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 5 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 5 Somerset cottages available for September

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £443

Meadow View

4613

2 bedroom, dog friendly self catering cottage near Taunton, Somerset.


A modern and welcoming cottage, in a dreamy setting is waiting for you… nestled close to the Quantock Hills Area of Outstanding Natural Beauty, Meadow View is one of two cottages t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £443

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £458

The Stables

4612

2 bedroom, dog friendly self catering cottage near Taunton, Somerset.


Rolling Somerset hills, a tranquil setting and a beautiful holiday cottage - what more could you ask for? Nestled close to the Quantock Hills Area of Outstanding Natural Beauty, Th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £458

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

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £542

The Green House

4529

2 bedroom, dog friendly self catering cottage near Frome, Somerset.


Enjoy a glass of fizz overlooking the peaceful stream, or curl up in a cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This ...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £542

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1485 *

Middle Dean Farmhouse

4589

5 bedroom, dog friendly holiday home near Combe Martin, North Devon.


A stylish detached stone farmhouse nestled in a peaceful hamlet, Middle Dean Farmhouse is the perfect home for a family holiday. With easy access to the delights of the coast and E...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1485 *

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

7 nights from £958

Bashford Lodge

3226

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 £958