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

New bookings can be placed for any holiday arriving on or after the 4th July 2020. COVID-19

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

7 nights from £346 *

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 £346 *

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

7 nights from £353

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


Lane Cottage is a perfect Exmoor bolthole, 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 th...

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

7 nights from £353

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

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

7 nights from £357

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

7 nights from £357

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

7 nights from £357

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. P...

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

7 nights from £357

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £390

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 £390

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £402

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


Oak Tree Barn is a family-friendly and dog-friendly barn conversion with a wonderful level garden in a peaceful setting on the edge of the unspoilt village of Thurloxton, in the fo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £402

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

7 nights from £403

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 £403

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £432

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


Seize a totally unique opportunity and book a stay in this stunningly converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Ju...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £432

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £450

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


Headford Farm Cottage is on the edge of a rural hamlet high up in Somerset's Quantock Hills Area of Outstanding Natural Beauty. This stunning ancient landscape covers 100 square ki...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £450

  • 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.


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
  • Regret no pets
  • Changeover Fri

7 nights from £455

Loading more