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 34 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 34 Somerset cottages available for September

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

7 nights from £488

2 bedroom, dog friendly holiday cottage near Ilminster, Somerset.


This tranquil detached cottage is in a sheltered rural setting on the edge of the Blackdown Hills Area of Outstanding Natural Beauty, with the beautiful Somerset countryside all ar...

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

7 nights from £488

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £496

2 bedroom, rural self catering 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. ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £496

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £522

2 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Withypool is at the heart of the beautiful Exmoor National Park and Riverview has a wonderful elevated village position with panoramic views of the River Barle below and the open m...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £522

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £524 *

3 bedroom, dog friendly holiday cottage in Somerset, near Honiton.


This luxury farmhouse in the Blackdown Hills, with wonderful garden hot tub, is in an idyllic rural setting on the edge of the village of Bishopswood, within walking distance of th...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £524 *

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

2 bedroom, rural holiday cottage with a hot tub, near Taunton, Somerset.


Set in the vale of Taunton, halfway between Exmoor National Park and the beautiful Quantock Hills and an easy drive from the coast, this is a perfect base from which to discover th...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

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

7 nights from £574 *

3 bedroom, holiday cottage near Axbridge, Somerset.


Yew Tree Batch is a truly peaceful detached house in a rural position in north Somerset, surrounded by a totally private and beautifully kept garden. There is a stunning terrace th...

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

7 nights from £574 *

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

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £616 *

3 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,...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £616 *

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  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £599.40 £479.20

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

7 nights from £642

2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.


Stockham Farm is an historic farmstead with panoramic views of the Exmoor National Park, just a few moments’ drive from the charming little market town of Dulverton. This beautiful...

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

7 nights from £642

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is a beautiful period stone cottage in an unspoilt Somerset village just a few miles from historic Bruton, with a renowned pub, the Three Horseshoes, within walking dist...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

  • 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

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