Cottages for May bank holidays in Dorset

May is when Dorset comes alive, the winter is left behind and a sunny day feels like summer in a early May bank holiday cottage.

A sunny day in May can feel like summer, especially in Dorset. The schools have gone back. And the May calendar in the South West is bursting with high days, holidays and Pagan customs so peculiar you couldn't make them up. Have a peek at what's available. Use the search options on the left to choose the length of your break and the area where you want to stay. We've got 23 holiday cottages available in Dorset for your May escape.

We have 23 available for the May Day bank holiday in Dorset

3 bedroom holiday cottage near Bridport, Dorset.


This deceptively spacious, comfortable family-friendly holiday house is just eight miles from the breathtaking World Heritage Jurassic Coast. Briar Cottage is a beautifully kept te...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £567

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £664

Dog friendly safari tent glamping for six near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday, park your car, load up your wheelbarrow and enjoy a fabulous holiday with a difference, where you can cook with fi...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £682

3 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

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

Price per week £696

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


This barn conversion at the heart of a working farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the family - lovely c...

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

Price per week £715

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


Set in this historic village, surrounded by beautiful countryside, Tolpuddle Cottage is the perfect base for your holiday in Dorset, just 15 miles from the World Heritage Jurassic ...

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

Price per week £718

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


Imagine spending a week in a fabulous former dairyman’s cottage with all mod-cons! This very stylishly furnished, yet quirky, semi-detached cottage is in the village of Morcombelak...

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

Price per week £772

3 bedroom holiday cottage in Corfe Castle, Dorset.


You will be completely spoilt for choice in this stunning part of Dorset – along the Jurassic Coast and within very easy reach are Lulworth Cove and Durdle Door with their famous c...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £830

3 bedroom holiday cottage in Corfe Castle, Dorset.


Situated in the popular Dorset village of Corfe Castle, on the Studland peninsula, close to the coast, this Grade II Listed picture-book cottage enjoys views of the spectacular Nat...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £843

4 bedroom, dog-friendly cottage with sea views near Bridport, Dorset.


Snuggled into the hillside with Golden Cap behind, The Guardhouse stands watch over this stunning part of the Jurassic Coast at Seatown, with sea views from the master bedroom and ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1009

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