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 39 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 39 Somerset cottages available for September

2 bedroom holiday cottage near Dulverton, Somerset.


Cleveland Cottage has the advantage of a choice of two prices – for bookings by two or four guests. This very pretty cottage, on the edge of Exmoor National Park, a few miles from ...

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

Price per week £341 - £572 *

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* Includes 20% off for parties up to 2 + cot.

  • 20% off

    3 Aug 2018 - 10 Aug 2018

    £688.00 £550.40

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


Lane Cottage is a perfect Exmoor bolt-hole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy with a multi-burner in the ...

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

Price per week £369 - £505

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

1 bedroom, dog friendly holiday 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 Sat

Price per week £392 - £509

1 bedroom self catering cottage near Crewkerne, Somerset.


This really is the most beautifully designed bolthole for two. A romantic retreat with 'wow' factor in a traditional, rural hamlet setting in gorgeous south Somerset, close to the ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £403 - £525

1 bedroom self catering cottage near Wells, Somerset.


The Hayloft is a wonderfully tranquil bolt-hole for two in a rural edge of village setting near the beautiful Cathedral City of Wells. Close to the incredible RSPB wildlife sanctua...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £409 - £559

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  • 10% off

    20 Jul 2018 - 27 Jul 2018

    £717.00 £645.30

1 bedroom self catering cottage near Taunton, Somerset.


This cottage is the perfect base for exploring the ancient Somerset Levels and the very special RSPB sites for which this county is renowned. There are lovely walks here and Fig Tr...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £429 - £557

1 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


This delightful little Grade II Listed stone cottage is in the heart of the village of Pilton, near Glastonbury. 2 Batch Cottages, in Bread Street, was likely to have been one of t...

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

Price per week £431 - £590

Dog friendly shepherds hut with 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 b...

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

Price per week £452 - £587

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

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

Price per week £452 - £587

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  • 10% off

    20 Jul 2018 - 27 Jul 2018

    £675.00 £607.50

1 bedroom, dog friendly self catering cottage near Wells, Somerset.


This converted single-storey barn is in a peaceful rural position on the edge of Somerset’s Mendip Hills, within easy reach of Bath, Bristol and Wells. The Barn is a perfect base f...

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

Price per week £459 - £596

1 bedroom, dog friendly holiday apartment with a pool in Crewkerne.


This spacious first floor, studio apartment surrounded by panoramic views of the Somerset countryside, close to the Dorset border and the Jurassic Coast, is a real bolt-hole with t...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £468 - £608

Shepherds Hut with a hot tub sat on its own fishing pond near Weston-Super-Mare, Somerset.


The setting for this beautifully designed and fitted shepherd's hut is a celebration of what this kind of experience is all about. The gentle valley location is at the western edge...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £476 - £618

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  • 10% off

    27 Jul 2018 - 3 Aug 2018

    £710.00 £639.00

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
  • Regret no pets
  • Changeover Fri

Price per week £376 - £490

2 bedroom holiday cottage near Ilminster, Somerset.


Hayloft is in the heart of Barrington – a National Trust conservation village near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

Price per week £423 - £569

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  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £855.00 £684.00

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

2 bedroom, rural holiday cottage near Chard, Somerset.


This high quality property is in a glorious rural setting in south Somerset, just a 20 minute drive from the stunning Jurassic coastline at Lyme Regis in Dorset. Purtington Barn Co...

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

Price per week £447 - £612

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  • 15% off

    3 Aug 2018 - 10 Aug 2018

    £785.00 £667.25

  • 15% off

    10 Aug 2018 - 17 Aug 2018

    £785.00 £667.25

  • 15% off

    17 Aug 2018 - 24 Aug 2018

    £785.00 £667.25

3 bedroom, dog friendly holiday cottage near Wells, Somerset.


The Coach House is in a tranquil hilltop position with countryside views over Somerset, Dorset and Wiltshire and is close to historic Glastonbury, Wells and Bruton. French windows ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £398 - £765 *

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* Includes 30% off for parties up to 4 + cot between 8 Sep and 8 Dec 2018. One of the ground floor bedrooms is excluded at the discounted rate.

  • 10% off

    20 Jul 2018 - 27 Jul 2018

    £1150.00 £1035.00

2 bedroom holiday cottage near Ilminster, Somerset.


Situated in the National Trust conservation village of Barrington, Flax Barn is one of four properties created from a group of historic barns, and is a comfortable, well placed bas...

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

Price per week £428 - £585

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  • 20% off

    20 Jul 2018 - 27 Jul 2018

    £750.00 £600.00

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


Manor Farm Lodge is the ideal base for exploring the fascinating area around the Somerset/Dorset border, and is within easy reach of the stunning Jurassic Coast at Lyme Regis. This...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £431 - £579

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

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

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


This stylish barn conversion in the beautiful north Somerset village of Lullington is just a 15 minute drive from historic Bath. Four-legged friends are very welcome, the garden is...

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

Price per week £472 - £646

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


This beautifully presented and welcoming barn conversion in the unspoilt hamlet of Lullington, is just a 15 minute drive from Bath. Historic Wells, Bruton and Frome are all within ...

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

Price per week £472 - £646

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, 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

Price per week £485 - £652

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

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  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £985.00 £788.00

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

We’ve been raising the standards of self catering holidays since 1977.

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 on selected dates.

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. K...

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

Price per week £583 - £757

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 £650 - £889

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

We’re here to help you find your perfect place to stay 7 days a week.

3 bedroom, rural self catering cottage near Wellington, Somerset.


You will think you are in a five star hotel at The Coach House Stables – a converted original stable building with a huge south-facing courtyard on a country estate in the gentle S...

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

Price per week £687 - £895

3 bedroom self catering cottage near Nether Stowey, Somerset.


A fabulous Scandinavian-style lodge, a steaming hot tub, a sauna, and all in a setting in the Quantock Hills Area of Outstanding Natural Beauty, with views as far as the Bristol Ch...

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

Price per week £767 - £1049

3 bedroom self catering cottage near Taunton, Somerset.


This fabulous Somerset property set in the lovely village of West Bagborough in the Quantock Hills, has panoramic views which will take your breath away. Bashford Lodge is ideal fo...

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

Price per week £939 - £1219

3 bedroom, dog friendly self catering cottage in Wells, Somerset.


Wellesley Park is something really special, a cluster of beautifully presented individual properties in the gentle countryside just outside Somerset’s historic Cathedral City of We...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1139 - £1558

4 bedroom, dog friendly holiday cottage near Dunster, Somerset.


Set high above the village of Luxborough at the heart of Exmoor National Park, Westcott Cross Cottage is a fabulous detached family home with a huge enclosed garden and unspoilt vi...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £616 - £783

4 bedroom self catering apartment in Taunton, Somerset.


This beautiful and historic property has been refurbished to the highest standard whilst truly celebrating its history and character. Castle House, part of the original 12th Centur...

  • Sleeps 7 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £684 - £891

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

4 bedroom, dog friendly self catering cottage near Honiton, Somerset.


The Cow Shed has been named to celebrate its original life at the heart of this historic south Somerset farmstead but its transformation into a luxurious and strikingly contemporar...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £799 - £1015

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  • 25% off

    23 Jul 2018 - 27 Jul 2018

    £1410.00 £1057.50