May Cottages Available in Somerset

May Cottages Available in Somerset

The sun is shining, beaches are quiet, the countryside is blossoming and all around local events and festivals are starting to take place. For a getaway in Somerset, May provides the perfect holiday experience. Get out and about as much as you like and relax in equal doses. After all, you're on holiday. Browse our portfolio of [available] cottages and take a step closer to something special this May.  Read more

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

We have 14 luxury cottages available in Somerset in May

Wheelwrights Cottages

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1302

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 £651 *

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 £651 *

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

7 nights from £674

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 £674

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

7 nights from £573

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 £573

Meadowbank is a 4 bedroom, dog friendly cottage with sea views in Porlock, Somerset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £904 *

Meadowbank

5187

4 bedroom, dog friendly cottage with sea views in Porlock, Somerset.


In the perfect situation on the edge of the rugged Exmoor National Park and on the stunning West Somerset coastline, Meadowbank is a stylish and beautiful home from which to explor...

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

7 nights from £904 *

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 £678

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 £678

Wreath Farm

  • Sleeps 18 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2649

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

7 nights from £651 *

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 £651 *

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

The Apple Press is a 3 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £683 *

The Apple Press

4744

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


Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...

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

7 nights from £683 *

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 £1288

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 £1288

Load more

Whether you're looking to embrace half-term with the children and do something special, want to secure yourself a private cottage with a hot tub for a romantic retreat, or stay in a dog-friendly holiday cottage for some fun adventures ahead of the summer crowds, make the most of our Somerset offerings in May. From one-bed boltholes to big family-friendly properties with room enough for all your nearest and dearest, you are sure to find the right space and place amongst our luxury collection.

Last-minute short break or well-deserved holiday planned in advance, treat yourself to a little luxury this May. With spring well underway and the county experiencing joyous post-winter rejuvenation, this is an excellent time to come to Somerset and give yourself a hard-earned rest in your own slice of heaven.

Classic Cottages for May in Somerset 

From country to coast, wherever you feel most at home we will be able to provide you with luxury self-catering accommodation. Spectacular views, private swimming pool, sizzling barbecue, great local amenities and many, many more choices, we can help you tailor your retreat to  be the best it can be. With all of our properties handpicked and personally inspected, we make sure only the finest quality cottages are on our books. Scout out your favourite and get ready to make memories to last a lifetime.