Somerset Cottages for May Day Bank Holiday

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 42 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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

42 cottages for a Somerset May Day bank holiday break

Cleveland Cottage is a 2 bedroom cottage near the market town of Dulverton, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £336 *

Cleveland Cottage

1968

2 bedroom cottage near the market town of Dulverton, Somerset.


Offering a 20% discount for parties of 2 (unless a special offer is already in place) this very pretty cottage, on the edge of Exmoor National Park, a few miles from the market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £336 *

Pippins is a 2 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £348 *

Pippins

5360

2 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 £348 *

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  • 40% off

    6 Feb 2026 - 13 Feb 2026

    From £392.00 £235.20

  • 30% off

    13 Feb 2026 - 20 Feb 2026

    From £437.00 £305.90

  • 30% off

    20 Feb 2026 - 27 Feb 2026

    From £392.00 £274.40

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 £350

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 £350

Dieppy Farm Cottage is a 1 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £373

Dieppy Farm Cottage

2788

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


On the edge of Exmoor's stunning National Park - a designated International Dark Sky Reserve - Dieppy Farm Cottage is in the perfect spot for stargazing; on a cloudless night you w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £373

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  • 20% off

    30 Jan 2026 - 6 Feb 2026

    £466.00 £372.80

  • 20% off

    6 Feb 2026 - 13 Feb 2026

    From £466.00 £372.80

  • 20% off

    16 Feb 2026 - 20 Feb 2026

    From £369.00 £295.20

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The Smithy is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £405 *

The Smithy

5832

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


If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...

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

7 nights from £405 *

Week Cottage is a 1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £428

Week Cottage

1636

1 bedroom, rural, dog friendly 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 £428

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

7 nights from £431 *

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 £431 *

The Cowshed is a 2 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £441 *

The Cowshed

4743

2 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...

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

7 nights from £441 *

Ashey Barn is a 1 bedroom, rural, dog friendly cottage near Wells, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £441

Ashey Barn

2787

1 bedroom, rural, dog friendly 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. Ashey Barn is a perfect bas...

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

7 nights from £441

The Piggery is a 2 bedroom rural barn conversion near Wells, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £442 *

The Piggery

4384

2 bedroom rural barn conversion near Wells, Somerset.


What a superb barn conversion! The Piggery is an exceptionally high quality detached property, newly converted and beautifully presented. Set on a working family farm, surrounded b...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £442 *

View
  • 20% off

    6 Feb 2026 - 13 Feb 2026

    From £552.00 £441.60

  • 20% off

    13 Feb 2026 - 20 Feb 2026

    From £610.30 £488.24

  • 20% off

    20 Feb 2026 - 27 Feb 2026

    £515.95 £412.76

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

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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 42 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?