7 nights from £403
7 nights from £428
Orchard Barn
32892 bedroom, dog friendly self catering cottage near Taunton, Somerset.
Orchard Barn is a stone's throw from the stunning Quantock Hills Area of Outstanding Natural Beauty; 9,500 acres of open moorland, deep wooded valleys and panoramic views. The sing...
7 nights from £428
7 nights from £441
Hayloft
24032 bedroom dog friendly holiday cottage near Ilminster, Somerset.
Hayloft is in the heart of Barrington near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within a small group of historic barns and ...
7 nights from £441
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £772 *
The Watermill
27033 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
Set in the courtyard of an original farmstead in a scenic location, within easy reach of Exmoor National Park’s open moorlands and the lovely market towns of Dulverton and Bampton,...
7 nights from £772 *
7 nights from £441
Oak Tree Barn
32882 bedroom, dog friendly self catering cottage near Taunton, Somerset.
Oak Tree Barn is a family-friendly and dog-friendly barn conversion with a wonderful level garden in a peaceful setting on the edge of the unspoilt village of Thurloxton, in the fo...
7 nights from £441