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 32 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 32 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 £348 - £584 *

View

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

  • 20% off

    9 Nov 2018 - 16 Nov 2018

    £316.48 £253.18

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 £359 - £491

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

1 bedroom self catering cottage near Dulverton, Somerset.


This beautifully refurbished 17th Century cottage has been designed as a comfortable bolthole for two, a little tucked away base on the edge of beautiful Exmoor National Park. Pitt...

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

Price per week £379 - £493

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


High up in Somerset's Quantock Hills, with some of the best walking this varied county has to offer right on the doorstep, Headford Farm Cottage is an excellent rural holiday base....

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £393 - £538

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 £411 - £536

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

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


This unique pied-a-terre, close to the Somerset/Dorset border not far from the Jurassic Coast, stands in its own private wildlife meadow. Perfect for couples, this idyllic retreat ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

Price per week £439 - £601

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 Fri

Price per week £450 - £574

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 £465 - £599

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 £465 - £599

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 £489 - £631

2 bedroom, rural holiday cottage near Wellington, South Devon.


This beautifully presented single-storey property is located in the unspoilt Blackdown Hills. It is perfect for exploring this lovely rural area and the stunning Jurassic Coast - b...

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

Price per week £384 - £500

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


Orchard Barn is a stone's throw from the stunning Quantock Hills Area of Outstanding Natural Beauty; 9,500 acres of open moorland, deep wooded valleys and panoramic views. The sing...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £389 - £523

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 £432 - £581

Our property managers are local experts who handpick perfect places to stay.

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 £421 - £565

2 bedroom self catering cottage with sea views in Minehead, Somerset.


Set back from the seafront esplanade with fantastic sea views and just steps from the South West Coast Path, Grade II Listed 1 Coastguard Cottages is the perfect location for a fam...

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

Price per week £436 - £585

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 £436 - £597

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 £438 - £589

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


Oak Tree Barn is a family-friendly and dog-friendly barn conversion in a peaceful setting on the edge of the unspoilt village of Thurloxton, in the foothills of the Quantock Hills ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £441 - £592

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


Knights Barton is in a peaceful setting on the edge of the village of Halse, one of the prettiest in Somerset, between the Quantock Hills and Exmoor. This top quality, deceptively ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £460 - £618

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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 wi...

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

Price per week £473 - £647

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 £496 - £679

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

Price per week £522 - £714

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 £524 - £832 *

* Includes 20% off for parties up to 4 + cot between 7 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

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 £534 - £696

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

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

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 £567 - £756

3 bedroom, dog friendly holiday cottage near 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

Price per week £587 - £745

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 £741 - £966

3 bedroom self catering cottage near Taunton, Somerset.


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

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

Price per week £946 - £1219

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 £629 - £799

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 £884 - £1178

View
  • 15% off

    12 Nov 2018 - 16 Nov 2018

    £543.00 £461.55

  • 15% off

    19 Nov 2018 - 23 Nov 2018

    £543.00 £461.55

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