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 35 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 35 Somerset cottages available for September

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £567

3 bedroom self catering 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...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £567

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £741

3 bedroom self catering cottage near Nether Stowey, Somerset.


A fabulous Scandinavian-style lodge, a steaming hot tub, a sauna, and all in a setting in the Quantock Hills Area of Outstanding Natural Beauty, with views as far as the Bristol Ch...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £741

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £946

3 bedroom self catering cottage near Taunton, Somerset.


This fabulous Somerset property has panoramic views which will take your breath away. Set on the edge of the Quantock Hills Area of Outstanding Natural Beauty, in the very pictures...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £946

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629

4 bedroom, dog friendly holiday cottage near Dunster, Somerset.


Set high above the village of Luxborough at the heart of Exmoor National Park, Westcott Cross Cottage is a fabulous detached family home with a huge enclosed garden and unspoilt vi...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £884

4 bedroom, dog friendly self catering cottage near Honiton, Somerset.


The Cow Shed has been named to celebrate its original life at the heart of this historic south Somerset farmstead but its transformation into a luxurious and strikingly contemporar...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £884