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 15 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 15 Somerset cottages available for September

Merryfields is a 4 bedroom, dog friendly self catering cottage near Bath.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1718

Merryfields

5572

4 bedroom, dog friendly self catering cottage near Bath.


This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1718

Len's Hut is a Shepherds hut with hot tub and outstanding views near Wells, Somerset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £127 per night

Len's Hut

2711

Shepherds hut with hot tub and outstanding views near Wells, Somerset.


Sitting in a peaceful meadow between the foothills of the Mendips and the serene landscapes of the Somerset Levels, beautifully crafted Len's Hut is the sweetest escape for two. ...

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

From £127 per night

Pippins is a 3 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £571

Pippins

5360

3 bedroom, dog friendly character cottage near Beaminster, Somerset.


Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £571

Green Place is a 1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £421

Green Place

5313

1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.


Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...

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

7 nights from £421

Keepers Cottage is a 3 bedroom, dog friendly cottage with wonderful views near Yeovil, Somerset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £863

Keepers Cottage

5194

3 bedroom, dog friendly cottage with wonderful views near Yeovil, Somerset.


Keepers Cottage is the former gamekeeper's cottage for Montacute House and is set in the rolling countryside of south Somerset, close to the historic village of Montacute. Stunning...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £863

Elm Cottage is a 3 bedroom, dog friendly cottage near the sea near Minehead, Somerset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £964

Elm Cottage

4837

3 bedroom, dog friendly cottage near the sea near Minehead, Somerset.


Perfectly situated on the fringes of the beautiful, rugged Exmoor National Park, this semi-detached cottage is a gorgeous hideaway for all the family, including your four-legged fr...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £964

Posy is a Shepherd's hut with outdoor bathing near Ilminster, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £102 per night

Posy

4861

Shepherd's hut with outdoor bathing near Ilminster, Somerset.


Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £102 per night

Frogwell Cottage is a 3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £580 *

Frogwell Cottage

4714

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


Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £580 *

Wreath Farmhouse is a 4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1101

Wreath Farmhouse

4445

4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...

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

7 nights from £1101

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

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