September Holidays in Somerset

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 36 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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

Select from 36 Somerset cottages available for September

Birch House Studio is a 2 bedroom, rural holiday cottage near Wellington, South Devon.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £507

Birch House Studio

2460

2 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 ...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £507

Oliver’s Cottage is a 3 bedroom, dog friendly cottage near the market town of Dulverton, Somerset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Oliver’s Cottage

2408

3 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 ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

We are Gold accredited with the Green Tourism Business Scheme.

Bumble Bee Barn is a 2 bedroom, rural holiday cottage with a hot tub, near Taunton, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £666

Bumble Bee Barn

2380

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
  • No pets
  • Changeover Fri

7 nights from £666

The Pump House is a 1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £581

The Pump House

2098

1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £581

Cleveland Cottage is a 2 bedroom cottage near the market town of Dulverton, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £401 *

Cleveland Cottage

1968

2 bedroom cottage near the market town of Dulverton, Somerset.


Offering a 20% discount for parties of 2 (unless a special offer is already in place) this very pretty cottage, on the edge of Exmoor National Park, a few miles from the market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £401 *

View
  • 20% off

    22 Nov 2024 - 29 Nov 2024

    From £439.00 £351.20

Week Cottage is a 1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £470

Week Cottage

1636

1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £470