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 45 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 45 Somerset cottages available for September
7 nights from £728
Andrew’s House
29323 bedroom cottage in Dulverton, Somerset.
This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew's House is on t...
7 nights from £728
7 nights from £643
Kingham Cottage
29282 bedroom, dog friendly cottage near Bath, Somerset.
This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...
7 nights from £643
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £587
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 base...
7 nights from £587
7 nights from £532
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 Area of Outstanding Natural Beauty. This stunning ancient landscape covers 100 square k...
7 nights from £532
7 nights from £735
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...
7 nights from £735
7 nights from £891
The Old Barn at Cherry May Farm
25502 bedroom, rural holiday cottage with hot tub near Glastonbury, Somerset.
The Old Barn at Cherry May Farm, on the edge of the unique Somerset Levels, is a winner of the West Somerset Council 'Excellence in Building Awards' that embraces the very best asp...
7 nights from £891
7 nights from £445
Lane Cottage
24821 bedroom, dog friendly cottage in Dulverton, Somerset.
Lane Cottage is a perfect Exmoor bolthole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy with a multi-burner in th...
7 nights from £445
7 nights from £523
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 £523
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.
7 nights from £778
Oliver’s Cottage
24083 bedroom, dog friendly cottage near the market town of Dulverton, Somerset.
Oliver’s Cottage is a pretty period property in Withypool, a traditional village at the heart of Exmoor National Park with a shop, seasonal tea-room, riverside picnic-area and pub ...
7 nights from £778
7 nights from £516
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 £516
