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 46 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 46 Somerset cottages available for September

The Piggery is a 2 bedroom rural barn conversion near Wells, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £670

The Piggery

4384

2 bedroom rural barn conversion near Wells, Somerset.


What a superb barn conversion! The Piggery is an exceptionally high quality detached property, newly converted and beautifully presented. Set on a working family farm, surrounded b...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £670

The Cowstall is a 2 bedroom rural barn conversion near Wells, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

The Cowstall

4385

2 bedroom rural barn conversion near Wells, Somerset.


The Cowstall is a fabulous single-storey detached property in a lovely setting at the top of the original farmstead. This exceptionally high quality barn conversion is set on a wor...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

Coombe Cottage

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1399

Duck's Puddle Shepherd's Hut is a Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £120 per night

Duck's Puddle Shepherd's Hut

4026

Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.


At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting, complete with a hot tub and little ...

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

From £120 per night

Coombe Lodge is a 3 bedroom cottage with hot tub near Nether Stowey, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1159

Coombe Lodge

3261

3 bedroom cottage with hot tub near Nether Stowey, Somerset.


A fabulous Scandinavian-style lodge, a steaming hot tub, a sauna and all in a setting in the Quantock Hills National Landscape, with views as far as the Bristol Channel. What a ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1159

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £541

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills Area of Outstanding Natural Beauty. It is perfectly placed in the peacef...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £541

Our guests rate us 4.8/5 on Feefo, the independent review site.

Orchard Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515

Orchard Barn

3289

2 bedroom, dog friendly cottage near Taunton, Somerset.


Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills Area of Outstanding N...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515

Lamb's Tale Shepherd's Hut is a Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £120 per night

Lamb's Tale Shepherd's Hut

3246

Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.


Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...

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

From £120 per night

Lady's Well Shepherd's Hut is a Shepherds Hut with a hot tub and koi carp pond near Weston-super-Mare, Somerset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £756

Lady's Well Shepherd's Hut

3244

Shepherds Hut with a hot tub and koi carp pond near Weston-super-Mare, Somerset.


Staying in this beautifully presented shepherd's hut gives you a rare and - so often nowadays - hard to come by opportunity to have a secret and secluded location all to yourselves...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £756

Bashford Lodge is a 3 bedroom lodge with far reaching countryside views near Taunton, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1138

Bashford Lodge

3226

3 bedroom lodge with far reaching countryside views near Taunton, Somerset.


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

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1138

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