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. 

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 23 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 23 Somerset cottages available for September

2 bedroom holiday cottage near Taunton, Somerset.


Court Cottage lies at the heart of West Monkton, a peaceful Somerset village, below the beautiful Quantock Hills, an Area of Outstanding Natural Beauty, above the Vale of Taunton t...

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

Price per week £443 - £595

2 bedroom thatched holiday 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 withi...

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

Price per week £453 - £620

2 bedroom, rural self catering cottage in Bridgwater, Somerset.


This peaceful cottage is in a gentle swathe of unspoilt countryside between the Somerset coast and the beautiful Quantock Hills, a 9,500 acre Area of Outstanding Natural Beauty tha...

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

Price per week £472 - £646

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

Price per week £488 - £655

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

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


This beautifully refurbished and spacious Victorian wing of a traditional period farmhouse is in one of those truly stunning settings that Exmoor National Park is all about. The tr...

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

Price per week £542 - £742

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

Price per week £547 - £936 *

* Includes 20% off for parties up to 4 + cot between 15 Sep and 29 Sep 2018.

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

Price per week £589 - £959 *

* Includes 20% off for parties up to 4 + cot. Bedroom 3 is excluded at the discounted rate.

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £520 - £889

View
  • 20% off

    28 Sep 2018 - 5 Oct 2018

    £649.80 £520.00

  • 20% off

    5 Oct 2018 - 12 Oct 2018

    £649.80 £520.00

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 the ...

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

Price per week £558 - £744

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

Price per week £642 - £815

Choose from our exclusive collection at the best prices with real time availability.

Loading more