Somerset Cottages for May Day Bank Holiday

With the commitments of everyday life heavy from winter, May presents an excellent opportunity to escape for a while. And where better to spend your May Day bank holiday than Somerset? At Classic Cottages, we have a range of 29 self-catering holiday cottages available for you to choose from. Offering wide variety and consistent quality, you can look forward to a dream retreat in Somerset. Read more

Whether you are continuing a tradition and revisiting a firm favourite, or would like to try something different and find somewhere new, our Somerset collection offers ample opportunities to enjoy the county this May. From coastal cottages to country retreats to hubs in the middle of quaint towns, our properties cater for groups of all sizes. It's great news if you have a four-legged friend, as many are dog-friendly too. Browse through our 29 available self-catering cottages in Somerset and Exmoor and find the one to suit you. With each one carefully selected and fully equipped, you are sure to enjoy some of the finest accommodation in Somerset. Start May on the right foot and secure your May Day bank holiday break today. Everyone deserves to indulge in some TLC now and then, so why don't you?

29 cottages for a Somerset May Day bank holiday break

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

7 nights from £364

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 t...

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

7 nights from £364

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

7 nights from £368 *

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

7 nights from £368 *

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

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £399

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


Dieppy Farm Cottage is a delightful bolthole in the peaceful village of Skilgate, on the edge of Exmoor's stunning National Park. This most welcoming single-storey cottage has a hu...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £399

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £399

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

7 nights from £399

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

7 nights from £405

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

7 nights from £405

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

7 nights from £422

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

7 nights from £422

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

7 nights from £432

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

7 nights from £432

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

7 nights from £432

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

7 nights from £432

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

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

7 nights from £437

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

7 nights from £437

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

7 nights from £455

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

7 nights from £455

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