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 24 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.

24 cottages for a Somerset May Day bank holiday break

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

7 nights from £460 *

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 £460 *

Bashford Lodge is a 3 bedroom lodge with far reaching countryside views near Taunton, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £477

Bashford Lodge

3226

3 bedroom lodge with far reaching countryside views near Taunton, Somerset.


This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills National Landscape, in the very picturesque village of We...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £477

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Yew Tree Barn is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £478 *

Yew Tree Barn

5784

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


Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £478 *

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

7 nights from £530 *

Minstrels

4930

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


As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...

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

7 nights from £530 *

View
  • 20% off

    25 Jul 2025 - 1 Aug 2025

    From £870.40 £696.32

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 £530 *

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 £530 *

View
  • 20% off

    18 Jul 2025 - 25 Jul 2025

    From £907.80 £726.24

  • 20% off

    25 Jul 2025 - 1 Aug 2025

    From £870.40 £696.32

Florian is a Dog friendly converted shipping container with outdoor bath tub near Cheddar.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £592

Florian

5939

Dog friendly converted shipping container with outdoor bath tub near Cheddar.


This bijou beauty is just perfect for romantic getaways or for solo travellers seeking to escape the everyday. A stunning converted shipping container, it boasts idyllic countrysid...

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

7 nights from £592

Duck's Puddle Shepherd's Hut is a Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £89 per night

Duck's Puddle Shepherd's Hut

4026

Dog friendly shepherds hut with a 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 ...

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

From £89 per night

Lamb's Tale Shepherd's Hut is a Dog friendly shepherds hut with a hot tub, near Bridgwater in Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £89 per night

Lamb's Tale Shepherd's Hut

3246

Dog friendly shepherds hut with a hot tub, near Bridgwater in 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

From £89 per night

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

Orchard Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £434

Orchard Barn

3289

2 bedroom, dog friendly cottage near Taunton, Somerset.


Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills National Landscape. W...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £434

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £440

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills National Landscape. It is perfectly placed in the peaceful setting of th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £440

Load 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 24 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?