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 39 luxury cottages available in Somerset in May

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Lyme Regis, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Lyme Regis, Somerset.


Situated on the Cricket St Thomas estate and close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the sele...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

Snowdrop Cottage is a 2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1019 *

Snowdrop Cottage

6072

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


Every now and again a very special property comes along and Snowdrop Cottage is certainly it. Located just a short walk from the centre of Dulverton it's perfect for two or four gu...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1019 *

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

View
  • 20% off

    23 Jan 2026 - 30 Jan 2026

    From £604.80 £483.84

  • 20% off

    30 Jan 2026 - 6 Feb 2026

    From £604.80 £483.84

  • 20% off

    6 Feb 2026 - 13 Feb 2026

    From £604.80 £483.84

  • 20% off

    13 Feb 2026 - 20 Feb 2026

    From £655.20 £524.16

The Byre is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Byre

6066

1 bedroom self catering cottage near Taunton, Somerset.


Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

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The Stables is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Stables

6065

1 bedroom self catering cottage near Taunton, Somerset.


Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

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 £706

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 £706

Wheelwrights Cottages

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

7 nights from £1348

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 £674 *

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 £674 *

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

7 nights from £573 *

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 £573 *

The Cottage at Ford Barton is a 2 bedroom cottage in the Blackdown Hills near Wellington, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £772

The Cottage at Ford Barton

5467

2 bedroom cottage in the Blackdown Hills near Wellington, Somerset.


Within the pretty Somerset village of Churchinford, this tranquil cottage has been furnished with comfort in mind. There is so much to explore locally with the Blackdown Hills Nati...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £772

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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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.