May half term holiday cottages in Dorset

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover Dorset

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Dorset. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

We've got 16 holiday cottages matching your search in Dorset...

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


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £479

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £648

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £709

  • 20% off

    19 Jan 2018 - 26 Jan 2018

    £390.20 £312.00

  • 20% off

    26 Jan 2018 - 2 Feb 2018

    £390.20 £312.00

2 bedroom self catering cottage near the sea near Weymouth, Dorset.


This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £718

2 bedroom, rural self catering cottage near Beaminster, Dorset.


This cosy cottage snuggles into the hillside in the delightful Dorset countryside and offers a real opportunity to escape from it all and slow the pace of life. All on one level an...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £775

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Lynchet Lodge is a gorgeous open plan cottage, beautifully furnished and equipped to provide all that you need for a relaxing holiday in rural Dorset. The open plan kitchen/dining/...

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

Price per week £775

2 bedroom, rural self catering cottage near Beaminster, Dorset.


A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This de...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £840

3 bedroom self catering cottage near Shaftesbury, Dorset.


Set in the gorgeous Wiltshire village of Hindon, which has two pubs and a community shop, this stylishly renovated Georgian house has fabulous views from the back of the house over...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £964 - £1071 *

* Includes 10% off for parties up to 4 between 6 Jan and 30 Jun 2018. Not all of the bedrooms are available at the discounted rate, please let the Booking Office know which rooms you require.

3 bedroom holiday cottage near Bridport, Dorset.


This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £671

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £938

  • 20% off

    19 Jan 2018 - 26 Jan 2018

    £478.00 £382.40

  • 20% off

    26 Jan 2018 - 2 Feb 2018

    £478.00 £382.40

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